| 後藤 雅宏（ごとう まさひろ） | データ更新日：2024.03.11 |
教授 ／
工学研究院
応用化学部門
分子情報システム
| 1. | Hendra Saputra, Muhammad Safaat, Pugoh Santoso, Rie Wakabayashi, Masahiro Goto, Toki Taira, Noriho Kamiya, Exploring the molecular structure of lipids in the design of artificial lipidated antifungal proteins, 10.1101/2024.03.04.583322, 2024.03. |
| 2. | Takahiro Sakamoto, Takafumi Hanada, Hayate Sato, Mayu Kamisono, Masahiro Goto, Hydrophobic deep eutectic solvents for the direct leaching of nickel laterite ores: Selectivity and reusability investigations, Separation and Purification Technology, 10.1016/j.seppur.2023.125619, 331, 125619-125619, 2024.03. |
| 3. | Rashedul Islam, Fahmida Habib Nabila, Rie Wakabayashi, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic Liquid-Based patch formulation for enhanced transdermal delivery of sparingly soluble drug, Journal of Molecular Liquids, 10.1016/j.molliq.2024.124184, 2024.03. |
| 4. | Ryutaro Ariyoshi, Takashi Matsuzaki, Ryo Sato, Kosuke Minamihata, Kounosuke Hayashi, Taisei Koga, Kensei Orita, Riko Nishioka, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Engineering the Propeptide of Microbial Transglutaminase Zymogen: Enabling Substrate-Dependent Activation for Bioconjugation Applications, Bioconjugate Chemistry, 10.1021/acs.bioconjchem.3c00544, 2024.02. |
| 5. | Diah Anggraini Wulandari, Kyosuke Tsuru, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, A Functional Hydrogel Bead-Based High-Throughput Screening System for Mammalian Cells with Enhanced Secretion of Therapeutic Antibodies, ACS Biomaterials Science & Engineering, 10.1021/acsbiomaterials.3c01386, 2024.01. |
| 6. | Adroit T. N. Fajar, Masahiro Goto, Enabling Metal Sustainability with Polymer Inclusion Membranes: A Critical Review, Journal of Chemical Engineering of Japan, 10.1080/00219592.2022.2153547, 2023.12. |
| 7. | Adroit T. N. Fajar, Masahiro Goto, Enabling Metal Sustainability with Polymer Inclusion Membranes: A Critical Review, Journal of Chemical Engineering of Japan, 10.1080/00219592.2022.2153547, 2023.12. |
| 8. | Islam Md Shimul, Rahman Md Moshikur, Fahmida Habib Nabila, Muhammad Moniruzzaman, Masahiro Goto, Formulation and characterization of choline oleate-based micelles for co-delivery of luteolin, naringenin, and quercetin, Food Chemistry, 10.1016/j.foodchem.2023.136911, 2023.12. |
| 9. | Najihah Mohd Noor, Amal A. M. Elgharbawy, Muhammad Moniruzzaman, Masahiro Goto, Unlocking the Anticancer Potential of Ionic Liquids, ChemBioEng Reviews, 10.1002/cben.202300051, 2023.12. |
| 10. | Kousuke Moriyama, Noe Inomoto, Hidetoshi Moriuchi, Masanobu Nihei, Miku Sato, Yoshiki Miyagi, Ayaka Tajiri, Takeshi Sato, Yasuhiko Tanaka, Yuuki Johno, Masahiro Goto, Noriho Kamiya, Characterization of enzyme-crosslinked albumin hydrogel for cell encapsulation, Journal of Bioscience and Bioengineering, 10.1016/j.jbiosc.2023.09.007, 2023.10. |
| 11. | Adroit T.N. Fajar, Takafumi Hanada, Aditya D. Hartono, Masahiro Goto, Demystifying the phase diagrams of deep eutectic solvents within an extensive chemical space, Communications Chemistry, 10.21203/rs.3.rs-3338523/v1, 2023.10. |
| 12. | Ryutaro Ariyoshi, Takashi Matsuzaki, Ryo Sato, Kosuke Minamihata, Kounosuke Hayashi, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Engineered Active Zymogen of Microbial Transglutaminase, 10.1101/2023.10.09.561484, 2023.10. |
| 13. | Rahman Md Moshikur, Masahiro Goto, Cover Feature: Pharmaceutical Applications of Ionic Liquids: A Personal Account (Chem. Rec. 8/2023), The Chemical Record, 10.1002/tcr.202380802, 2023.08. |
| 14. | Rahman Md Moshikur, Masahiro Goto, Pharmaceutical Applications of Ionic Liquids: A Personal Account, The Chemical Record, 10.1002/tcr.202300026, 2023.08. |
| 15. | Kiyohiro Toyofuku, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Non-Invasive Transdermal Delivery of Antisense Oligonucleotides with Biocompatible Ionic Liquids, ACS Applied Materials & Interfaces, 10.1021/acsami.3c03900, 2023.07. |
| 16. | Kiyohiro Toyofuku, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Non-Invasive Transdermal Delivery of Antisense Oligonucleotides with Biocompatible Ionic Liquids, ACS Applied Materials & Interfaces, 10.1021/acsami.3c03900, 2023.07. |
| 17. | Takafumi.Hanada, Sayako.Takaoka, Mayu.Kamisono, Adroit. T. N. Fajar, M.Goto, Effect of Hydrophobicity of Ionic Liquids on the Leaching Selectivity of Platinum from a Spent Automotive Catalyst, Solv. Extr. Res. & Dev. Japan, 10.15261/serdj.30.149, 30, 2, 149-157, 2023.05, Recycling platinum group metals from secondary resources such as spent automotive exhaust catalysts is promising for the circular economy. However, the selective separation of Pt over massive amounts of impurity metals such as Mg and Al is particularly challenging. In this study, non-aqueous direct leaching of platinum from a spent automotive catalyst (SAC) using hydrophobic ionic liquids, namely, trihexyl(tetradecyl)phosphonium chloride (P66614Cl) and trioctyl(dodecyl)phosphonium chloride (P88812Cl) with the aid of pre-loading hydrochloric acid/hydrogen peroxide was proposed. The more hydrophobic P88812Cl exhibited more efficient and selective leaching of Pt over Mg and Al. The recovery of Pt from the metal-loaded P88812Cl, and the reusability of the IL for SAC leaching were also demonstrated.. |
| 18. | Muhammad Rahmat Syafiq Zainal Abidin, Mohd Hilmi Noh, Muhammad Moniruzzaman, Masahiro Goto, Evaluation of Crude Oil Wax Dissolution Using a Hydrocarbon-Based Solvent in the Presence of Ionic Liquid, Proceses, 10.3390/pr11041112, 11, 4, 1112, 2023.04, The current alternative of using aromatic-based wax soak solvents has been found to be hazardous and imposes a high cost on field expenditures. These solvents are widely used in the oil and gas industry to soften up wax before the pigging process. However, their impacts on the environment are quite concerning. Plus, they also impose hazardous exposure and are found to be damaging to both plastic and rubber hoses. To replace the current alternative with other hydrocarbon-based wax soak solvents, ionic liquids were found to have the capability to increase the solvent power capabilities and the efficiency of wax soak solvent in dissolving heavy crude oil. To optimise the application of hydrocarbon solvents and ionic liquid in wax dissolution, the affinity of ionic liquids in three solvents was studied. The solvents were condensate, ethyl acetate, and xylene. It was found that from four types of ionic liquids tested, only BMIMCL and HMIMBr were miscible in all three of the solvents used. Dissolution of hard deposited paraffin wax in condensate, ethyl acetate and xylene was conducted using the spectral analysis method, and it was found that the dissolution of paraffin wax was greatest in ethyl acetate. However, enchantment on wax dissolution was also observed for gas condensate and xylene. The wax soaking time was also optimised, in which the dissolution of wax was found to reach a saturation level when the wax had been soaked for over 90 min in the solvents, especially for gas condensate. Further study on the effect of ionic liquid introduced alongside condensate, ethyl acetate and xylene, aiming to enhance the solvent power, was also conducted using the spectral analysis method. The introduction of ionic liquids to all hydrocarbon-based wax soak solvents used in this project was proven to significantly increase the UV-VIS absorbance of the extracted solvents after paraffin wax had been soaked for 30 min.. |
| 19. | Muhammad Rahmat Syafiq Zainal Abidin, Mohd Hilmi Noh, Muhammad Moniruzzaman, Masahiro Goto, Evaluation of Crude Oil Wax Dissolution Using a Hydrocarbon-Based Solvent in the Presence of Ionic Liquid, Processes, 10.3390/pr11041112, 2023.04. |
| 20. | Muhammad Rahmat Syafiq Zainal Abidin, Mohd Hilmi Noh, Muhammad Moniruzzaman, Masahiro Goto, Evaluation of Crude Oil Wax Dissolution Using a Hydrocarbon-Based Solvent in the Presence of Ionic Liquid, Processes, 10.3390/pr11041112, 2023.04. |
| 21. | Shihab Uddin, Md Rafiqul Islam, Rahman Md Moshikur, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Modification with Conventional Surfactants to Improve a Lipid-Based Ionic-Liquid-Associated Transcutaneous Anticancer Vaccine, Molecules, 10.3390/molecules28072969, 28, 7, 2023.04, Transcutaneous vaccination is one of the successful, affordable, and patient-friendly advanced immunization approaches because of the presence of multiple immune-responsive cell types in the skin. However, in the absence of a preferable facilitator, the skin’s outer layer is a strong impediment to delivering biologically active foreign particles. Lipid-based biocompatible ionic-liquid-mediated nanodrug carriers represent an expedient and distinct strategy to permit transdermal drug delivery; with acceptable surfactants, the performance of drug formulations might be further enhanced. For this purpose, we formulated a lipid-based nanovaccine using a conventional (cationic/anionic/nonionic) surfactant loaded with an antigenic protein and immunomodulator in its core to promote drug delivery by penetrating the skin and boosting drug delivery and immunogenic cell activity. In a follow-up investigation, a freeze–dry emulsification process was used to prepare the nanovaccine, and its transdermal delivery, pharmacokinetic parameters, and ability to activate autoimmune cells in the tumor microenvironment were studied in a tumor-budding C57BL/6N mouse model. These analyses were performed using ELISA, nuclei and HE staining, flow cytometry, and other biological techniques. The immunomodulator-containing nanovaccine significantly (p |
| 22. | Rahman Md Moshikur, Rebecca Carrier, Muhammad Moniruzzaman, Masahiro Goto, Recent Advances in Biocompatible Ionic Liquids in Drug Formulation and Delivery, Pharmaceutics, 10.3390/pharmaceutics15041179, 2023.04. |
| 23. | Rahman Md Moshikur, Rebecca L. Carrier, Muhammad Moniruzzaman, Masahiro Goto, Recent Advances in Biocompatible Ionic Liquids in Drug Formulation and Delivery, Pharmaceutics, 10.3390/pharmaceutics15041179, 2023.04. |
| 24. | Wataru Yoshida, Masahiro Goto, Ternary extractant system consisting of PC-88A, TOPO, and Versatic 10 for recovery of scandium(III) from nickel, Hydrometallurgy, 10.1016/j.hydromet.2023.106024, 217, 106024, 2023.03, Solvent extraction of scandium(III) from an aqueous solution, which simulates a concentrated scandium solution generated from nickel/cobalt mixed-sulfide production process, was performed using a ternary mixed extractant system. Addition of tri-n-octylphosphine oxide and a long-chain alkyl carboxylic acid (Versatic 10) to an organophosphonic ester (PC-88A) drastically improved the separation factor of scandium over zirconium in comparison with that of a single extractant system. The optimum mixing ratio in the ternary extractant system was 10 mol% PC-88A, 60 mol% tri-n-octylphosphine oxide, and 30 mol% Versatic 10. The degree of scandium extraction was 90%, and the separation factors between scandium and other metals (i.e., Al, Fe, Ni, Cr, and Zr) were > 140 at pH 2 with the optimized ternary extractant system. The operating conditions for a countercurrent multistage extraction of scandium were investigated by McCabe?Thiele analysis. Ninety-nine percent recovery from 1800 mg dm?3 scandium was achieved by two- to three-stage countercurrent extraction at the flow ratio (A/O) = 1.01. The stripping efficiency of scandium reached >98% with 7 mol dm?3 H3PO4. Based on the results, a conceptual flowsheet for scandium recovery from waste solutions of laterite ore leachate is proposed.. |
| 25. | Huma Warsi Khan, Amal A. M. Elgharbawy, Mohamed Azmi Bustam, Masahiro Goto, and Muhammad Moniruzzaman, Ionic liquids-based green emulsion liquid membrane for the extraction of poorly soluble drug Ibuprofen, Molecules, 10.3390/molecules28052345, 28, 5, 2345, 2023.03, Ibuprofen (Ibf) is a biologically active drug (BADs) and an emerging contaminant of concern (CECs) in aqueous streams. Due to its adverse effects upon aquatic organisms and humans, the removal and recovery of Ibf are essential. Usually, conventional solvents are employed for the separation and recovery of ibuprofen. Due to environmental limitations, alternative green extracting agents need to be explored. Ionic liquids (ILs), emerging and greener alternatives, can also serve this purpose. It is essential to explore ILs that are effective for recovering ibuprofen, among millions of ILs. The conductor-like screening model for real solvents (COSMO-RS) is an efficient tool that can be used to screen ILs specifically for ibuprofen extraction. The main objective of this work was to identify the best IL for the extraction of ibuprofen. A total of 152 different cation?anion combinations consisting of eight aromatic and non-aromatic cations and nineteen anions were screened. The evaluation was based upon activity coefficients, capacity, and selectivity values. Furthermore, the effect of alkyl chain length was studied. The results suggest that quaternary ammonium (cation) and sulfate (anion) have better extraction ability for ibuprofen than the other combinations tested. An ionic liquid-based green emulsion liquid membrane (ILGELM) was developed using the selected ionic liquid as the extractant, sunflower oil as the diluent, Span 80 as the surfactant, and NaOH as the stripping agent. Experimental verification was carried out using the ILGELM. The experimental results indicated that the predicted COSMO-RS and the experimental results were in good agreement. The proposed IL-based GELM is highly effective for the removal and recovery of ibuprofen.. |
| 26. | Huma Warsi Khan, Amal A. M. Elgharbawy, Mohamed Azmi Bustam, Masahiro Goto, Muhammad Moniruzzaman, Ionic Liquid-Based Green Emulsion Liquid Membrane for the Extraction of the Poorly Soluble Drug Ibuprofen, Molecules, 10.3390/molecules28052345, 2023.03. |
| 27. | SHIHAB UDDIN, Md. Rafiqul Islam, Rahman Md Moshikur, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Modification with Conventional Surfactants to Improve a Lipid-Based Ionic-Liquid-Associated Transcutaneous Anticancer Vaccine, Molecules, 10.3390/molecules28072969, 2023.03. |
| 28. | Keisuke Tanaka, Kosuke Minamihata, Rie Wakabayashi, Jae Man Lee, Takeshi Miyata, Takahiro Kusakabe, Noriho Kamiya, Masahiro Goto, Transdermal Transmission Blocking Vaccine for Malaria Using a Solid-in-Oil Dispersion, Journal of Pharmaceutical Sciences, 10.1016/j.xphs.2022.10.031, 112, 2, 411-415, 2023.02, Malaria is a mosquito-borne infectious disease that is widespread in developing countries. Malaria vaccines are important in efforts to eradicate malaria; however, vaccines are usually administered by injection, which requires medical personnel and has a risk of causing infection. Transdermal vaccines can be administered without damaging the skin and thus are ideal for the prevention of malaria. However, the stratum corneum forms a "brick and mortar" like structure in which stratum corneum cells are embedded in a hydrophobic matrix composed of lipids, which strongly inhibits the permeation of hydrophilic substances. In the present study, we designed a transdermal vaccine against vivax malaria using a solid-in-oil (S/O) dispersion. The S/O dispersion of a transmission blocking vaccine candidate, Pvs25 from Plasmodium vivax, showed higher skin penetration than that of the aqueous solution. Mice immunized with the S/O dispersion generated antibodies at similar titers as the mice immunized by injection, over the mid- to long-term. These results provide information for the development of transdermally administered malaria vaccines toward the eradication of malaria.. |
| 29. | Keisuke Tanaka, Kosuke Minamihata, Rie Wakabayashi, Jae Man Lee, Takeshi Miyata, Takahiro Kusakabe, Noriho Kamiya, Masahiro Goto, Transdermal Transmission Blocking Vaccine for Malaria using a Solid-in-Oil Dispersion, Journal of Pharmaceutical Sciences, 10.1016/j.xphs.2022.10.031, 112, 2, 411-415, 2023.02, Malaria is a mosquito-borne infectious disease that is widespread in developing countries. Malaria vaccines are important in efforts to eradicate malaria; however, vaccines are usually administered by injection, which requires medical personnel and has a risk of causing infection. Transdermal vaccines can be administered without damaging the skin and thus are ideal for the prevention of malaria. However, the stratum corneum forms a "brick and mortar" like structure in which stratum corneum cells are embedded in a hydrophobic matrix composed of lipids, which strongly inhibits the permeation of hydrophilic substances. In the present study, we designed a transdermal vaccine against vivax malaria using a solid-in-oil (S/O) dispersion. The S/O dispersion of a transmission blocking vaccine candidate, Pvs25 from Plasmodium vivax, showed higher skin penetration than that of the aqueous solution. Mice immunized with the S/O dispersion generated antibodies at similar titers as the mice immunized by injection, over the mid- to long-term. These results provide information for the development of transdermally administered malaria vaccines toward the eradication of malaria.. |
| 30. | Hiroki Obayashi, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Supramolecular Localization in Liquid?Liquid Phase Separation and Protein Recruitment in Confined Droplets, Chem. Commun, 10.1039/D2CC05910J, 59, 4, 414-417, 2023.01, This study investigated the localization of artificial peptide supramolecular fibers in liquid?liquid phase separation (LLPS). Hierarchical organization led to the localization of supramolecules in LLPS droplets. Moreover, proteins were recruited into confined droplets by the physical adsorption of proteins on the supramolecules, enabling an enhanced cascade reaction.. |
| 31. | Chunqing Cai, Adroit T. N. Fajar, Takafumi Hanada, Rie Wakabayashi, Masahiro Goto, Amino acid leaching of critical metals from spent lithium-ion batteries followed by selective recovery of cobalt using aqueous biphasic system, ACS Omega, 10.1021/acsomega.2c06654, 8, 3198-3206, 2023.01, To reduce the exploitation of mine resources and decrease the harm to the environment caused by urban electronic wastes, the recovery of critical metals in secondary resources is crucial. In this study, we have successfully developed an eco-friendly process to integrate the leaching and separation of cobalt (Co) from a spent lithium-ion battery (LIB) cathode using an amino acid-based aqueous biphasic system (ABS). We, for the first time, demonstrated a simple method for leaching a LIB cathode using only amino acids. In addition, we have investigated the leaching mechanism using the typical cathode active material lithium cobalt oxide (LiCoO2). Then, the Co was selectively extracted by a biphasic system (amino acid?PPG400?H2O). This novel process has an excellent prospect in the field of spent-battery recycling because of its eco-friendly and process-simplified advantages.. |
| 32. | Chunqing Cai, Adroit T. N. Fajar, Takafumi Hanada, Rie Wakabayashi, Masahiro Goto, Amino Acid Leaching of Critical Metals from Spent Lithium-Ion Batteries Followed by Selective Recovery of Cobalt Using Aqueous Biphasic System, ACS Omega, 10.1021/acsomega.2c06654, 8, 3, 3198-3206, 2023.01. |
| 33. | Rahman Md Moshikur, Islam Md Shimul, Shihab Uddin, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto*, Transformation of hydrophilic drug into oil-miscible ionic liquids for transdermal drug, ACS Applied Materials & Interfaces, 10.1021/acsami.2c15636, 14, 55332-55341, 2022.12. |
| 34. | Islam Md Shimul, Rahman Md Moshikur, Kosuke Minamihata, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Choline oleate based micellar system as a new approach for Luteolin formulation: Antioxidant, antimicrobial, and food preservation properties evaluation, Journal of Molecular Liquids, 10.1016/j.molliq.2022.120151, 120151, 2022.11. |
| 35. | Ryo Sato, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Molecular crowding elicits the acceleration of enzymatic crosslinking of macromolecular substrates, Org. Biomol. Chem., 10.1039/D2OB01549H, 21, 306, 2022.11, Cytoplasm contains high concentrations of biomacromolecules. Protein behavior under such crowded conditions is reportedly different from that in an aqueous buffer solution, mainly owing to the effect of volume exclusion caused by the presence of macromolecules. Using a crosslinking reaction catalyzed by microbial transglutaminase (MTG) as a model, we herein systematically determined how the substrate size affects enzymatic activity in both dilute and crowded solutions of dextran. We first observed a threefold reduction in MTG-mediated crosslinking of a pair of small peptide substrates in 15 wt% dextran solution. In contrast, when proteinaceous substrates were involved, the crosslinking rates in 15 wt% dextran solutions accelerated markedly to levels comparable with the level in the absence of dextran. Our results provide new insights into the action of enzymes with regard to macromolecular substrates under crowded conditions, of which the potential utility was demonstrated by the formation of highly crosslinked protein polymers.. |
| 36. | Ainul Maghfirah, Kosuke Minamihata, Takafumi Hanada, Adroit T.N. Fajar, Masahiro Goto, Selective recovery of gold from discarded cell phones by silk fibroin from Bombyx mori, Biochemical Engineering Journal, 10.1016/j.bej.2022.108690, 2022.10. |
| 37. | Adroit T. N. Fajar, Aditya D. Hartono, Rahman Md Moshikur, Masahiro Goto, Ionic Liquids Curated by Machine Learning for Metal Extraction, ACS Sustainable Chemistry & Engineering, 10.1021/acssuschemeng.2c03480, 2022.09. |
| 38. | Hiromasa Taniguchi, Yugo Ishimime, Kosuke Minamihata, Pugoh Santoso, Takuya Komada, Hendra Saputra, Kazuki Uchida, Masahiro Goto, Toki Taira, Noriho Kamiya, Liposomal Amphotericin B Formulation Displaying Lipid-Modified Chitin-Binding Domains with Enhanced Antifungal Activity, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.2c00388, 2022.09. |
| 39. | Pugoh Santoso, Takuya Komada, Yugo Ishimine, Hiromasa Taniguchi, Kosuke Minamihata, Masahiro Goto, Toki Taira, Noriho Kamiya, Preparation of amphotericin B-loaded hybrid liposomes and the integration of chitin-binding proteins for enhanced antifungal activity, Journal of Bioscience and Bioengineering, 10.1016/j.jbiosc.2022.06.005, 2022.09. |
| 40. | Huma Warsi Khan, Amal A. M. Elgharbawy, Mohamed Azmi Bustam, Masahiro Goto, Muhammad Moniruzzaman, Vegetable Oil–Ionic Liquid-Based Emulsion Liquid Membrane for the Removal of Lactic Acid from Aqueous Streams: Emulsion Size, Membrane Breakage, and Stability Study, ACS Omega, 10.1021/acsomega.2c03425, 2022.09. |
| 41. | Kazuki Uchida, Hiroki Obayashi, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Naofumi Shimokawa, Masahiro Takagi, Noriho Kamiya, Artificial Palmitoylation of Proteins Controls the Lipid Domain-Selective Anchoring on Biomembranes and the Raft-Dependent Cellular Internalization, Langmuir, 10.1021/acs.langmuir.2c01205, 2022.08. |
| 42. | Yoshiaki Niidome, Rie Wakabayashi, Masahiro Goto, Tsuyohiko Fujigaya, Tomohiro Shiraki , Protein-structure-dependent spectral shifts of near-infrared photoluminescence from locally functionalized single-walled carbon nanotubes based on avidin-biotin interactions, Nanoscale, 10.1039/D2NR01440H, 36, 13090-13097, 2022.08, Single-walled carbon nanotubes (SWCNTs) emit photoluminescence (PL) in the near-infrared (NIR) region (>900 nm). To enhance their PL properties, defect doping via local chemical functionalization has been developed. The locally functionalized SWCNTs (lf-SWCNTs) emit red-shifted and bright E11* PL originating from the excitons localized at the defect-doped sites. Here, we observe the E11* PL energy shifts induced by protein adsorption via the avidin?biotin interactions at the doped sites of lf-SWCNTs. We establish that the difference in the structures of the avidin derivatives notably influences the energy shifts. First, lf-SWCNT-tethering biotin groups (lf-SWCNTs-b) are synthesized based on diazonium chemistry, followed by post-modification. The responsiveness of the lf-SWCNTs-b to different microenvironments is investigated, and a correlation between the E11* PL energy shift and the induction-polarity parameters of surrounding solvents is established. The adsorption of neutravidin onto the lf-SWCNTs-b induces an increase in the induction-polarity parameters around the biotin-doped sites, resulting in the red-shift of the E11* PL peak. The E11* PL shift behaviors of the lf-SWCNTs-b change noticeably when avidin and streptavidin are introduced compared to the case with neutravidin. This is due to the different microenvironments formed at the biotin-doped sites, attributed to the difference in the structural features of the introduced avidin derivatives. Moreover, we successfully enhance the detection signals of lf-SWCNTs-b (>three fold) for streptavidin detection using a fabricated film device. Therefore, lf-SWCNTs exhibit significant promise for application in advanced protein detection/recognition devices based on NIR PL.. |
| 43. | Masooma Nazar, Mansoor Ul Hassan Shah, Aqeel Ahmad, Wan Zaireen Nisa Yahya, Masahiro Goto, Muhammad Moniruzzaman, Ionic Liquid and Tween-80 Mixture as an Effective Dispersant for Oil Spills: Toxicity, Biodegradability, and Optimization, ACS Omega, 10.1021/acsomega.2c00752, 2022.05. |
| 44. | S. Uddin, M. R. Islam, R. M. Moshikur, R. Wakabayashi, N. Kamiya, M. Moniruzzaman, M. Goto, Transdermal Delivery of Antigenic Protein Using Ionic Liquid-Based Nanocarriers for Tumor Immunotherapy, ACS Applied Bio Materials, 10.1021/acsabm.2c00061, 5, 2586-2597, 2022.05, enhanced, and the transdermal distribution and transdermal flux of the OVA delivery system were 25 and 28 times greater, respectively, than those of its aqueous formulation. The PCNC disrupted the order of lipid orientation in the skin’s SC and increased intercellular protein delivery. It demonstrated effective antitumor activity, drastically (p |
| 45. | Takafumi Hanada, Masahiro Goto, Cathode recycling of lithium-ion batteries based on reusable hydrophobic eutectic solvents, Green Chem, 10.1039/D1GC04846E, 24, 5107-5115, 2022.05, Expansion of the global market for electric vehicles has brought about a significant increase in the demand for the critical metals necessary for lithium-ion battery cathodes. Conventional cathode recycling processes can be detrimentally impactful to the environment because of the high-temperature treatment needed, and the hazardous inorganic acids and organic solvents used. Here, we demonstrate a novel cathode recycling process that employs hydrophobic eutectic solvents (HESs), which have recently attracted interest as green solvents. Our proposed process operates at mild temperatures and uses a reusable HES as an alternative to the aforementioned hazardous acids and solvents. This process consists of two simple steps, starting with direct leaching of the cathode materials by HESs typically composed of synergistic metal ligands, such as a diketone and an alkyl phosphine oxide, after which the leached critical metal ions are then separated and recovered into an aqueous oxalic acid solution. Under the optimal conditions, more than 90% of lithium, cobalt, and other critical metals was leached out from the various cathode materials, aided by ascorbic acid as the natural reducing agent. Subsequently, the metals were quantitatively recovered from the HES into the stripping solution as the cobalt oxalate precipitation and lithium-rich solution. We have succeeded in developing a potentially environmentally harmonious recycling process suitable for the sustainable production of rechargeable batteries.. |
| 46. | 栫隆彦、後藤雅宏, イミダゾリウムカチオンをキャリアとして用いた乳化液膜によるロジウムの抽出におよぼす各種操作条件の影, 化学工学論文集, 10.1252/kakoronbunshu.48.81, 48, 3, 81-85, 2022.05. |
| 47. | Pugoh Santoso, Kosuke Minamihata, Yugo Ishimine, Hiromasa Taniguchi, Takuya Komada, Ryo Sato, Masahiro Goto, Tomoya Takashima, Toki Taira, Noriho Kamiya, Enhancement of the Antifungal Activity of Chitinase by Palmitoylation and the Synergy of Palmitoylated Chitinase with Amphotericin B., ACS infectious diseases, 10.1021/acsinfecdis.2c00052, 2022.04, Combinations of antifungal drugs can have synergistic antifungal activity, achieving high therapeutic efficacy while minimizing the side effects. Amphotericin B (AMB) has been used as a standard antifungal drug for fungal infections; however, because of its high toxicity, new strategies to minimize the required dose are desirable. Chitinases have recently received attention as alternative safe antifungal agents. Herein, we report the combination of palmitoylated chitinase domains with AMB to enhance the antifungal activity. The chitin-binding domain (LysM) from Pteris ryukyuensis chitinase was site-specifically palmitoylated by conjugation reaction catalyzed by microbial transglutaminase. The palmitoylated LysM (LysM-Pal) exhibited strong antifungal activity against Trichoderma viride, inhibiting the growth completely at a concentration of 2 μM. This antifungal effect of LysM-Pal was mainly due to the effect of anchoring of palmitic acid motif to the plasma membrane of fungi. A combination of AMB with LysM-Pal resulted in synergistic enhancement of the antifungal activity. Intriguingly, LysM-Pal exhibited higher level of antifungal activity enhancement than palmitoylated catalytic domain (CatD) and fusion of LysM and CatD. Addition of 0.5 μM LysM-Pal to AMB reduced the minimal inhibition concentration of AMB to 0.31 μM (2.5 μM without LysM-Pal). The possible mechanism of the synergistic effect of AMB and LysM-Pal is destabilization of the plasma membrane by anchoring of palmitic acid and ergosterol extraction by AMB and destabilization of the chitin layer by LysM binding. The combination of LysM-Pal with AMB can drastically reduce the dose of AMB and may be a useful strategy to treat fungal infections.. |
| 48. | Chunqing Cai, Takafumi Hanada, Adroit T. N. Fajar, Masahiro Goto, Novel Ionic Liquid-Based Aqueous Biphasic System with Amino Acids for Critical Metal Recovery from Lithium-Ion Batteries, Industrial & Engineering Chemistry Research, 10.1021/acs.iecr.2c00295, 61, 15, 5306-5313, 2022.04. |
| 49. | Masatoshi TAKANO, Satoshi ASANO, Masahiro GOTO, Yttrium Recovery Process from Leaching Solution of Spent Ni-MH Batteries Using Coprecipitation and Solvent Extraction, Solvent Extraction Research and Development, Japan, 10.15261/serdj.29.79, 29, 2, 79-84, 2022.04, In this study, we investigated an efficient recovery method of yttrium from a sulfuric acid leaching solution of spent Ni-MH battery electrode materials. In this newly proposed method, yttrium, one of the heavy rare earths (HREEs), was coprecipitated with light rare earths (LREEs) in the preliminary crude separation, and the residual yttrium was precisely recovered by solvent extraction using di-(2-ehylhexyl) phosphoric acid (D2EHPA) as the extractant. Yttrium in the leaching solution of 0.7 g/L that remained at 0.2 g/L after the coprecipitation operation; however, it could be reduced to 0.001 ? 0.002 g/L by the solvent extraction process in the following step. In this technical report, we focused on the solvent extraction operation. The extractant, D2EHPA, has a high affinity for yttrium, and we confirmed the possibility of improving the recovery yield of yttrium from 43% by coprecipitation alone to 98% by introducing solvent extraction.. |
| 50. | Mochamad Lutfi Firmansyah, Thalabul Ilmi, Rino Rakhmata Mukti, Patmawati, Masahiro Goto, Facile fabrication of a phosphonium-based ionic liquid impregnated chitosan adsorbent for the recovery of hexavalent chromium, RSC Advance, 10.1039/D2RA00064D, 12, 2022.04, Chitosan adsorbents impregnated with a phosphonium-based ionic liquid (Chi_IL), trioctyldodecyl phosphonium chloride, were prepared for the adsorption of hexavalent chromium and compared to the performance of native chitosan. The physical and chemical properties of the adsorbents were characterized by Fourier-transform infrared spectroscopy, X-ray diffraction, scanning electron microscopy, and energy-dispersive X-ray spectroscopy. Effects of various parameters, such as pH, adsorbent dosage, contact time, temperature, and multi-component systems, were systematically examined. Chi_IL showed a high adsorption capacity (282.6 mg g?1) compared to native chitosan (238.1 mg g?1). The adsorption kinetics of the metals followed a pseudo-second-order kinetic model, and the experimental data were a good fit for the Freundlich isotherm model. Following the isotherm and activation energy parameter, adsorption of Cr(VI) onto Chi_IL follows a chemisorption process, possibly through an anionic exchange with the anion of the IL. The thermodynamic parameters suggested that the adsorption of Cr(VI) is a spontaneous and exothermic reaction. In the column adsorption, Chi_IL exhibited a longer column exhaustion time than that of native chitosan owing to the enhanced adsorption capacity caused by the introduction of IL. Moreover, the column with the parameters of 6 cm bed depth, 5 mL min?1 flow rate, and 50 mg L?1 was able to achieve the best performance in Cr(VI) adsorption.. |
| 51. | Yoshiro Tahara, Riko Mizuno, Tomoki Nishimura, Sada-atsu Mukai, Rie Wakabayashi, Noriho Kamiya, Kazunari Akiyoshi, Masahiro Goto, A solid-in-oil-in-water emulsion: An adjuvant-based immune-carrier enhances vaccine effect, Biomaterials, 10.1016/j.biomaterials.2022.121385, 282, 121385-121385, 2022.03, The biomaterial-based immunoengineering has become one of the most attractive research fields in the last decade. In the present study, a solid-in-oil-in-water (S/O/W) emulsion encapsulating antigen in the oil phase of an oil-in-water (O/W) emulsion was prepared as a novel vaccine carrier consisting of similar materials to the emulsion adjuvant of which the safety, immunogenicity and vaccination efficacy have been already confirmed in human. Direct observation by high-resolution confocal laser scanning microscopy and small angle X-ray scattering analysis showed that the antigens were dispersed inside of the oil phase of the S/O/W emulsion as solid-state particles. The S/O/W emulsion robustly produced antigen-specific antibodies and enhanced the antitumor effects in a therapeutic cancer vaccination compared with free antigens or the O/W emulsion in vivo. This result is in good agreement with the activation effect of antigen-specific cytotoxic T lymphocytes and antigen presentation by the S/O/W emulsion, indicating that the S/O/W emulsion consisting of already approved materials is a promising vaccine carrier to produce both humoral and cellular immunity.. |
| 52. | Masatoshi TAKANO, Satoshi ASANO, Masahiro GOTO, Recovery of nickel, cobalt and rare-earth elements from spent nickel?metal-hydride battery: Laboratory tests and pilot trials, Hydrometallurgy, 10.1016/j.hydromet.2022.105826, 209, 105826, 2022.03, The recycling of nickel, cobalt and rare earths from spent nickel?metal-hydride batteries was investigated. Nickel and cobalt were recovered as a nickel?cobalt mixed sulfide, which can be used as an intermediate raw material in existing nickel refineries. Rare earths were recovered as double sulfates, which can be recycled into industrial materials. In the recovery of rare earths, yttrium, a heavy rare earth, could be precipitated and recovered by co-precipitation with a light rare-earth double sulfate, which was considered impossible by the double-sulfate precipitation method because of high solubility of yttrium double sulfate. On the other hand, the coprecipitation behavior of yttrium was found to be unstable at the pilot scale because the stirring force was weaker than that in the laboratory experiments. In this study, the optimum conditions for leaching, double-sulfate precipitation, and sulfide precipitation reactions were determined in a laboratory test and the good performance was demonstrated in a pilot test. Based on the results, the estimated metal yields were 87% nickel, 90% cobalt, 54% yttrium, 99% lanthanum and 99% cerium. The nickel and cobalt impurities in the double sulfate that were recovered by this process were 0.04% and 0.005%, respectively, and the rare-earth impurities in the nickel?cobalt mixed sulfide were low at 0.049% yttrium, 0.007% lanthanum and 0.003% cerium. This process combined with a precipitation method showed a high separation performance.. |
| 53. | Islam Md Shimul, Rahman Md Moshikur, Kosuke Minamihata, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Amino Acid Ester based Phenolic Ionic Liquids as a Potential Solvent for the Bioactive Compound Luteolin: Synthesis, Characterization, and Food Preservation Activity, Journal of Molecular Liquids, 10.1016/j.molliq.2021.118103, 349, 118103, 2022.03. |
| 54. | Ha Chin Ting, Huma Warsi Khan, Ambavaram Vijaya Bhaskar Reddy, Masahiro Goto, Muhammad Moniruzzaman, Extraction of salicylic acid from wastewater using ionic liquid-based green emulsion liquid membrane: COSMO-RS prediction and experimental verification, Journal of Molecular Liquids, 10.1016/j.molliq.2021.118280, 347, 118280-118280, 2022.02, Salicylic acid is an important component in cosmetics and skincare products and is widely found in aqueous streams as waste material. The present study reported the extraction of salicylic acid from wastewaters using a new technique termed as ‘ionic liquid-based emulsion liquid membrane’ (IL-ELM). Ionic liquids were introduced as carriers in IL-ELMs to enhance the emulsion stability. COSMO-RS simulation tool was employed to identify the effective IL among the 45 ILs composed of different cations and anions. It was found that IL [TMAm][Cl] (tetramethylammonium chloride) was found to be the most effective extracting agent for the extraction of salicylic acid that possesses the higher capacity, selectivity and lower activity coefficient towards analyte molecules. The COSMO-RS prediction results were in good agreement with the experimental data. Furthermore, this study optimized several operating conditions, including surfactant concentration, stripping agent concentration, IL concentration, emulsification time, homogenization speed and extraction time that affected the extraction efficiency. Overall, the proposed IL-ELM showed 90.04% extraction efficiency for salicylic acid under the optimized conditions of 0.005?M NaOH as stripping agent, 1.0?wt% Span-20 as emulsifier, 0.2?wt% [TMAm][Cl], 4000?rpm homogenization speed, 3:1 treat ratio and 25?min of extraction time.. |
| 55. | Rie Wakabayashi, Masahiro Goto, Hydrophobic immiscibility controls self-sorting or co-assembly of peptide amphiphiles, Chemical Communications, 10.1039/d1cc05560g, 58, 4, 585-588, 2022.01, Pairs of peptide amphiphiles with immiscible hydrophobic tails were synthesized and their assembly formation was investigated. These pairs formed self-sorting supramolecular fibres using a standard heating?cooling protocol, while one pair with longer hydrophobic tails formed a co-assembly when an additional heating process was applied.. |
| 56. | Gamal Abdalla Suliman Haron, Hamayoun Mahmood, Hilmi Bin Noh, Masahiro Goto, Muhammad Moniruzzaman, Cellulose nanocrystals preparation from microcrystalline cellulose using ionic liquid-DMSO binary mixture as a processing medium, Journal of Molecular Liquids, 10.1016/j.molliq.2021.118208, 346, 118208-118208, 2022.01, Cellulose nanocrystals (CNCs) have attracted a great interest for various industrial applications due to their wide range of characteristics including compatibility, recyclability, and reproducibility. The efficient preparation of the quality cellulose nanocrystals (CNCs) from microcrystalline cellulose (MCC) utilizing ionic liquid (IL) 1-butyl-3-methylimidazoluim hydrogen sulfate ([Bmim][HSO4]) and dimethyl sulfoxide (DMSO) binary mixture was investigated and compared the results with those obtained from the pure IL. The produced CNCs were characterized using atomic force microscopy (AFM), Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and x-ray diffractometry (XRD). It was observed that the average diameter of CNCs obtained with IL-cosolvent (C-CNCs), and pure IL (P-CNCs) were 50 nm and 0.77 ?m, respectively, whereas the length of C-CNCs and P-CNCs were found to be 757 nm and 2.11 ?m, respectively. The non-isothermal Coats-Redfern model with numerous mechanisms were used to model the thermal degradation kinetics of CNCs. The C-CNCs and P-CNCs exhibited lower activation energies of 86.45 and 19.10 KJ/mol respectively, than that of MCC 386.8 KJ/mol. The role of DMSO in the production of CNCs was discussed. The proposed IL based binary mixture could be an effective for the production of high quality CNCs for different applications.. |
| 57. | Takafumi Hanada, Kosuke Seo, Wataru Yoshida, Adroit T. N. Fajar, Masahiro Goto, DFT-Based investigation of Amic-Acid extractants and their application to the recovery of Ni and Co from spent automotive Lithium-Ion batteries, SEPARATION AND PURIFICATION TECHNOLOGY, 10.1016/j.seppur.2021.119898, 281, 119898, 2022.01, To establish more efficient and environmentally friendly lithium-ion battery (LiB) recycling processes, novel extractants derived from amino acids that enable better separation of Ni and Co were explored using density functional theory (DFT) calculations. DFT calculations and experimental validation indicated that of the three coordination sites-namely amine, amide, and carboxyl groups in the amic-acid ligands-the bond strength of the central amine group to the metal determines the Ni and Co separation performance. Based on the findings, the glycine-derived amic-acid extractant N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) was applied for the recovery of Ni and Co from a spent automotive LiB leachate. Preferential and mutual recovery of Ni and Co from manganese by the D2EHAG-based recycling process was demonstrated. This study provides insights into the design of extractants that enable the mutual separation of Ni, Co, and Mn, and indicates the suitability of amic-acid extractants for LiB recycling processes.. |
| 58. | S. Kozaka, R. Wakabayashi, N. Kamiya, M. Goto, Lyotropic liquid crystal-based transcutaneous peptide delivery system: Evaluation of skin permeability and potential for transcutaneous vaccination, Acta Biomaterialia, 10.1016/j.actbio.2021.11.008, 138, 273-284, 2022.01, Transcutaneous drug delivery is a promising method in terms of drug repositioning and reformulation because of its non-invasive and easy-to-use features. To overcome the skin barrier, which is the biggest challenge in transcutaneous drug delivery, a number of techniques, such as microemulsion, solid-in-oil dispersions and liposomes, have been studied extensively. However, the low viscosity of these formulations limits drug retention on the skin and reduces patient acceptability. Although viscosity can be increased by adding a thickening reagent, such an addition often alters formulation nanostructures and drug solubility, and importantly, decreases skin permeability. In this study, a gel-like lyotropic liquid crystal (LLC) was used as a tool to enhance skin permeability. In particular, we prepared 1-monolinolein (ML)-based LLCs with different water contents. All LLCs significantly enhanced skin permeation of a peptide drug, an epitope peptide of melanoma, despite their high viscoelasticity. Fourier transform infra-red spectroscopic analysis of the skin surface treated with the LLCs revealed that the gyroid geometry more strongly interacted with the lamellar structure inside the stratum corneum (SC) than the diamond geometry. Finally, as the result of the in vivo tumor challenge experiment using B16F10 melanoma-bearing mice, the LLC with the gyroid geometry showed stronger vaccine effect against tumor than a subcutaneous injection. Collectively, ML-based LLCs, especially with the gyroid geometry, are a promising strategy to deliver biomacromolecules into skin. Statement of significance: Transcutaneous drug delivery is a promising method for drug repositioning and reformulation because of its non-invasive and easy-to-use features. To overcome the skin barrier, which is the biggest challenge in transcutaneous drug delivery, we used a gel-like lyotropic liquid crystal (LLC) as a novel tool to enhance skin permeability. In this paper, we demonstrated that an LLC with a specific liquid crystalline structure has the highest skin permeation enhancement effect for a peptide antigen as a model drug. Moreover, the peptide antigen-loaded LLC showed a vaccine effect that was comparable to a subcutaneous injection in vivo. This study provides a basis for designing a transcutaneous delivery system of peptide drugs with LLC.. |
| 59. | Rahman Md Moshikur, Md. Korban Ali, Muhammad Moniruzzaman, Masahiro Goto, Recent advances in surface-active ionic liquid-assisted self-assembly systems for drug delivery, Current Opinion in Colloid & Interface Science, 10.1016/j.cocis.2021.101515, 56, 101515-101515, 2021.12. |
| 60. | Islam Md Shimul, Rahman Md Moshikur, Kosuke Minamihata, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Amino Acid Ester based Phenolic Ionic Liquids as a Potential Solvent for the Bioactive Compound Luteolin: Synthesis, Characterization, and Food Preservation Activity, Journal of Molecular Liquids, https://doi.org/10.1016/j.molliq.2021.118103, 2021.11. |
| 61. | Shuto Kozaka, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Design of Swollen Lipidic Cubic Phase to Increase Transcutaneous Penetration of Biomacromolecules, ACS Applied Materials and Interfaces, 10.1021/acsami.1c16659, 13, 46, 54753-54761, 2021.11, Lipidic cubic phase (LCP) is a self-assembled system composed of lipids with interpenetrated aqueous channels, and its potential in drug delivery systems has been investigated. Although LCP was shown to improve transcutaneous penetration of hydrophilic molecules of up to 1203 Da so far, the transcutaneous delivery of larger molecules such as proteins has not been achieved. This is likely because proteins are usually larger than the aqueous channels of LCP (∼37.2 Å in diameter), which limits the molecular diffusion in LCP. In this report, we overcome this issue by adding N-octyl-β-d-glucopyranoside to glyceryl monooleate-water-based LCP to give swollen LCP (SLCP), which has larger aqueous channel diameters (∼65.6 Å). First, we systemically evaluated the effect of swelling on drug diffusion in LCP/SLCP. The release kinetics of various peptides and proteins whose sizes ranged from 9.14 to 55.28 Å in diameter were evaluated, and the diffusion coefficients (D) were calculated by the Fickian diffusion model. As expected, all peptides and proteins diffused faster in SLCP than in LCP. A more detailed analysis revealed a negative linear relationship between log D and the ratio of the radius of gyration of the proteins to the aqueous channel radius, indicating that swelling of a cubic nanostructure is an effective strategy to enhance D. Next, the skin penetration of proteins encapsulated in LCP and SLCP was evaluated. The skin penetration of ovalbumin (42.9 kDa), for example, was enhanced by SLCP but not by LCP, and a positive correlation between D and the amount of skin penetration was found. Collectively, this study provides an effective measure for designing LCP systems that enhance transcutaneous penetration of biomacromolecules.. |
| 62. | Rahman Md Moshikur, Md Korban Ali, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Methotrexate-based ionic liquid as a potent anticancer drug for oral delivery: In vivo pharmacokinetics, biodistribution, and antitumor efficacy, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2021.121129, 608, 2021.10, Oral delivery of the sparingly soluble drug methotrexate (MTX) is challenging owing to its poor bioavailability and low solubility. To address this challenge, the present study reports the conversion of MTX into a series of five ionic liquids (ILs) comprising a cationic component—i.e., cholinium (Cho), tetramethylammonium (TMA), tetrabutylphosphonium (TBP), or an amino acid ester—and an anionic component—i.e., MTX. The biocompatibility, pharmacokinetics, tissue distribution, and antitumor efficacy of each MTX-based IL were investigated to determine its usefulness as a pharmaceutical. Oral administration to mice revealed that proline ethyl ester MTX (IL[ProEt][MTX]) had 4.6-fold higher oral bioavailability than MTX sodium, followed by aspartic diethyl ester MTX, IL[TBP][MTX], IL[Cho][MTX], and IL[TMA][MTX]. The peak plasma concentration, elimination half-life, area under the plasma concentration, mean absorption time, and body clearance of IL[ProEt][MTX] were significantly (p |
| 63. | Md Rafiqul Islam, Shihab Uddin, Md Raihan Chowdhury, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Insulin Transdermal Delivery System for Diabetes Treatment Using a Biocompatible Ionic Liquid-Based Microemulsion, ACS Applied Materials and Interfaces, 10.1021/acsami.1c11533, 13, 36, 42461-42472, 2021.09. |
| 64. | Md Rafiqul Islam, Shihab Uddin, Md Raihan Chowdhury, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Insulin Transdermal Delivery System for Diabetes Treatment Using a Biocompatible Ionic Liquid-Based Microemulsion, ACS Applied Materials and Interfaces, 10.1021/acsami.1c11533, 13, 36, 42461-42472, 2021.09, Since injection administration for diabetes is invasive, it is important to develop an effective transdermal method for insulin. However, transdermal delivery remains challenging owing to the strong barrier function of the stratum corneum (SC) of the skin. Here, we developed ionic liquid (IL)-in-oil microemulsion formulations (MEFs) for transdermal insulin delivery using choline-fatty acids ([Chl][FAs])—comprising three different FAs (C18:0, C18:1, and C18:2)—as biocompatible surface-active ILs (SAILs). The MEFs were successfully developed using [Chl][FAs] as surfactants, sorbitan monolaurate (Span-20) as a cosurfactant, choline propionate IL as an internal polar phase, and isopropyl myristate as a continuous oil phase. Ternary phase behavior, dynamic light scattering, and transmission electron microscopy studies revealed that MEFs were thermodynamically stable with nanoparticle size. The MEFs significantly enhanced the transdermal permeation of insulin via the intercellular route by compromising the tight lamellar structure of SC lipids through a fluidity-enhancing mechanism. In vivo transdermal administration of low insulin doses (50 IU/kg) to diabetic mice showed that MEFs reduced blood glucose levels (BGLs) significantly compared with a commercial surfactant-based formulation by increasing the bioavailability of insulin in the systemic circulation and sustained the insulin level for a much longer period (half-life > 24 h) than subcutaneous injection (half-life 1.32 h). When [Chl][C18:2] SAIL-based MEF was transdermally administered, it reduced the BGL by 56% of its initial value. The MEFs were biocompatible and nontoxic (cell viability > 90%). They remained stable at room temperature for 3 months and their biological activity was retained for 4 months at 4 °C. We believe SAIL-based MEFs will alter current approaches to insulin therapy and may be a potential transdermal nanocarrier for protein and peptide delivery.. |
| 65. | Rahman Md Moshikur, Md Korban Ali, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Favipiravir-Based Ionic Liquids as Potent Antiviral Drugs for Oral Delivery: Synthesis, Solubility, and Pharmacokinetic Evaluation, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.1c00324, 18, 8, 3108-3115, 2021.08. |
| 66. | Shihab Uddin, Md Rafiqul Islam, Md Raihan Chowdhury, Rie Wakabayashi, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Lipid-Based Ionic-Liquid-Mediated Nanodispersions as Biocompatible Carriers for the Enhanced Transdermal Delivery of a Peptide Drug, ACS Applied Bio Materials, 10.1021/acsabm.1c00563, 4, 8, 6256-6267, 2021.08. |
| 67. | Chunqing Cai, Takafumi Hanada, Adroit T. N. Fajar, Masahiro Goto, An ionic liquid extractant dissolved in an ionic liquid diluent for selective extraction of Li(I) from salt lakes, DESALINATION, 10.1016/j.desal.2021.115073, 509, 2021.08, An efficient recovery of lithium (Li(I)) from salt lakes is currently a challenging issue. Herein, we report a feasible extraction of Li(I) from a simulated salt lake solution using a novel extraction system, in which a functionalized ionic liquid (FIL) is dissolved in a different ionic liquid diluent. As a functional extractant, 3-methyl-1-octylimidazolium thenoyltrifluoroacetone [Omim][TTA] was successfully prepared in a simple way and its extraction performance for Li(I) was evaluated. The effects of pH and metal concentration on extraction, as well as the stripping property, were systematically investigated. It was found that the FIL could effectively act as the extractant of Li(I) over a wide range of pH, and even under acidic conditions. The extraction ability of the FIL was markedly enhanced by its use in an ionic liquid diluent. The obtained results demonstrated that Li(I) was extracted from the aqueous solution into the ionic liquids with a high extraction efficiency even in a five-cycle reusability test. Furthermore, using a simulated salt lake solution, Li(I) was selectively extracted with a high separation factor of 227 over Na(I), whereas Na(I) and K(I) remained in the aqueous feed solution.. |
| 68. | Rahman Md Moshikur, Md Korban Ali, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Favipiravir-Based Ionic Liquids as Potent Antiviral Drugs for Oral Delivery: Synthesis, Solubility, and Pharmacokinetic Evaluation, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.1c00324, 18, 8, 3108-3115, 2021.08, Coronavirus disease 2019 (COVID-19) has spread across the world, and no specific antiviral drugs have yet been approved to combat this disease. Favipiravir (FAV) is an antiviral drug that is currently in clinical trials for use against COVID-19. However, the delivery of FAV is challenging because of its limited solubility, and its formulation is difficult with common organic solvents and water. To address these issues, four FAV ionic liquids (FAV-ILs) were synthesized as potent antiviral prodrugs and were fully characterized by nuclear magnetic resonance (NMR) spectroscopy, Fourier-transform infrared (FT-IR) spectrometry, powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), derivative thermogravimetry (DTG), and differential scanning calorimetry (DSC). The aqueous solubility and in vivo pharmacokinetic properties of the FAV-ILs were also evaluated. The FAV-ILs exhibited improved aqueous solubility by 78 to 125 orders of magnitude when compared with that of free FAV. Upon oral dosing in mice, the absolute bioavailability of the β-alanine ethyl ester FAV formulation was increased 1.9-fold compared with that of the control FAV formulation. The peak blood concentration, elimination half-life, and mean absorption time of FAV were also increased by 1.5-, 2.0-, and 1.5-fold, respectively, compared with the control. Furthermore, the FAV in the FAV-ILs exhibited significantly different biodistribution compared with the control FAV formulation. Interestingly, drug accumulation in the lungs and liver was improved 1.5-fold and 1.3-fold, respectively, compared with the control FAV formulation. These results indicate that the use of ILs exhibits potential as a simple, scalable strategy to improve the solubility and oral absorption of hydrophobic drugs, such as FAV.. |
| 69. | Shihab Uddin, Md Rafiqul Islam, Md Raihan Chowdhury, Rie Wakabayashi, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Lipid-Based Ionic-Liquid-Mediated Nanodispersions as Biocompatible Carriers for the Enhanced Transdermal Delivery of a Peptide Drug, ACS Applied Bio Materials, 10.1021/acsabm.1c00563, 4, 8, 6256-6267, 2021.08, Lipid-based biocompatible ionic liquids (LBILs) have attracted attention as carriers in transdermal drug delivery systems (TDDSs) because of their lipophilic character. In this study, we report the formulation of a peptide-LBIL complex microencapsulated in an oil phase as a potential carrier for the transdermal delivery of leuprolide acetate as a model hydrophilic peptide. The peptide-LBIL complexes were prepared via a water-in-oil emulsion composed of 1,2-dimyristoyl-sn-glycerol-3-ethyl-phosphatidylcholine (EDMPC), a fatty acid (stearic, oleic, and linoleic acid)-based LBIL, and cyclohexane followed by freeze-drying to remove the water and cyclohexane. Then, the peptide-LBIL complexes were nanodispersed and stabilized in isopropyl myristate (IPM) using sorbitol laurate (Span-20). Ionic-liquid-in-oil nanodispersions (IL/O-NDs) were prepared with varying weight ratios of LBILs and Span-20 as the surfactant and the cosurfactant, respectively. Keeping the overall surfactant constant at 10 wt % in IPM, a 5:5 wt % ratio of surfactant (IL) and cosurfactant (Span-20) in the IL/O-NDs significantly (p |
| 70. | Kosuke Minamihata, Yusuke Tanaka, Pugoh Santoso, Masahiro Goto, Dan Kozome, Toki Taira, Noriho Kamiya, Orthogonal Enzymatic Conjugation Reactions Create Chitin Binding Domain Grafted Chitinase Polymers with Enhanced Antifungal Activity., Bioconjugate chemistry, 10.1021/acs.bioconjchem.1c00235, 32, 8, 1688-1698, 2021.08, Enzymatic reaction offers site-specific conjugation of protein units to form protein conjugates or protein polymers with intrinsic functions. Herein, we report horseradish peroxidase (HRP)- and microbial transglutaminase (MTG)-catalyzed orthogonal conjugation reactions to create antifungal protein polymers composed of Pteris ryukyuensis chitinase-A (ChiA) and its two domains, catalytic domain, CatD, and chitin-binding domain, LysM2. We engineered the ChiA and CatD by introducing a peptide tag containing tyrosine (Y-tag) at N-termini and a peptide tag containing lysine and tyrosine (KY-tag) at C-termini to construct Y-ChiA-KY and Y-CatD-KY. Also, LysM2 with Y-tag and KY-tag (Y-LysM2-KY) or with a glutamine-containing peptide tag (Q-tag) (LysM2-Q) were constructed. The proteins with Y-tag and KY-tag were efficiently polymerized by HRP reaction through the formation of dityrosine bonds at the tyrosine residues in the peptide tags. The Y-CatD-KY polymer was further treated by MTG to orthogonally graft LysM2-Q to the KY-tag via isopeptide formation between the side chains of the glutamine and lysine residues in the peptide tags to form LysM2-grafted CatD polymer. The LysM2-grafted CatD polymer exhibited significantly higher antifungal activity than the homopolymer of Y-ChiA-KY and the random copolymer of Y-CatD-KY and Y-LysM2-KY, demonstrating that the structural differences of artificial chitinase polymers have a significant impact on the antifungal activity. This strategy of polymerization and grafting reaction of protein can contribute to the further research and development of functional protein polymers for specific applications in various fields in biotechnology.. |
| 71. | Kosuke Minamihata, Yusuke Tanaka, Pugoh Santoso,Masahiro Goto, Dan Kozome,Toki Taira, Noriho Kamiya, Orthogonal Enzymatic Conjugation Reactions create Chitin Binding Domain-Grafted Chitinase Polymers with Enhanced Antifungal Activity, Bioconjugate Chemistry, 2021.07. |
| 72. | Adroit T. N. Fajar, Takafumi Hanada, Masahiro Goto, Recovery of platinum group metals from a spent automotive catalyst using polymer inclusion membranes containing an ionic liquid carrier, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2021.119296, 629, 2021.07, Spent automotive catalysts (SACs) are the most abundant secondary source of platinum group metals (PGMs), but the recycling of these materials is quite challenging. In the present study, we assessed the recovery of Pt, Pd, and Rh from a SAC leachate solution using polymer inclusion membranes (PIMs) containing the ionic liquid trioctyl (dodecyl) phosphonium chloride (P88812Cl). After pretreatment of the SAC using a reducing agent, metals could be extracted using relatively dilute acid solutions. The selective transport of PGMs from such solutions was demonstrated with two types of membranes having the same chemical composition: an isotropic dense membrane (ID-PIM) and an anisotropic porous membrane (AP-PIM). Using the ID-PIM, more than 90% of Pt and Pd in the SAC extraction solutions could be recovered with remarkably high purity. In contrast, the AP-PIM could recover Pt, Pd, and Rh in reasonable yields and purities with dramatically faster transport kinetics. Both membrane types demonstrated excellent durability with no loss of carrier molecules over a 10-day exposure to various harsh chemicals.. |
| 73. | Md Korban Ali, Rahman Md Moshikur, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Biocompatible Ionic Liquid-Mediated Micelles for Enhanced Transdermal Delivery of Paclitaxel., ACS applied materials & interfaces, 10.1021/acsami.1c03111, 13, 17, 19745-19755, 2021.05, Chemotherapeutic cytotoxic agents such as paclitaxel (PTX) are considered essential for the treatment of various cancers. However, PTX injection is associated with severe systemic side effects and high rates of patient noncompliance. Micelle formulations (MFs) are nano-drug delivery systems that offer a solution to these problems. Herein, we report an advantageous carrier for the transdermal delivery of PTX comprising a new MF that consists of two biocompatible surfactants: cholinium oleate ([Cho][Ole]), which is a surface-active ionic liquid (SAIL), and sorbitan monolaurate (Span-20). A solubility assessment confirmed that PTX was readily solubilized in the SAIL-based micelles via multipoint hydrogen bonding and cation-π and π-π interactions between PTX and SAIL[Cho][Ole]. Dynamic light scattering (DLS) and transmission electron microscopy revealed that in the presence of PTX, the MF formed spherical PTX-loaded micelles that were well-distributed in the range 8.7-25.3 nm. According to DLS, the sizes and size distributions of the micelle droplets did not change significantly over the entire storage period, attesting to their physical stability. In vitro transdermal assessments using a Franz diffusion cell revealed that the MF absorbed PTX 4 times more effectively than a Tween 80-based formulation and 6 times more effectively than an ethanol-based formulation. In vitro and in vivo skin irritation tests revealed that the new carrier had a negligible toxicity profile compared with a conventional ionic liquid-based carrier. Based on these findings, we believe that the SAIL[Cho][Ole]-based MF has potential as a biocompatible nanocarrier for the effective transdermal delivery of poorly soluble chemotherapeutics such as PTX.. |
| 74. | Md Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Biocompatible ionic liquids assisted transdermal co-delivery of antigenic protein and adjuvant for cancer immunotherapy., International journal of pharmaceutics, 10.1016/j.ijpharm.2021.120582, 601, 120582-120582, 2021.05, Human skin contains numerous antigen-presenting cells that are a potential target for several immune-based therapies, including vaccination and cancer immunotherapy. However, the outermost layer of the skin-the stratum corneum-acts as a major physical barrier against the permeation of antigens that have a molecular weight > 500 Da. In this study, an ionic liquid-assisted delivery system (ILDS) was developed, which enabled the successful transdermal delivery of an antigenic protein, ovalbumin (OVA), with a toll-like receptor agonist, imiquimod, as an adjuvant, to stimulate a specific immune response. Both the ionic liquids and ILDS were completely biocompatible for topical or transdermal application for therapeutic purposes. The skin permeation of the antigenic protein and adjuvant was found to be significantly enhanced because of the incorporation of a surface-active ionic liquid in the ILDS. An in vivo immunization study showed that there was a high level of OVA-specific IgG antibody production because of the enhanced permeation of the antigen and adjuvant across and into the skin. In a preclusive anticancer study, vaccination through ILDS showed stronger tumor-growth inhibition compared to control group. These results indicated that the ILDS could be a promising strategy for transdermal immunization as future therapeutics.. |
| 75. | YuyaHirakawa, Hiroshi Ueda, Yusuke Takata, Kosuke Minamihata ,Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Co-amorphous formation of piroxicam-citric acid to generate supersaturation and improve skin permeation, European Journal of Pharmaceutical Sciences, https://doi.org/10.1016/j.ejps.2020.105667, 158, 105667, 2021.03. |
| 76. | Yuya Hirakawa, Hiroshi Ueda, Yusuke Takata, Kosuke Minamihata, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Co-amorphous formation of piroxicam-citric acid to generate supersaturation and improve skin permeation., European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 10.1016/j.ejps.2020.105667, 158, 105667-105667, 2021.03, The objective of this study was to prepare a co-amorphous formulation of piroxicam (PIR), a non-steroidal anti-inflammatory drug, and citric acid (CA), and evaluate its skin permeation ability. A spray-drying method was employed to prepare the co-amorphous formulation and its physical properties were characterized. X-ray powder diffraction and thermal analysis confirmed a homogeneous amorphous state, and the infrared spectra revealed intermolecular interactions between PIR and CA, suggesting formation of a co-amorphous formulation of PIR and CA. The PIR-CA co-amorphous formulation exhibited no crystallization for 60 days at 4/25/40°C with silica gel. The PIR-CA co-amorphous formulation increased the solubility of PIR in polyethylene glycol 400 compared with that of the pure drug, and physical mixture (PM) of PIR and CA, confirming a supersaturated state in the formulation. The PIR-CA co-amorphous formulation demonstrated higher skin permeation than PIR alone or PM of PIR and CA, and the flux value was consistent with the degree of saturation. Thus, the increase in the skin permeation of PIR from the PIR-CA co-amorphous formulation directly depended on the increased thermodynamic activity by supersaturation in the absence of interactions between the drug and co-former in the vehicle.. |
| 77. | Mari Takahara, Shinichi Mochizuki, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Kazuo Sakurai, Noriho Kamiya, Extending the Half-Life of a Protein in Vivo by Enzymatic Labeling with Amphiphilic Lipopeptides, Bioconjugate Chemistry, 10.1021/acs.bioconjchem.1c00027, 2021.03. |
| 78. | Rie Wakabayashi, Ayato Higuchi, Hiroki Obayashi, Masahiro Goto, Noriho Kamiya, pH-Responsive Self-Assembly of Designer Aromatic Peptide Amphiphiles and Enzymatic Post-Modification of Assembled Structures., International journal of molecular sciences, 10.3390/ijms22073459, 22, 7, 2021.03, Supramolecular fibrous materials in biological systems play important structural and functional roles, and therefore, there is a growing interest in synthetic materials that mimic such fibrils, especially those bearing enzymatic reactivity. In this study, we investigated the self-assembly and enzymatic post-modification of short aromatic peptide amphiphiles (PAs), Fmoc-LnQG (n = 2 or 3), which contain an LQG recognition unit for microbial transglutaminase (MTG). These aromatic PAs self-assemble into fibrous structures via π-π stacking interactions between the Fmoc groups and hydrogen bonds between the peptides. The intermolecular interactions and morphologies of the assemblies were influenced by the solution pH because of the change in the ionization states of the C-terminal carboxy group of the peptides. Moreover, MTG-catalyzed post-modification of a small fluorescent molecule bearing an amine group also showed pH dependency, where the enzymatic reaction rate was increased at higher pH, which may be because of the higher nucleophilicity of the amine group and the electrostatic interaction between MTG and the self-assembled Fmoc-LnQG. Finally, the accumulation of the fluorescent molecule on these assembled materials was directly observed by confocal fluorescence images. Our study provides a method to accumulate functional molecules on supramolecular structures enzymatically with the morphology control.. |
| 79. | Wataru Yoshida, Masahiro Goto, Amide-functionalised phosphonium-based ionic liquids as ligands for rhodium(iii) extraction, RSC ADVANCES, 10.1039/d1ra00489a, 11, 16, 9386-9394, 2021.03, Seven new amide-functionalised phosphonium-based ionic liquids (APILs) with chloride anions are synthesised and applied to extraction of rhodium(iii) from HCl solution. The effects of structural modification of the APILs on the extraction performance are examined by liquid-liquid extraction using toluene as a diluent and the results compared with those for trihexyltetradecylphosphonium chloride ([P-66614][Cl]), a typical commercial extractant. The performance of the APILs as rhodium(iii) extractants is influenced by three main factors: (1) the length of the alkyl chains attached to the P atom; (2) the length of the linker between the amide and phosphonium moiety; and (3) the type of amide group. A novel ligand, [3 degrees C2P444][Cl], had outstanding performance in the effective recovery of rhodium(iii). Extraction of rhodium(iii) from a 1.0 mol dm(-3) HCl solution with 0.5 mol dm(-3) [3 degrees C2P444][Cl] proceeded quantitatively (>98%) and the extraction efficiency was higher than that of the commercial extractant [P-66614][Cl]. The mechanism of rhodium(iii) extraction by [3 degrees C2P444][Cl] was investigated by slope analysis, UV-vis, and FT-IR spectroscopy. These results indicate that [RhCl4(H2O)(2)](-) in aqueous solution is extracted by [3 degrees C2P444][Cl] through an anion-exchange mechanism and slowly converted into a dimer, [Rh2Cl9](3-), in the organic phase.. |
| 80. | Dani Permana, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Strategies for Making Multimeric and Polymeric Bifunctional Protein Conjugates and Their Applications as Bioanalytical Tools., Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 10.2116/analsci.20SCR07, 37, 3, 425-437, 2021.03, Enzymes play a central role in the detection of target molecules in biotechnological fields. Most probes used in detection are bifunctional proteins comprising enzymes and binding proteins conjugated by chemical reactions. To create a highly sensitive detection probe, it is essential to increase the enzyme-to-binding protein ratio in the probe. However, if the chemical reactions required to prepare the probe are insufficiently site-specific, the detection probe may lose functionality. Genetic modifications and enzyme-mediated post-translational modifications (PTMs) can ensure the site-specific conjugation of proteins. They are therefore promising strategies for the production of detection probes with high enzyme contents, i.e., polymeric bifunctional proteins. Herein, we review recent advances in the preparation of bifunctional protein conjugates and polymeric bifunctional protein conjugates for detection. We have summarized research on genetically fused proteins and enzymatically prepared polymeric bifunctional proteins, and will discuss the potential use of protein polymers in various detection applications.. |
| 81. | Takafumi Hanada, Masahiro Goto, Synergistic Deep Eutectic Solvents for Lithium Extraction, ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 10.1021/acssuschemeng.0c07606, 9, 5, 2152-2160, 2021.02, Hydrophobic deep eutectic solvents (DESs) have attracted much attention as sustainable extraction media for various metals. However, in previously developed DESs, only one DES component is involved in metal complex formation, which has limited their extraction performance and selectivity. Here, we propose a novel synergistic DES concept for improving the performance of environmentally benign liquid-liquid extraction of lithium (Li). Two different conventional extractants, a beta-diketone and a neutral extractant, were effective for creating the synergistic DESs. When the two extractants were mixed, they formed a liquid DES. DESs have much lower viscosity than conventional hydrophobic ionic liquids. The Conductor-like Screening Model for Real Solvents method was used to estimate the formation of DESs with the melting point depressed by the intermolecular interaction between their components. The extraction performance of Li was greatly enhanced with the synergistic DESs. The extraction capacity of Li reached 4.4 g/L using the optimum DES combination because it was solvent-free and highly concentrated. Using the optimum DES, highly selective recovery of Li over Na and K was demonstrated with a model brine solution. This is the first report of efficient and selective extraction of Li with DES-based liquid-liquid extraction.. |
| 82. | Wahyu Ramadhan, Genki Kagawa, Kousuke Moriyama, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Construction of higher-order cellular microstructures by a self-wrapping co-culture strategy using a redox-responsive hydrogel, Scientific reports, 10.1038/s41598-020-63362-4, 10, 1, 2020.12. |
| 83. | Y. Hou, H. Piao, Y. Tahara, S. Qin, J. Wang, Q. Kong, M. Zou, G. Cheng, M. Goto, Solid-in-oil nanodispersions as a novel delivery system to improve the oral bioavailability of bisphosphate, risedronate sodium, European Journal of Pharmaceutical Sciences, 155, 105521, 2020.12. |
| 84. | R. Md Moshikur, Md. K. Ali, R. Wakabayashi, M. Moniruzzaman, M. Goto,, Formation and potential application of micelles composed of biocompatible N-lauroyl-amino acid ionic liquids surfactant, Journal of Molecular Liquids, 320, 114424, 2020.12. |
| 85. | Rahman Md Moshikur, Md Korban Ali, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Formation and potential application of micelles composed of biocompatible N-lauroyl-amino acid ionic liquids surfactant, Journal of Molecular Liquids, 10.1016/j.molliq.2020.114424, 320, 2020.12, Surface-active ionic liquid (SAIL) surfactants have attracted attention as promising alternatives to conventional surfactants because of their tailor-made and tunable properties. SAILs also address the limitations associated with conventional surfactants including toxicity and formation of unstable micelles. Here, we investigated the aggregation behavior of three biocompatible choline N-lauroyl-amino acid (NLAA)-based ILs with different amino acid side chains in aqueous solutions. The micellar behaviors of NLAA-ILs were investigated using surface tensiometry, conductometry, dynamic light scattering (DLS) and transmission electron microscopy (TEM). The critical micellar concentration (CMC) of the NLAA-ILs was found to be 2 to 4-fold lower compared with the conventional surfactant sodium dodecyl sulfate (SDS). The thermodynamic behavior confirmed that the micelle formation of NLAA-ILs was stable, spontaneous and entropy driven at room temperature. DLS and TEM studies revealed that the size and shape of the micelles depended on the presence of an N‑hydrogen group in the head group of the anion. Choline N-lauroyl glycinate ([Cho][NLG]) and dicholine N-lauroyl aspartate ([Cho]2[NLA]) were predominantly produced as unilamellar vesicles in water whereas choline N-lauroyl sarcosinate ([Cho][NLS]) formed small spherical micelles. Importantly, SAIL [Cho][NLG] showed lower toxicity toward mammalian cells compared with the analogous ILs or the conventional surfactant SDS and similar toxicity to the conventional surfactant Tween 80. SAIL [Cho][NLG] was more efficient at forming hydrophobic ion pairs with the macromolecular drug heparin compared with SAIL [Cho][NLS]. These results clearly suggest that the biocompatible NLAA-ILs represent promising potential substitutes for conventional surfactants in various biomedical applications.. |
| 86. | Yanting Hou, Hongyu Piao, Yoshiro Tahara, Shouhong Qin, Jingying Wang, Qingliang Kong, Meijuan Zou, Gang Cheng, Masahiro Goto, Solid-in-oil nanodispersions as a novel delivery system to improve the oral bioavailability of bisphosphate, risedronate sodium, European Journal of Pharmaceutical Sciences, 10.1016/j.ejps.2020.105521, 155, 105521-105521, 2020.12. |
| 87. | Kosuke Minamihata, Yusei Hamada, Genki Kagawa, Wahyu Ramadhan, Ayato Higuchi, Kousuke Moriyama, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Dual-Functionalizable Streptavidin-SpyCatcher-Fused Protein-Polymer Hydrogels as Scaffolds for Cell Culture, ACS Applied Bio Materials, 10.1021/acsabm.0c00940, 3, 11, 7734-7742, 2020.11, Hydrogels possessing the ability to control cell functions have great potential as artificial substrates for cell culture. Herein, we report dual-functionalizable protein-polymer hybrid hydrogels prepared by thiol oxidation catalyzed by horseradish peroxidase and a phenolic molecule. A chimera protein of streptavidin (SA) and the SpyCatcher protein, with a cysteine residue at its N-terminus, (C-SA-SC) was constructed and co-cross-linked with thiol-functionalized four-arm polyethylene glycol (PEG-SH) to obtain hydrogels possessing two orthogonal conjugation moieties. Hydrogel formation using C-SA-SC conjugated with biotinylated or SpyTagged functional molecules (premodification strategy) resulted in the formation of hydrogels with a uniform distribution of the functional molecules. Postmodification of the functional molecules of the C-SA-SC hydrogel with biotin or SpyTag could alter the three-dimensional (3D) spatial distribution of the functional molecules within the hydrogels depending on the mode of conjugation (SA/biotin or SpyCatcher/SpyTag), the size of the functional molecules, and the length of time of the modification. NIH-3T3 cells cultured on a C-SA-SC hydrogel, dual-functionalized with a biotinylated-Arg-Gly-Asp-Ser (RGDS) peptide and a basic fibroblast growth factor (bFGF) with SpyTag, showed cell adhesion to the PEG-SH-based hydrogels and cell morphological changes in response to the immobilized RGDS peptide and the bFGF. Moreover, the cells showed higher proliferation on the dual-functionalized C-SA-SC hydrogel than the cells cultured on hydrogels without either the RGDS peptide or the bFGF, demonstrating the benefits of dual-functionalizable hydrogels. The C-SA-SC hydrogel presented in this study is capable of being orthogonally functionalized by two different functional molecules with different 3D distributions of each molecule within the hydrogel and thus has the potential for use as a cell culturing scaffold for creating artificial cellular microstructures.. |
| 88. | Shihab Uddin, Md Raihan Chowdhury, Rie Wakabayashi, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Lipid based biocompatible ionic liquids: synthesis, characterization and biocompatibility evaluation., Chemical communications (Cambridge, England), 10.1039/d0cc04491a, 56, 89, 13756-13759, 2020.11, We report a new series of lipid-based biocompatible ionic liquids (LBILs) consisting of the long-chain phosphonium compound 1,2-dimyristoyl-sn-glycero-3-ethyl-phosphatidylcholine as the cation and the long-chain fatty acids stearic acid, oleic acid, or linoleic acid as anions. These materials were found to be completely miscible with many polar and nonpolar organic solvents as well as dispersible in water. These LBILs also exhibited excellent biocompatibility with an artificial three-dimensional human epidermis model.. |
| 89. | Wahyu Ramadhan, Yuki Ohama, Kosuke Minamihata, Kousuke Moriyama, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Redox-responsive functionalized hydrogel marble for the generation of cellular spheroids, Journal of Bioscience and Bioengineering, 10.1016/j.jbiosc.2020.05.010, 130, 4, 416-423, 2020.10. |
| 90. | Kosuke Minamihata, Yusei Hamada, Genki Kagawa, Wahyu Ramadhan, Ayato Higuchi, Kousuke Moriyama, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Dual-Functionalizable Streptavidin–SpyCatcher-Fused Protein–Polymer Hydrogels as Scaffolds for Cell Culture, ACS Applied Bio Materials, https://doi.org/10.1021/acsabm.0c00940, 3, 7734-7742, 2020.10. |
| 91. | S. Uddin, Md. R. Chowdhury, R. Wakabayashi, N. Kamiya, M. Moniruzzaman, M. Goto, Lipid based biocompatible ionic liquids: synthesis, characterization and biocompatibility evaluation, Chem. Comm, 13756-13759, 56,13756-13759 , 2020.10. |
| 92. | Yoshiro Tahara, Kaho Morita, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Biocompatible Ionic Liquid Enhances Transdermal Antigen Peptide Delivery and Preventive Vaccination Effect, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.0c00598, 17, 10, 3845-3856, 2020.10, Ionic liquids (ILs) attract significant attention as novel solvents for drug delivery systems because of their ability to solubilize poorly soluble drugs and tune the physiological properties of active pharmaceutical ingredients. For the next generation of IL-based drug delivery systems, biocompatibility is a high priority. In the current study, choline-fatty acids ([Cho][FA]) were used as a biocompatible IL to mediate the dissolution of a water-soluble antigen peptide in an oil-based skin penetration enhancer. Among the candidate fatty acids (C8, C10, C12, C14, C16, C18:0, and C18:1), C18:1 was selected because of its low cytotoxicity and mediation of skin permeability for an antigen peptide. Using IL[Cho][C18:1] and an oil-based penetration enhancer, the flux of transdermal delivery of the peptide increased 28-fold compared with delivery using an aqueous vehicle. Furthermore, the IL-mediated transcutaneous vaccination succeeded in suppressing tumor growth in vivo compared to injection. The skin irritation produced by this formulation was tested using an in vitro 3D constructed skin tissue model and an in vivo histological study, which concluded that the formulation did not cause skin irritation. The results suggest that biocompatible IL-mediated dissolution in an oil-based skin penetration enhancer is a promising strategy for transdermal drug delivery.. |
| 93. | Yoshiro Tahara, Kaho Morita, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Biocompatible Ionic Liquid Enhances Transdermal Antigen Peptide Delivery and Preventive Vaccination Effect, Molecular pharmaceutics, 10.1021/acs.molpharmaceut.0c00598, 2020.09. |
| 94. | Shuto Kozaka, Ayaka Kashima, Rie Wakabayashi, Takahiro Nakata, Taro Ueda, Masahiro Goto, Effective transcutaneous delivery of hyaluronic acid using an easy-to-prepare reverse micelle formulation, Cosmetics, 10.3390/COSMETICS7030052, 7, 3, 2020.09. |
| 95. | M. L. Firmansyah, A. T. N. Fajar, W. Yoshida, T. Hanada, M. Goto, Liquid–Liquid Extraction of Cd(II) and Zn(II) Using Novel Tetraalkylphosphonium Ionic Liquid, Journal of Chemical Engineering of Japan, 2020.09. |
| 96. | M. U. H. Shah, M. Moniruzzaman, V. B. R. Ambavaram, R. T. M. Mahabubur, Dr S. Yusup, M. Goto, An environmentally benign ionic liquid based formulation for enhanced oil spill remediation: Optimization of environmental factors, Journal of Molecular Liquids, 314, 113603, 2020.09. |
| 97. | Rahman Md Moshikur, Md. Raihan Chowdhury, Hiroki Fujisawa, Rie Wakabayashi, Muhammad Moniruzzaman, Masahiro Goto, Design and Characterization of Fatty Acid-Based Amino Acid Ester as a New “Green” Hydrophobic Ionic Liquid for Drug Delivery, ACS Sustainable Chemistry & Engineering, 10.1021/acssuschemeng.0c03419, 8, 36, 13660-13671, 2020.09, Ionic liquid (IL)-based drug delivery systems have attracted considerable interest owing to their intrinsic tunability and ability to transport small or large molecules through the skin. However, the development of "green"ILs remains challenging. Herein, eight potentially "green"fatty acid-based amino acid ILs (FAAAE-ILs) were synthesized, and their potency in transdermal drug delivery was investigated using ibuprofen and a peptide drug. The synthesized ILs were characterized to evaluate their physicochemical, thermal, and biological (cytotoxicity) properties. The in vitro skin permeability of the synthesized FAAAE-ILs was evaluated through pig skin. All of the FAAAE-ILs are liquid at room temperature and freely miscible with pharmaceuticals-permitted solvents/agents (e.g., isopropyl myristate (IPM), Span-20, and DMSO). In vitro cytotoxicity study showed that the cell viability of all FAAAE-ILs (10% in IPM) was at least 10 times lower than that for a conventional chemical permeation enhancer (CPE), sodium lauryl sulfate. FAAAE-ILs facilitated excellent ibuprofen solubility through multiple hydrogen bonding interactions between the drug and the ILs. An in vitro permeation study showed that the FAAAE-ILs were more effective in enhancing the permeability of drug molecules than the conventional CPE transcutol. The linoleate-based ILs showed a higher degree of permeation than the oleate-based ILs. Among the linoleate-based ILs and ibuprofen formulations (drug in 10% IL in IPM), the l-proline ethyl ester linoleate ([l-ProEt][Lin])-based formulation exhibited best results, followed by β-alanine ethyl ester linoleate, d-proline ethyl ester linoleate, and l-leucine ethyl ester linoleate after 48 h. Interestingly, the same FAAAE-IL ([l-ProEt][Lin])-containing formulation showed significant enhancement of peptide penetration across pig skin compared with CPE-containing formulations (10% in IPM). The results demonstrate that the FAAAE-IL is a promising green alternative to conventional CPEs for the transdermal delivery of small and large therapeutic molecules.. |
| 98. | Mochamad L. Firmansyah, Adroit T. N. Fajar, Wataru Yoshida, Takafumi Hanada, Masahiro Goto, Liquid Liquid Extraction of Cd(II) and Zn(II) Using a Novel Tetraalkylphosphonium-Based Ionic Liquid, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.20we030, 53, 9, 469-476, 2020.09, The recovery of scarce metals from secondary resources is desirable from an economic and ecological perspective. The limitations of natural resources and the continuous growth of advanced metal materials increase the importance of securing metal resources. The purpose of this study was to utilize a newly synthesized ionic liquid (IL), trioctyldodecylphos-phonium bromide (P8,8,8,12Br), as a novel extractant for Cd(II) and Zn(II) from a chloride medium. An investigation into the extraction parameters, including the acid concentration, extractant type, and equilibration time, for both metals was performed. Two IL molecules were involved in the extraction reaction for both metals. The selective stripping of Cd(II) and Zn(II) from the loaded IL phase was achieved with 1 M oxalic acid and 3M HNO3, respectively. The presence of other metals did not affect the extraction efficiencies of Cd(II) and Zn(II). The extraction efficiencies of Cd(II) and Zn(II) were maintained at 94% and 95%, respectively, with an equilibration time of 2 h. Although Fe(III) and Cu(II) were extracted into the IL phase in significant amounts, the removal of Fe(III) and COI) could be achieved by scrubbing using 1 M Na2SO3 and 3 M H2SO4, respectively. P8,8,8,12Br exhibited excellent recyclability through consecutive extraction-stripping cycles. A recovery scheme for Cd(II) and Zn(II) from a wasted battery-model solution was developed based on the extraction data. P8,8,8,12Br could recover Cd(II) and Zn(II) from a mixed metal solution in high purity. This study highlights the future potential of P8,8,8,12Br in metal recycling.. |
| 99. | M. Kitaoka, A. Oka, M. Goto, Monoolein Assisted Oil-Based Transdermal Delivery of Powder Vaccine, Pharmaceutics, 814-826, 12, 814-826, 2020.08. |
| 100. | R. Md Moshikur, Md. R. Chowdhury, H. Fujisawa, R. Wakabayashi, M. Moniruzzaman, M. Goto, Design and Characterization of Fatty Acid Based Amino Acid Ester as a new “Green” Hydrophobic Ionic Liquid for Drug Delivery, ACS Sustainable Chemistry & Engineering, 2020.08. |
| 101. | Momoko Kitaoka, Atsushi Oka, Masahiro Goto, Monoolein Assisted Oil-Based Transdermal Delivery of Powder Vaccine, Pharmaceutics, 10.3390/pharmaceutics12090814, 2020.08. |
| 102. | Rie Wakabayashi, Wahyu Ramadhan, Kousuke Moriyama, Masahiro Goto, Noriho Kamiya, Poly(ethylene glycol)-based biofunctional hydrogels mediated by peroxidase-catalyzed cross-linking reactions, Polymer Journal, 10.1038/s41428-020-0344-7, in press, 8, 899-911, 2020.08, Biofunctional hydrogels prepared by a peroxidase, especially horseradish peroxidase (HRP), serve as an excellent class of materials or platform for the development of cellular scaffolds because their biocompatibility and mild and tunable reaction conditions provide them with desirable properties. In this focus review, we summarize our decade of research into HRP-mediated fabrication of biofunctional hydrogels and their applications, in particular cell culture scaffolds. A brief overview of potential substrates employed in HRP and improvement of the HRP hydrogelation system from the initial step until the hydrogen peroxide removal stage in an effort to meet environmental standards is discussed. We highlight our system and describe its biocompatibility and ability to functionalize molecules to support biofabrication by increasing cellular adhesiveness, retaining growth factor affinity, and finally accelerating the formation of two- and three-dimensional multicellular architectures. In the last section, we outline the adoption of hydrogelation as a self-standing, compartmentalized reaction system, i.e., the use of hydrogel marble to conduct cell-free biosynthesis. We believe that this HRP-mediated hydrogel system offers great potential not only as a cell culture scaffold but also for various biomedical applications.. |
| 103. | Adroit T. N. Fajar, Takafumi Hanada, Mochamad L. Firmansyah, Fukiko Kubota, Masahiro Goto, Selective Separation of Platinum Group Metals via Sequential Transport through Polymer Inclusion Membranes Containing an Ionic Liquid Carrier, ACS Sustainable Chemistry & Engineering, 10.1021/acssuschemeng.0c03205, 8, 30, 11283-11291, 2020.08, Mutual separation of platinum group metals (PGMs) is a particularly challenging issue in metal recovery technology. In this study, we report the successful separation of Pt(IV), Pd(II), and Rh(III) by sequential transport through polymer inclusion membranes (PIMs) containing the ionic liquid trioctyl(dodecyl) phosphonium chloride (P88812CI) as a metal carrier. This study describes the screening of suitable receiving solutions, optimization of the operating conditions, establishing a possible transport mechanism, and evaluation of the membrane stability. In the first transport sequence, Pt(IV) was selectively transported into the receiving solution with a recovery of >95%, while Pd(II) and Rh(III) remained in the feed solution. In the second transport sequence, high-purity Pd(II) was transported into the receiving solution with a recovery of >95%, while Rh(III) remained completely in the feed solution. Furthermore, the PIM exhibited a stable performance with multiple uses over a 4-week period during which four Pt(IV) and Pd(II) sequential transport cycles were continuously carried out.. |
| 104. | Huma Warsi Khan, Ambavaram Vijaya Bhaskar Reddy, Mohamed Mahmoud Elsayed Nasef, Mohamad Azmi Bustam, Masahiro Goto, Muhammad Moniruzzaman, Screening of ionic liquids for the extraction of biologically active compounds using emulsion liquid membrane COSMO-RS prediction and experiments, Journal of Molecular Liquids, 10.1016/j.molliq.2020.113122, 309, 2020.07, [URL], Emulsion liquid membrane (ELM) is an effective way to recover and remove biologically active compounds, particularly drug molecules from hospital wastewater. Ionic liquid (IL)-assisted ELMs have recently been found to be efficient for recovery and removal of biologically active compounds owing to their excellent characteristics. However, the selection of potential ILs from the wide range of anion-cation combinations is quite challenging. To address this issue, the conductor-like screening model for real solvents (COSMO-RS) has emerged as a reliable tool to screen solvents based on a variety of fluid mixture properties. In this study, we screened ILs for the extraction of lactic acid as a model drug using COSMO-RS. Six cations and 20 anions were selected and combined to form 120 ILs, which were then assessed for recovery of lactic acid. The activity coefficient at infinite dilution, capacity, selectivity, performance index, and solvation energy values for all of the combinations were predicted, by which the effectiveness of each IL was evaluated. ILs without aromatic rings showed greater efficiencies than ILs containing aromatic rings. Moreover, the sulphate anion-cation combinations showed the highest capacities and selectivities. Overall, tetramethylammonium sulfate was found to be the best extractant for lactic acid. The COSMO-RS predictions were validated with experimental data, and the results showed a maximum difference of ~8.0 between the predicted and experimental values.. |
| 105. | A. T. N. Fajar, T. Hanada, M. L. Firmansyah, F. Kubota, M. Goto, Selective separation of platinum group metals via sequential transport through polymer inclusion membranes containing an ionic liquid carrier, ACS Sustainable Chemistry & Engineering, 11283-11291, 8, 11283-11291, 2020.07. |
| 106. | A. V. B. Reddy, M. Moniruzzaman, M. A. Bustam, M. Goto, B. B. Saha, C. Janiak, Ionic liquid polymer materials with tunable nanopores controlled by surfactant aggregates: A novel approach for CO2 capture, Journal of Materials Chemistry A, 15034-15041, 8, 15034-15041, 2020.07. |
| 107. | Shuto Kozaka, Ayaka Kashima, RIe Wakabayashi, Takahiro Nakata, Taro Ueda, Masahiro Goto, Effective Transcutaneous Delivery of Hyaluronic Acid Using an Easy-to-Prepare Reverse Micelle Formulation, Cosmetics, 10.3390/cosmetics7030052, 7, 3, 52-52, 2020.07. |
| 108. | R Sato, K Minamihata, R Wakabayashi, M Goto, N Kamiya, PolyTag: A peptide tag that affords scaffold-less covalent protein assembly catalyzed by microbial transglutaminase., Analytical biochemistry, 10.1016/j.ab.2020.113700, 600, 113700-113700, 2020.07, Assembling proteins in close vicinity to each other provides an opportunity to gain unique function because collaborative and even synergistic functionalities can be expected in an assembled form. There have been a variety of strategies to synthesize functional protein assemblies but site-specific covalent assembly of monomeric protein units without impairing their intrinsic function remains challenging. Herein we report a powerful strategy to design protein assemblies by using microbial transglutaminase (MTG). A serendipitous discovery of self-crosslinking of enhanced green fluorescent protein (EGFP) fused with StrepTag I at the C-terminus revealed that EGFP was assembled through the crosslinking of the Lys (K) residue in the C-terminus of EGFP and the Gln (Q) residue in StrepTag I (AWRHPQFGG). Site-directed mutagenesis of the residues next to the K and Q yielded EGFP assemblies with higher molecular weights. An optimized peptide tag comprised of both K and Q residues (HKRWRHYQRGG) enabled the assembly of different types of proteins of interest (POI) when it was fused to either the N- or C-terminus. The peptide tag that enabled the self-polymerization of the functional POI without a scaffold was designated as a 'PolyTag'.. |
| 109. | Wahyu Ramadhan, Yuki Ohama, Kosuke Minamihata, Kousuke Moriyama, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Redox-responsive functionalized hydrogel marble for the generation of cellular spheroids., Journal of bioscience and bioengineering, 10.1016/j.jbiosc.2020.05.010, 130, 4, 416-423, 2020.07, Liquid marbles (LMs) have recently shown a great promise as microbioreactors to construct self-supported aqueous compartments for chemical and biological reactions. However, the evaporation of the inner aqueous liquid core has limited their application, especially in studying cellular functions. Hydrogels are promising scaffolds that provide a spatial environment suitable for three-dimensional cell culture. Here, we describe the fabrication of redox-responsive hydrogel marbles (HMs) as a three-dimensional cell culture platform. The HMs are prepared by introducing an aqueous mixture of a tetra-thiolated polyethylene glycol (PEG) derivative, thiolated gelatin (Gela-SH), horseradish peroxidase, a small phenolic compound, and human hepatocellular carcinoma cells (HepG2) to the inner aqueous phase of LMs. Eventually, HepG2 cells are encapsulated in the HMs then immersed in culture media, where they proliferate and form cellular spheroids. Experimental results show that the Gela-SH concentration strongly influences the physicochemical and microstructure properties of the HMs. After 6 days in culture, the spheroids were recovered from the HMs by degrading the scaffold, and examination showed that they had reached up to about 180 μm in diameter depending on the Gela-SH concentration, compared with 60 μm in conventional HMs without Gela-SH. After long-term culture (over 12 days), the liver-specific functions (secretion of albumin and urea) and DNA contents of the spheroids cultured in the HMs were elevated compared with those cultured in LMs. These results suggest that the developed HMs can be useful in designing a variety of microbioreactors for tissue engineering applications.. |
| 110. | Takafumi Hanada, Mochamad Lutfi Firmansyah, Wataru Yoshida, Fukiko Kubota, Spas D. Kolev, Masahiro Goto, Transport of Rhodium(III) from Chloride Media across a Polymer Inclusion Membrane Containing an Ionic Liquid Metal Ion Carrier, ACS Omega, 10.1021/acsomega.0c00867, 5, 22, 12989-12995, 2020.06, Efficient and selective transport of rhodium(III) across a polymer inclusion membrane (PIM) from a 0.1 mol dm(-3) HCl feed solution, also containing iron(III), to a receiving solution containing 0.1 mol dm(-3) HCl and 4.9 mol dm(-3) NH4Cl was achieved using a phosphonium-type ionic liquid, trioctyl(dodecyl)phosphonium chloride (P88812Cl), as the metal ion carrier. The optimum PIM composition for the Rh(III) transport was 50 wt % poly(vinylidene-co-hexafluoropropylene) (PVDF-HFP), 30 wt % P88812Cl, and 20 wt % plasticizer 2-nitrophenyl octyl ether (2NPOE). The driving force for the Rh(III) transport was suggested to be the concentration difference of the chloride ion between the feed and the receiving solutions. More than 70% rhodium(III) could be recovered from the receiving solution, and no transport of iron(III) was observed; however, the two metal ions cannot be separated by liquid-liquid extraction. This is the first report of selective transport of rhodium(III) across a polymer inclusion membrane.. |
| 111. | Md Rafiqul Islam, Md Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Choline and amino acid based biocompatible ionic liquid mediated transdermal delivery of the sparingly soluble drug acyclovir, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2020.119335, 582, 2020.05, [URL], Transdermal delivery of drugs is more challenging for drugs that are insoluble or sparingly soluble in water and most organic solvents. To overcome this problem, ionic liquid (IL)-mediated ternary systems have been suggested as potential drug carriers. Here, we report potent ternary (IL–EtOH–IPM) systems consisting of biocompatible ILs, ethanol (EtOH), and isopropyl myristate (IPM) that can dissolve a significant amount of the sparingly soluble drug acyclovir (ACV). The ternary systems were optically transparent and thermodynamically stable with a wide range of IL pertinence. An in vitro drug permeation study showed that the ILs in the ternary systems dramatically enhanced ACV permeation into and across the skin. Fourier Transform Infrared spectroscopy of the stratum corneum (sc) after treatment with ternary systems showed that the skin barrier function was reduced by disturbance of the regularly ordered arrangement of corneocytes and modification of the surface properties of the sc during permeation. Histological analysis, and skin irritation studies using a reconstructed human epidermis model showed the safety profile of the ternary system, and there were no significant changes in the structures of the sc, epidermis, and dermis. Therefore, ternary systems containing biocompatible ILs are promising for transdermal delivery of insoluble or sparingly soluble drugs.. |
| 112. | T. Hanada, M. L. Firmansyah, W. Yoshida, F. Kubota, S. D. Kolev, M. Goto, Transport of Rhodium(III) from Chloride Media across a Polymer Inclusion Membrane Containing an Ionic Liquid Metal Ion Carrier, ACS Omega, 2020.05. |
| 113. | Md Rafiqul Islam, Md Raihan Chowdhury, Rie Wakabayashi, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquid-in-oil microemulsions prepared with biocompatible choline carboxylic acids for improving the transdermal delivery of a sparingly soluble drug, Pharmaceutics, 10.3390/pharmaceutics12040392, 12, 4, 2020.04, [URL], The transdermal delivery of sparingly soluble drugs is challenging due to of the need for a drug carrier. In the past few decades, ionic liquid (IL)-in-oil microemulsions (IL/O MEs) have been developed as potential carriers. By focusing on biocompatibility, we report on an IL/O ME that is designed to enhance the solubility and transdermal delivery of the sparingly soluble drug, acyclovir. The prepared MEs were composed of a hydrophilic IL (choline formate, choline lactate, or choline propionate) as the non-aqueous polar phase and a surface-active IL (choline oleate) as the surfactant in combination with sorbitan laurate in a continuous oil phase. The selected ILs were all biologically active ions. Optimized pseudo ternary phase diagrams indicated the MEs formed thermodynamically stable, spherically shaped, and nano-sized (90%) with the ME compared with Dulbecco’s phosphate-buffered saline, indicates the biocompatibility of the ME. Therefore, we conclude that IL/O ME may be a promising nano-carrier for the transdermal delivery of sparingly soluble drugs.. |
| 114. | R Sato, K Minamihata, R Wakabayashi, M Goto, N Kamiya, PolyTag: a peptide tag that affords scaffold-less covalent protein assembly catalyzed by a microbial transglutaminase, Analytical Biochemistry, 113700, 2020.04. |
| 115. | 22. M.K. Ali, R.M. Moshikur, R. Wakabayashi, M. Moniruzzaman, N. Kamiya, M. Goto, Biocompatible Ionic Liquid Surfactant Based Microemulsion as a Potential Carrier for Sparingly Soluble Drugs, ACS Sustainable Chemistry & Engineering, 2020.04, 生体適合性のイオン液体を合成し、経皮薬物キャリアとしてワクチンに有効であることを明らかにした。. |
| 116. | Md. Korban Ali, Rahman Md Moshikur, Rie Wakabayashi, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Biocompatible Ionic Liquid Surfactant-Based Microemulsion as a Potential Carrier for Sparingly Soluble Drugs, ACS Sustainable Chemistry & Engineering, 10.1021/acssuschemeng.9b07773, 2020.04. |
| 117. | Wahyu Ramadhan, Genki Kagawa, Kousuke Moriyama, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Construction of higher-order cellular microstructures by a self-wrapping co-culture strategy using a redox-responsive hydrogel., Scientific reports, 10.1038/s41598-020-63362-4, 10, 1, 6710-6710, 2020.04, In this report, a strategy for constructing three-dimensional (3D) cellular architectures comprising viable cells is presented. The strategy uses a redox-responsive hydrogel that degrades under mild reductive conditions, and a confluent monolayer of cells (i.e., cell sheet) cultured on the hydrogel surface peels off and self-folds to wrap other cells. As a proof-of-concept, the self-folding of fibroblast cell sheet was triggered by immersion in aqueous cysteine, and this folding process was controlled by the cysteine concentration. Such folding enabled the wrapping of human hepatocellular carcinoma (HepG2) spheroids, human umbilical vein endothelial cells and collagen beads, and this process improved cell viability, the secretion of metabolites and the proliferation rate of the HepG2 cells when compared with a two-dimensional culture under the same conditions. A key concept of this study is the ability to interact with other neighbouring cells, providing a new, simple and fast method to generate higher-order cellular aggregates wherein different types of cellular components are added. We designated the method of using a cell sheet to wrap another cellular aggregate the 'cellular Furoshiki'. The simple self-wrapping Furoshiki technique provides an alternative approach to co-culture cells by microplate-based systems, especially for constructing heterogeneous 3D cellular microstructures.. |
| 118. | Momoko Kitaoka, Wei Xiao, Qingliang Kong, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, A solid-in-oil nanodispersion system for transcutaneous immunotherapy of cow’s milk allergies, Pharmaceutics, 10.3390/pharmaceutics12030205, 12, 3, 2020.03, [URL], An allergy to cow’s milk proteins is the most common food allergy in infants and toddlers. Conventional oral immunotherapy for cow’s milk allergies requires hospital admission due to the risk of severe allergic reactions, including anaphylaxis. Therefore, a simpler and safer immunotherapeutic method is desirable. We examined transcutaneous immunotherapy with a solid-in-oil (S/O) system. In the S/O system, nano-sized particles of proteins are dispersed in an oil-vehicle with the assistance of nonionic surfactants. In the present study, the S/O system enhanced the skin permeation of the allergen molecule β-lactoglobulin (BLG), as compared with a control PBS solution. The patches containing BLG in the S/O nanodispersion skewed the immune response in the allergy model mice toward T helper type 1 immunity, indicating the amelioration of allergic symptoms. This effect was more pronounced when the immunomodulator resiquimod (R-848) was included in the S/O system.. |
| 119. | Dani Permana, Kosuke Minamihata, Ryo Sato, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Linear Polymerization of Protein by Sterically Controlled Enzymatic Cross-Linking with a Tyrosine-Containing Peptide Loop, ACS Omega, 10.1021/acsomega.9b04163, 5, 10, 5160-5169, 2020.03, [URL], The structure of a protein complex needs to be controlled appropriately to maximize its functions. Herein, we report the linear polymerization of bacterial alkaline phosphatase (BAP) through the site-specific cross-linking reaction catalyzed by Trametes sp. laccase (TL). We introduced a peptide loop containing a tyrosine (Y-Loop) to BAP, and the Y-Looped BAP was treated with TL. The Y-Looped BAP formed linear polymers, whereas BAP fused with a C-terminal peptide containing a tyrosine (Y-tag) showed an irregular shape after TL treatment. The sterically confined structure of the Y-Loop could be responsible for the formation of linear BAP polymers. TL-catalyzed copolymerization of Y-Looped BAP and a Y-tagged chimeric antibody-binding protein, pG2pA-Y, resulted in the formation of linear bifunctional protein copolymers that could be employed as protein probes in an enzyme-linked immunosorbent assay (ELISA). Copolymers comprising Y-Looped BAP and pG2pA-Y at a molar ratio of 100:1 exhibited the highest signal in the ELISA with 26- and 20-fold higher than a genetically fused chimeric protein, BAP-pG2pA-Y, and its polymeric form, respectively. This result revealed that the morphology of the copolymers was the most critical feature to improve the functionality of the protein polymers as detection probes, not only for immunoassays but also for other diagnostic applications.. |
| 120. | Qingliang Kong, Momoko Kitaoka, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-oil nanodispersions for transcutaneous immunotherapy of Japanese cedar pollinosis, Pharmaceutics, 10.3390/pharmaceutics12030240, 12, 3, 2020.03, [URL], Japanese cedar pollinosis (JCP) is a common affliction caused by an allergic reaction to cedar pollen and is considered a disease of national importance in Japan. Antigen-specific immunotherapy (AIT) is the only available curative treatment for JCP. However, low compliance and persistence have been reported among patients subcutaneously or sublingually administered AIT comprising a conventional antigen derived from a pollen extract. To address these issues, many research studies have focused on developing a safer, simpler, and more effective AIT for JCP. Here, we review the novel antigens that have been developed for JCP AIT, discuss their different administration routes, and present the effects of anti-allergy treatment. Then, we describe a new form of AIT called transcutaneous immunotherapy (TCIT) and its solid-in-oil (S/O) nanodispersion formulation, which is a promising antigen delivery system. Finally, we discuss the applications of S/O nanodispersions for JCP TCIT. In this context, we predict that TCIT delivery by using a S/O nanodispersion loaded with novel antigens may offer an easier, safer, and more effective treatment option for JCP patients.. |
| 121. | Yuya Hirakawa, Hiroshi Ueda, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, A novel binary supercooled liquid formulation for transdermal drug delivery, Biological and Pharmaceutical Bulletin, 10.1248/bpb.b19-00642, 43, 3, 393-398, 2020.03, [URL], The aim of this study was to prepare binary supercooled liquid (SCL) by intermolecular interaction and apply this formulation to transdermal drug delivery. Ketoprofen (KET) and ethenzamide (ETH) were selected as binary SCL component. Thermal analysis of physical mixtures of KET and ETH showed decreases in melting points and glass transition below room temperature, thereby indicating formation of KET–ETH SCL. Intermolecular interactions between KET and ETH in the SCL were evaluated from Fourier transform (FT)-IR spectra. KET–ETH SCL maintained SCL state at 25°C with silica gel over 31d and at 40°C/89% relative humidity (RH) over 7d. KET SCL and KET–ETH SCL showed similar permeability of KET for hairless mice skin, which was two-fold higher than that of KET aqueous suspension. Our findings suggest that the SCL state could enhance the skin permeation of drugs and the binary SCL formed by intermolecular interaction could also improve the stability of the SCL. The binary SCL system could become a new drug form for transdermal drug delivery.. |
| 122. | Rahman Md Moshikur, Md Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquids with N-methyl-2-pyrrolidonium cation as an enhancer for topical drug delivery Synthesis, characterization, and skin-penetration evaluation, Journal of Molecular Liquids, 10.1016/j.molliq.2019.112166, 299, 2020.02, [URL], The development of non-toxic ionic liquid-based active pharmaceutical ingredients (IL-APIs) for effective topical drug delivery is still challenging. The properties of IL-APIs can be boosted up by selecting potential biocompatible cations. Here, we introduced N-methyl-2-pyrrolidone (NMP) as a potent biocompatible counter ion to prepare ionic liquefied drugs for topical drug delivery. The cytotoxicity of NMP cation was investigated using mammalian cell lines (HepG2, NIH3T3 and L929 cells) and compared with conventional IL-forming cations. The synthesized NMP cation has lower toxicity than that of conventional IL-forming cations. The NMP cation showed at least 3.6, 15.2 and 58.9 times lower toxicity than that of conventional imidazolium, ammonium and phosphonium cations, respectively. The synthesized NMP-based ionic liquid (NMP-IL) was characterized using 1H & 13C NMR, FT-IR, DSC and TGA. NMP-IL showed better physico-thermal stability, enhanced skin penetration, and enriched drug accumulation 2.6 times higher than that of IL [Cho][Ibu] in the target tissue. These results suggested that NMP cation based API-IL can be an effective biocompatible formulation for topical drug delivery by accumulating active drugs in the skin.. |
| 123. | Amal A.M. Elgharbawy, Muhammad Moniruzzaman, Masahiro Goto, Recent advances of enzymatic reactions in ionic liquids Part II, Biochemical Engineering Journal, 10.1016/j.bej.2019.107426, 154, 2020.02, [URL], As a biocompatible and designer solvents, ionic liquids (ILs) are extensively used for enzymatic conversion of substrates, particularly those that are insoluble or sparingly soluble in water and common organic solvents. More than a decade ago, the first-generation ILs involved in enzymatic reactions generally comprised an imidazolium cation and non-coordinating anions, such as tetrafluoroborate and hexafluorophosphate. Recently, focus has shifted to more environmentally acceptable second- and third-generation ILs comprising enzyme compatible cations (e.g., cholinium salts) and anions, such as amines and amino acids. A wide range of such ILs have been derived from readily available renewable resources and used in biocatalytic reactions. Compared with first-generation ILs, the use of enzymes in second- and third-generation ILs provides better activity and stability, and they are also attractive from both an environmental and an economic viewpoint. In this review, we report the recent advances of enzymatic reactions in second- and third-generation ILs. The intention of this review is not to cover first-generation ILs, but rather to update and overview the potential approaches developed within the last ten years for enzymatic reactions in second- and third-generation ILs.. |
| 124. | Shuto Kozaka, Yoshiro Tahara, Rie Wakabayashi, Takahiro Nakata, Taro Ueda, Noriho Kamiya, Masahiro Goto, Transcutaneous Cancer Vaccine Using a Reverse Micellar Antigen Carrier, Molecular pharmaceutics, 10.1021/acs.molpharmaceut.9b01104, 17, 2, 645-655, 2020.02, [URL], Skin dendritic cells (DCs) such as Langerhans cells and dermal dendritic cells have a pivotal role in inducing antigen-specific immunity; therefore, transcutaneous cancer vaccines are a promising strategy to prophylactically prevent the onset of a variety of diseases, including cancers. The largest obstacle to delivering antigen to these skin DC subsets is the barrier function of the stratum corneum. Although reverse micellar carriers are commonly used to enhance skin permeability to hydrophilic drugs, the transcutaneous delivery of antigen, proteins, or peptides has not been achieved to date because of the large molecular weight of drugs. To achieve effective antigen delivery to skin DCs, we developed a novel strategy using a surfactant as a skin permeation enhancer in a reverse micellar carrier. In this study, glyceryl monooleate (MO) was chosen as a skin permeation enhancer, and the MO-based reverse micellar carrier enabled the successful delivery of antigen to Langerhans cells and dermal dendritic cells. Moreover, transcutaneous vaccination with the MO-based reverse micellar carrier significantly inhibited tumor growth, indicating that it is a promising vaccine platform against tumors.. |
| 125. | N. Hastuti, R. F. Darmayanti, S. D. Hardiningtyas, K. Kanomata, K. Sonomoto, M. Goto, T. Kitaoka, Carboxylated-cellulose nanofibers from oil palm empty fruit bunches enhanced extractive fermentation in microbial biobutanol production, International Conference on Forest Products: Adopting the Renewable Bioenergy and Waste Utilization to Support Circular Economy and Sustainable Environment, ICFP 2019 IOP Conference Series: Earth and Environmental Science, 10.1088/1755-1315/415/1/012019, 415, 1, 2020.02, [URL], Nanocellulose produced by 2, 2, 6, 6-tetramethylpiperidine-1-oxyl (TEMPO)-catalyzed oxidation, described as TEMPO-oxidized cellulose nanofibers (TOCNs), has a high density of negative charges on its surface. Its use in microbial fermentation systems is expected to be beneficial. In particular, microbial stability is required in acetone-butanol-ethanol (ABE) fermentation. Here, TOCNs derived from oil palm empty fruit bunches pulp were added to extractive ABE fermentation media, followed by microbial fermentation. The results showed that the presence of TOCNs induced higher total butanol production in broth by improving the growth environment of Clostridium saccharoperbutylacetonicum N1-4, which was used as the butanol-producing strain. Electrostatic repulsion between anionic surface carboxylate groups of TOCNs and negatively-charged bacteria made a positive contribution to the microenvironment for bacterial growth. The addition of TOCNs to fermentation media had significant positive effects on the total butanol yield density cell weight (DCW).. |
| 126. | Momoko Kitaoka, Wei Xiao, Qingliang Kong, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, A Solid-in-Oil Nanodispersion System for Transcutaneous Immunotherapy of Cow’s Milk Allergies, Pharmaceutics, 10.3390/pharmaceutics12030205, 12, 3, 205-205, 2020.02, An allergy to cow's milk proteins is the most common food allergy in infants and toddlers. Conventional oral immunotherapy for cow's milk allergies requires hospital admission due to the risk of severe allergic reactions, including anaphylaxis. Therefore, a simpler and safer immunotherapeutic method is desirable. We examined transcutaneous immunotherapy with a solid-in-oil (S/O) system. In the S/O system, nano-sized particles of proteins are dispersed in an oil-vehicle with the assistance of nonionic surfactants. In the present study, the S/O system enhanced the skin permeation of the allergen molecule β-lactoglobulin (BLG), as compared with a control PBS solution. The patches containing BLG in the S/O nanodispersion skewed the immune response in the allergy model mice toward T helper type 1 immunity, indicating the amelioration of allergic symptoms. This effect was more pronounced when the immunomodulator resiquimod (R-848) was included in the S/O system.. |
| 127. | Rahman Md Moshikur, Md Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquids with N-methyl-2-pyrrolidonium cation as an enhancer for topical drug delivery: Synthesis, characterization, and skin-penetration evaluation, Journal of Molecular Liquids, 10.1016/j.molliq.2019.112166, 299, 2020.02, The development of non-toxic ionic liquid-based active pharmaceutical ingredients (IL-APIs) for effective topical drug delivery is still challenging. The properties of IL-APIs can be boosted up by selecting potential biocompatible cations. Here, we introduced N-methyl-2-pyrrolidone (NMP) as a potent biocompatible counter ion to prepare ionic liquefied drugs for topical drug delivery. The cytotoxicity of NMP cation was investigated using mammalian cell lines (HepG2, NIH3T3 and L929 cells) and compared with conventional IL-forming cations. The synthesized NMP cation has lower toxicity than that of conventional IL-forming cations. The NMP cation showed at least 3.6, 15.2 and 58.9 times lower toxicity than that of conventional imidazolium, ammonium and phosphonium cations, respectively. The synthesized NMP-based ionic liquid (NMP-IL) was characterized using 1H & 13C NMR, FT-IR, DSC and TGA. NMP-IL showed better physico-thermal stability, enhanced skin penetration, and enriched drug accumulation 2.6 times higher than that of IL [Cho][Ibu] in the target tissue. These results suggested that NMP cation based API-IL can be an effective biocompatible formulation for topical drug delivery by accumulating active drugs in the skin.. |
| 128. | Amal A.M. Elgharbawy, Muhammad Moniruzzaman, Masahiro Goto, Recent advances of enzymatic reactions in ionic liquids: Part II, Biochemical Engineering Journal, 10.1016/j.bej.2019.107426, 154, 107426-107426, 2020.02. |
| 129. | Shuto Kozaka, Yoshiro Tahara, Rie Wakabayashi, Takahiro Nakata, Taro Ueda, Noriho Kamiya, Masahiro Goto, Transcutaneous Cancer Vaccine Using a Reverse Micellar Antigen Carrier., Molecular pharmaceutics, 10.1021/acs.molpharmaceut.9b01104, 17, 2, 645-655, 2020.02, Skin dendritic cells (DCs) such as Langerhans cells and dermal dendritic cells have a pivotal role in inducing antigen-specific immunity; therefore, transcutaneous cancer vaccines are a promising strategy to prophylactically prevent the onset of a variety of diseases, including cancers. The largest obstacle to delivering antigen to these skin DC subsets is the barrier function of the stratum corneum. Although reverse micellar carriers are commonly used to enhance skin permeability to hydrophilic drugs, the transcutaneous delivery of antigen, proteins, or peptides has not been achieved to date because of the large molecular weight of drugs. To achieve effective antigen delivery to skin DCs, we developed a novel strategy using a surfactant as a skin permeation enhancer in a reverse micellar carrier. In this study, glyceryl monooleate (MO) was chosen as a skin permeation enhancer, and the MO-based reverse micellar carrier enabled the successful delivery of antigen to Langerhans cells and dermal dendritic cells. Moreover, transcutaneous vaccination with the MO-based reverse micellar carrier significantly inhibited tumor growth, indicating that it is a promising vaccine platform against tumors.. |
| 130. | Wataru Yoshida, Fukiko Kubota, Yuzo Baba, Spas D. Kolev, Masahiro Goto, Separation and Recovery of Scandium from Sulfate Media by Solvent Extraction and Polymer Inclusion Membranes with Amic Acid Extractants, ACS Omega, 10.1021/acsomega.9b02540, 4, 25, 21122-21130, 2019.12, [URL], We report on the separation and recovery of scandium(III) from sulfate solutions using solvent extraction and a membrane transport system utilizing newly synthesized amic acid extractants. Scandium(III) was quantitatively extracted with 50 mmol dm-3 N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) or N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]phenylalanine (D2EHAF) in n-dodecane at pH 2 and easily stripped using a 0.5 mol dm-3 sulfuric acid solution. The extraction mechanisms of scandium(III) extraction with D2EHAG and D2EHAF were examined, and it was established that scandium(III) formed a 1:3 complex with both extractants (HR), that is, Sc(SO4)2 - aq + 1.5(HR)2org ⇄ Sc(SO4)R(HR)2org + H+ aq + SO4 2- aq. The equilibrium constants of extraction were evaluated to be 4.87 and 9.99 (mol dm-3)0.5 for D2EHAG and D2EHAF, respectively. D2EHAG and D2EHAF preferentially extracted scandium(III) with a high selectivity compared to common transition metal ions under high acidic conditions (0 -3 sulfuric acid receiving solution through a polymer inclusion membrane (PIM) containing D2EHAF as a carrier. Scandium(III) was completely separated thermodynamically from nickel(II), aluminum(III), cobalt(II), manganese(II), chromium(III), calcium(II), and magnesium(II), and partially separated from iron(III) kinetically using a PIM containing D2EHAF as a carrier. The initial flux value for scandium(III) (J0,Sc = 1.9 × 10-7 mol m-2 s-1) was two times higher than that of iron(III) (J0,Fe = 9.3 × 10-8 mol m-2 s-1).. |
| 131. | Aroit T.N. Fajar, Fukiko Kubota, Mochama L. Firmansyah, Masahiro Goto, Separation of Pallaium(II) an Rhoium(III) Using a Polymer Inclusion Membrane Containing a Phosphonium-Base Ionic Liqui Carrier, Industrial and Engineering Chemistry Research, 10.1021/acs.iecr.9b05183, 58, 49, 22334-22342, 2019.12, [URL], In this stuy, we report the separation of P(II) an Rh(III) in a chlorie solution using a polymer inclusion membrane (PIM). We esigne a trioctyl(oecyl) phosphonium chlorie (P88812Cl) ionic liqui as a metal carrier for the PIM separation system. The effects of PIM composition an experimental conitions were systematically investigate. The concentrations of hyrochloric aci in the fee solution an thiourea in the receiving solution were foun to play a crucial role in the success of selective separation. Uner the optimize conitions, P(II) coul be effectively separate from Rh(III) with a 98% recovery yiel an 99% purity. We also compare the performance of our esigne carrier, P88812Cl, to that of commercially available ionic liqui trihexyl(tetraecyl) phosphonium chlorie (P66614Cl) using a 7-cycle reusability test. The P88812Cl showe a more stable performance an better urability compare with those of the commercial ionic liqui carrier.. |
| 132. | Qingliang Kong, Momoko Kitaoka, Yoshiro Tahara, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Solid-in-oil nanodispersions for intranasal vaccination Enhancement of mucosal and systemic immune responses, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2019.118777, 572, 2019.12, [URL], En masse vaccination is a promising strategy for combatting infectious diseases. Intranasal vaccination is a viable route of mass vaccination, and it could be performed easily via needle-free administration. However, it is not widely used because it tends not to evoke sufficient immunity. The aim of the present study was to improve the performance of intranasal vaccination by extending the amount of time that administered antigens remain in the nasal cavity, and enhancing immune responses via a nanocarrier-based adjuvant. A simple and safe solid-in-oil (S/O) system was investigated as a nanocarrier in intranasal vaccination. S/O nanodispersions are oil-based dispersions of antigens coated with surfactants. Because of the mucoadhesive capacities of surfactant and oil they have high potential to extend the amount of time that administered antigens remain in the nasal cavity, and can induce strong immune responses due to a nanocarrier-based adjuvant effect. In nasal absorption experiments antigens administered intranasally via S/O nanodispersions remained in the nasal cavity longer and induced strong mucosal and systemic immune responses. Histopathology analysis indicated that S/O nanodispersions did not modify the nasal epithelium or cilia, suggesting non-toxicity of the carrier. These results indicate the potential of intranasal vaccination using S/O nanodispersions for future vaccination.. |
| 133. | Wataru Yoshida, Fukiko Kubota, Yuzo Baba, Spas D. Kolev, Masahiro Goto, Separation and Recovery of Scandium from Sulfate Media by Solvent Extraction and Polymer Inclusion Membranes with Amic Acid Extractants, ACS OMEGA, 10.1021/acsomega.9b02540, 4, 25, 21122-21130, 2019.12, We report on the separation and recovery of scandium(III) from sulfate solutions using solvent extraction and a membrane transport system utilizing newly synthesized amic acid extractants. Scandium(III) was quantitatively extracted with 50 mmol dm(-3) N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]-glycine (D2EHAG) or N-[N,N-di(2-ethylhexyl)-aminocarbonylmethyl]-phenylalanine (D2EHAF) in n-dodecane at pH 2 and easily stripped using a 0.5 mol dm(-3) sulfuric acid solution. The extraction mechanisms of scandium(III) extraction with D2EHAG and D2EHAF were examined, and it was established that scandium(III) formed a 1:3 complex with both extractants (HR), that is, Sc(SO4)(2)(-)(aq) + 1.5(HR)(2org) reversible arrow Sc(SO4)R(HR)(2org) + H-aq(+) + SO(4)(2-)aq. The equilibrium constants of extraction were evaluated to be 4.87 and 9.99 (mol dm(-3))(0.5) for D2EHAG and D2EHAF, respectively. D2EHAG and D2EHAF preferentially extracted scandium(III) with a high selectivity compared to common transition metal ions under high acidic conditions (0 |
| 134. | Kong Q, Kitaoka M, Tahara Y, Wakabayashi R, Kamiya N, Goto M, Solid-in-oil nanodispersions for intranasal vaccination: Enhancement of mucosal and systemic immune responses., International journal of pharmaceutics, 10.1016/j.ijpharm.2019.118777, 572, 118777, 2019.12. |
| 135. | Qingliang Kong, Kouki Higasijima, Rie Wakabayashi, Yoshiro Tahara, Momoko Kitaoka, Hiroki Obayashi, Yanting Hou, Noriho Kamiya, Masahiro Goto, Transcutaneous delivery of immunomodulating pollen extract-galactomannan conjugate by solid-in-oil nanodispersions for pollinosis immunotherapy, Pharmaceutics, 10.3390/pharmaceutics11110563, 11, 11, 2019.11, [URL], Japanese cedar pollinosis is a type I allergic disease and has already become a major public health problem in Japan. Conventional subcutaneous immunotherapy (SCIT) and sublingual immunotherapy (SLIT) cannot meet patients’ needs owing to the side effects caused by both the use of conventional whole antigen molecules in the pollen extract and the administration routes. To address these issues, a surface-modified antigen and transcutaneous administration route are introduced in this research. First, the pollen extract (PE) was conjugated to galactomannan (PE-GM) to mask immunoglobulin E (IgE)-binding epitopes in the PE to avoid side effects. Second, as a safer alternative to SCIT and SLIT, transcutaneous immunotherapy (TCIT) with a solid-in-oil (S/O) nanodispersion system carrying PE-GM was proposed. Hydrophilic PE-GM was efficiently delivered through mouse skin using S/O nanodispersions, reducing the antibody secretion and modifying the type 1 T helper (Th1)/ type 2 T helper (Th2) balance in the mouse model, thereby demonstrating the potential to alleviate Japanese cedar pollinosis.. |
| 136. | Yuya Hirakawa, Hiroshi Ueda, Tetsuya Miyano, Noriho Kamiya, Masahiro Goto, New insight into transdermal drug delivery with supersaturated formulation based on co-amorphous system, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2019.118582, 569, 2019.10, [URL], The objective of this study was to prepare a supersaturated formulation based on formation of a co-amorphous system of a drug and a coformer in order to enhance skin permeation. Atenolol (ATE) and urea (URE) were used as the model drug and the coformer, respectively. Thermal analysis of physical mixtures of ATE and URE showed decreases in the melting points and the formation of a co-amorphous system which was in a supercooled liquid state because of a low glass transition temperature. Supersaturated solutions of ATE and URE at different molar ratios in polyethylene glycol 400 (PEG400) were prepared. The precipitations were observed under storage at 25 °C for all formulations except for ATE-URE at 1:8 molar ratio which remained in the supersaturated state for 2 months. 1H NMR analysis confirmed the interactions between ATE and URE in PEG400. The ATE-URE supersaturated formulation showed higher permeability for mice skin than that of ATE saturated formulation, which was superior to the expected permeability from the degree of supersaturation. We concluded that co-amorphous based supersaturated formulation offers much promise for transdermal drug delivery.. |
| 137. | Kong Q, Higasijima K, Wakabayashi R, Tahara Y, Kitaoka M, Obayashi H, Hou Y, Kamiya N, Goto M, Transcutaneous Delivery of Immunomodulating Pollen Extract-Galactomannan Conjugate by Solid-in-Oil Nanodispersions for Pollinosis Immunotherapy., Pharmaceutics, 10.3390/pharmaceutics11110563, 11, 11, 2019.10. |
| 138. | Md Korban Ali, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Synthesis and characterization of choline–fatty-acid-based ionic liquids A new biocompatible surfactant, Journal of Colloid And Interface Science, 10.1016/j.jcis.2019.04.095, 551, 72-80, 2019.09, [URL], Ionic liquid (IL)surfactants have attracted great interest as promising substitutes for conventional surfactants owing to their exceptional and favorable physico-chemical properties. However, most IL surfactants are not eco-friendly and form unstable micelles, even when using a high concentration of the surfactant. In this study, we prepared a series of halogen-free and biocompatible choline–fatty-acid-based ILs with different chain lengths and degrees of saturation, and we then investigated their micellar properties in aqueous solutions. Characterization of the synthesized surface-active ILs (SAILs)was performed by H and C nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, differential scanning calorimetry, and elemental analysis. The surface-active properties of the SAILs were investigated by tensiometry, conductometry, and dynamic light scattering measurements. The critical micelle concentration of the SAILs was found to be 2–4 times lower than those of conventional surfactants. The thermodynamic properties of micellization (ΔG 0m, ΔH 0m, and ΔS 0m)indicate that the micellization process of the SAILs is spontaneous, stable, and entropy-driven at room temperature. The cytotoxicity of the SAILs was evaluated using mammalian cell line NIH 3T3. Importantly, [Cho][Ole]shows lower toxicity than the analogous ILs with conventional surfactants. These results clearly suggest that these environmentally friendly SAILs can be used as a potential alternative to conventional ILs for various purposes, including biological applications.. |
| 139. | 田原義朗, 後藤雅宏, Solid-in-oil-in-water(S/O/W)型多層エマルションとDDS への応用, オレオサイエンス, 19, 5, 15-20, 2019.09. |
| 140. | Safrina Dyah Hardiningtyas, Seiya Nagao, Emiko Yamamoto, Nana Shirakigawa, Rie Wakabayashi, Masahiro Goto, Hiroyuki Ijima, Noriho Kamiya, A nano-sized gel-in-oil suspension for transcutaneous protein delivery, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2019.118495, 567, 2019.08, [URL], We developed a new oil-based delivery system for transdermal protein delivery, a gel-in-oil (G/O) nanosuspension, where gelatin-based hydrogel was coated with hydrophobic surfactants. The high entrapment efficiency of a model protein, phycocyanin (PC), into nano-sized gelatin hydrogel particles was achieved. Spectroscopic evaluation of PC suggested that the G/O nanosuspension could retain the functional form of PC in isopropyl myristate. In vitro skin permeation studies showed that the G/O nanosuspension facilitated the delivery of PC through the stratum corneum of Yucatan micropig skin.. |
| 141. | Novitri Hastuti, Rizki Fitria Darmayanti, Safrina Dyah Hardiningtyas, Kyohei Kanomata, Kenji Sonomoto, Masahiro Goto, Takuya Kitaoka, Nanocellulose from oil palm biomass to enhance microbial fermentation of butanol for bioenergy applications, BioResources, 14, 3, 6936-6957, 2019.08, Nanocellulose made by 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-catalyzed oxidation, described as TEMPO-oxidized cellulose nanofibers (TOCNs), has a high density of negative charges on its surface. Its use in microbial fermentation systems is expected to benefit microbial process stability. In particular, microbial stability is strongly required in acetone-butanol-ethanol (ABE) fermentation associated with the solvent-extraction process of butanol production. Here, TOCNs derived from oil palm empty fruit bunches pulp were added to extractive ABE fermentation media containing glucose as a main source, which can be potentially obtained from biomass by saccharification. Then, microbial fermentation was carried out using free or immobilized bacterial cells, to produce butanol from glucose. The presence of TOCNs induced higher total butanol production in broth by improving the growth environment of Clostridium saccharoperbutylacetonicum N1-4, which was used as the butanol-producing strain. Microscopic analysis revealed that the spider-web-like TOCN network helped to entrap bacterial cells in alginate beads, by ionic crosslinking of TOCNs and alginates via Ca2+ ions, to increase stability of bacterial cells in the composite gel beads. The addition of TOCNs to fermentation media had significant positive effects on the total butanol yield.. |
| 142. | Safrina Dyah Hardiningtyas, Seiya Nagao, Emiko Yamamoto, Nana Shirakigawa, Rie Wakabayashi, Masahiro Goto, Hiroyuki Ijima, Noriho Kamiya, A nano-sized gel-in-oil suspension for transcutaneous protein delivery, 10.1016/j.ijpharm.2019.118495, 567, 118495-118495, 2019.08. |
| 143. | 田原義朗, 後藤雅宏, イオン液体という第３の液体を用いた創薬研究, 日本化学会バイオテクノロジー部会ニュースレター, 23, 1, 3-12, 2019.08. |
| 144. | 田原義朗, 後藤雅宏, 油状ナノ基剤を用いたDDS 技術と非侵襲性経皮ワクチンへの応用, 化学工学, 83, 7, 408-411, 2019.07. |
| 145. | Md Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, In vivo biocompatibility, pharmacokinetics, antitumor efficacy, and hypersensitivity evaluation of ionic liquid-mediated paclitaxel formulations, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2019.05.020, 565, 219-226, 2019.06, [URL], In order to prevent common hypersensitivity reactions to paclitaxel injections (Taxol), we previously reported an ionic liquid-mediated paclitaxel (IL-PTX)formulation with small particle size and narrow size distribution. The preliminary work showed high PTX solubility in the IL, and the formulation demonstrated similar antitumor activity to Taxol, while inducing a smaller hypersensitivity effect in in vitro cell experiments. In this study, the stability of the IL-PTX formulation was monitored by quantitative HPLC analysis, which showed that IL-PTX was more stable at 4 °C than at room temperature. The in vivo study showed that the IL-PTX formulation could be used in a therapeutic application as a biocompatible component of a drug delivery system. To assess the in-vivo biocompatibility, IL or IL-mediated formulations were administered intravenously by maintaining physiological buffered conditions (neutral pH and isotonic salt concentration). From in vivo pharmacokinetics data, the IL-PTX formulation was found to have a similar systemic circulation time and slower elimination rate compared to cremophor EL mediated paclitaxel (CrEL-PTX). Furthermore, in vivo antitumor and hypersensitivity experiments in C57BL/6 mice revealed that IL-PTX had similar antitumor activity to CrEL-PTX, but a significantly smaller hypersensitivity effect compared with CrEL-PTX. Therefore, the IL-mediated formulation has potential to be an effective and safe drug delivery system for PTX.. |
| 146. | Wahyu Ramadhan, Genki Kagawa, Yusei Hamada, Kousuke Moriyama, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Enzymatically Prepared Dual Functionalized Hydrogels with Gelatin and Heparin to Facilitate Cellular Attachment and Proliferation, ACS Applied Bio Materials, 10.1021/acsabm.9b00275, 2, 6, 2600-2609, 2019.06, [URL], Biologically active artificial scaffolds for cell seeding are developed by mimicking extracellular matrices using synthetic materials. Here, we propose a feasible approach employing biocatalysis to integrate natural components, that is, gelatin and heparin, into a synthetic scaffold, namely a polyethylene glycol (PEG)-based hydrogel. Initiation of horseradish peroxidase-mediated redox reaction enabled both hydrogel formation of tetra-thiolated PEG via disulfide linkage and incorporation of chemically thiolated gelatin (Gela-SH) and heparin (Hepa-SH) into the polymeric network. We found that the compatibility of the type of gelatin with heparin was crucial for the hydrogelation process. Alkaline-treated gelatin exhibited superior performance over acid-treated gelatin to generate dual functionality in the resultant hydrogel originating from the two natural biopolymers. The Gela-SH/Hepa-SH dual functionalized PEG-based hydrogel supported both cellular attachment and binding of basic fibroblast growth factor (bFGF) under cell culture conditions, which increased the proliferation and phenotype transformation of NIH3T3 cells cultured on the hydrogel. Inclusion of bFGF and a commercial growth factor cocktail in hydrogel matrices effectively enhanced cell spreading and confluency of both NIH3T3 cells and HUVECs, respectively, suggesting a potential method to design artificial scaffolds containing active growth factors.. |
| 147. | Wakabayashi Rie, Obayashi Hiroki, Hashimoto Ryuichiro, Kamiya Noriho, Goto Masahiro, Complementary interaction with peptide amphiphiles guides size-controlled assembly of small molecules for intracellular delivery, CHEMICAL COMMUNICATIONS, 10.1039/c9cc02473e, 55, 49, 6997-7000, 2019.06. |
| 148. | Md. Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Development of a novel ionic liquid-curcumin complex to enhance its solubility, stability, and activity, Chemical Communications, 55, 7737-7740, 2019.06. |
| 149. | Wahyu Ramadhan, Genki Kagawa, Yusei Hamada, Kousuke Moriyama, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Enzymatically Prepared Dual Functionalized Hydrogels with Gelatin and Heparin to Facilitate Cellular Attachment and Proliferation, ACS Applied Bio Materials, 10.1021/acsabm.9b00275, 2, 6, 2600-2609, 2019.06, © 2019 American Chemical Society. Biologically active artificial scaffolds for cell seeding are developed by mimicking extracellular matrices using synthetic materials. Here, we propose a feasible approach employing biocatalysis to integrate natural components, that is, gelatin and heparin, into a synthetic scaffold, namely a polyethylene glycol (PEG)-based hydrogel. Initiation of horseradish peroxidase-mediated redox reaction enabled both hydrogel formation of tetra-thiolated PEG via disulfide linkage and incorporation of chemically thiolated gelatin (Gela-SH) and heparin (Hepa-SH) into the polymeric network. We found that the compatibility of the type of gelatin with heparin was crucial for the hydrogelation process. Alkaline-treated gelatin exhibited superior performance over acid-treated gelatin to generate dual functionality in the resultant hydrogel originating from the two natural biopolymers. The Gela-SH/Hepa-SH dual functionalized PEG-based hydrogel supported both cellular attachment and binding of basic fibroblast growth factor (bFGF) under cell culture conditions, which increased the proliferation and phenotype transformation of NIH3T3 cells cultured on the hydrogel. Inclusion of bFGF and a commercial growth factor cocktail in hydrogel matrices effectively enhanced cell spreading and confluency of both NIH3T3 cells and HUVECs, respectively, suggesting a potential method to design artificial scaffolds containing active growth factors.. |
| 150. | Dani Permana, Kosuke Minamihata, Tsuneyuki Tatsuke, Jae M Lee, Takahiro Kusakabe, Masahiro Goto, Noriho Kamiya, Polymerization of Horseradish Peroxidase by a Laccase-Catalyzed Tyrosine Coupling Reaction., Biotechnology journal, 10.1002/biot.201800531, 14, 6, e1800531, 2019.06, The polymerization of proteins can create newly active and large bio-macromolecular assemblies that exhibit unique functionalities depending on the properties of the building block proteins and the protein units in polymers. Herein, the first enzymatic polymerization of horseradish peroxidase (HRP) is reported. Recombinant HRPs fused with a tyrosine-tag (Y-tag) through a flexible linker at the N- and/or C-termini are expressed in silkworm, Bombyx mori. Trametes sp. laccase (TL) is used to activate the tyrosine of Y-tagged HRPs with molecular O2 to form a tyrosyl-free radical, which initiates the tyrosine coupling reaction between the HRP units. A covalent dityrosine linkage is also formed through a HRP-catalyzed self-crosslinking reaction in the presence of H2 O2 . The addition of H2 O2 in the self-polymerization of Y-tagged HRPs results in lower activity of the HRP polymers, whereas TL provides site-selectivity, mild reaction conditions and maintains the activity of the polymeric products. The cocrosslinking of Y-tagged HRPs and HRP-protein G (Y-HRP-pG) units catalyzed by TL shows a higher signal in enzyme-linked immunosorbent assay (ELISA) than the genetically pG-fused HRP, Y-HRP-pG, and its polymers. This new enzymatic polymerization of HRP promises to provide highly active and functionalized polymers for biomedical applications and diagnostics probes.. |
| 151. | Mari Takahara, Rie Wakabayashi, Naoki Fujimoto, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Enzymatic Cell-Surface Decoration with Proteins using Amphiphilic Lipid-Fused Peptide Substrates, Chemistry - A European Journal, 10.1002/chem.201900370, 25, 30, 7315-7321, 2019.05, [URL], Lipid modification of proteins plays a significant role in the activation of cellular signals such as proliferation. Thus, the demand for lipidated proteins is rising. However, getting a high yield and purity of lipidated proteins has been challenging. We developed a strategy for modifying proteins with a wide variety of synthetic lipids using microbial transglutaminase (MTG), which catalyzes the cross-linking reaction between a specific glutamine (Q) in a protein and lysine (K) in the lipid-fused peptide. The synthesized lipid-G3S-MRHKGS lipid (lipid: fatty acids, tocopherol, lithocholic acid, cholesterol) was successfully conjugated to a protein fused with LLQG (Q-tagged protein) by an MTG reaction, yielding >90 % conversion of the Q-tagged protein in a lipidated form. The purified lipid–protein conjugates were used for labeling the cell membrane in vitro, resulting in best-anchoring ability of cholesterol modification. Furthermore, in situ cell-surface decoration with the protein was established in a simple manner: subjection of cells to a mixture of cholesterol-fused peptides, Q-tagged proteins and MTG.. |
| 152. | Mari Takahara, Rie Wakabayashi, Naoki Fujimoto, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Enzymatic Cell-Surface Decoration with Proteins using Amphiphilic Lipid-Fused Peptide Substrates, Chemistry - A European Journal, 10.1002/chem.201900370, 25, 30, 7315-7321, 2019.05, © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Lipid modification of proteins plays a significant role in the activation of cellular signals such as proliferation. Thus, the demand for lipidated proteins is rising. However, getting a high yield and purity of lipidated proteins has been challenging. We developed a strategy for modifying proteins with a wide variety of synthetic lipids using microbial transglutaminase (MTG), which catalyzes the cross-linking reaction between a specific glutamine (Q) in a protein and lysine (K) in the lipid-fused peptide. The synthesized lipid-G3S-MRHKGS lipid (lipid: fatty acids, tocopherol, lithocholic acid, cholesterol) was successfully conjugated to a protein fused with LLQG (Q-tagged protein) by an MTG reaction, yielding >90 % conversion of the Q-tagged protein in a lipidated form. The purified lipid–protein conjugates were used for labeling the cell membrane in vitro, resulting in best-anchoring ability of cholesterol modification. Furthermore, in situ cell-surface decoration with the protein was established in a simple manner: subjection of cells to a mixture of cholesterol-fused peptides, Q-tagged proteins and MTG.. |
| 153. | Md. Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, In vivo biocompatibility, pharmacokinetics, antitumor efficacy, and hypersensitivity evaluation of ionic liquid-mediated paclitaxel formulations, International Journal of Pharmaceutics, 565, 219-226, 2019.05. |
| 154. | Md Korban Ali, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Synthesis and characterization of choline–fatty-acid-based ionic liquids: A new biocompatible surfactant, Journal of Colloid and Interface Science, 551, 1, 72-80, 2019.05. |
| 155. | Mansoor Ul Hassan Shah, Muhammad Moniruzzaman, Magaret Sivapragasam, Md Mahabubur Rahman Talukder, Suzana Bt Yusup, Masahiro Goto, A binary mixture of a biosurfactant and an ionic liquid surfactant as a green dispersant for oil spill remediation, Journal of Molecular Liquids, 10.1016/j.molliq.2019.02.049, 280, 111-119, 2019.04, [URL], Formulations based on conventional surfactants and organic solvents have been used as potential dispersants for oil-spill remediation. However, their toxicity restricts their usage in marine environments. As a low-toxicity alternative, in this article we report an oil dispersant based on a binary mixture of an ionic liquid surfactant, choline laurate ([Cho][Lau]), and a biosurfactant, lactonic sophorolipid. We investigated the micellar properties, including the critical micelle concentration, micellar interaction parameter (β), and activity coefficients (f 1 and f 2 ) for the mixed surfactant system. A non-ideal and synergistic interaction between [Cho][Lau] and lactonic sophorolipid was observed. A stable oil-in-water emulsion formed at an optimal ratio of 40:60 (w/w) of [Cho][Lau] and lactonic sophorolipid. At this ratio, a dispersion effectiveness of 83% was achieved with a dispersant-to-oil ratio of 1:25 (v/v). We observed the dispersed oil droplets with an optical microscope and evaluated their size using dynamic light scattering. The droplet size decreased with increasing dispersant-to-oil ratio. We also assessed the toxicity of the binary surfactant mixture in zebra fish (Danio rerio). Based on this assessment, the mixture can be classified as non-toxic. Therefore, the mixture of [Cho][Lau] and lactonic sophorolipid is a potential alternative to conventional toxic oil-spill dispersants.. |
| 156. | Rie Wakabayashi, Hidetoshi Kono, Shuto Kozaka, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Transcutaneous Codelivery of Tumor Antigen and Resiquimod in Solid-in-Oil Nanodispersions Promotes Antitumor Immunity, ACS Biomaterials Science & Engineering, 5, 5, 2297-2306, 2019.04. |
| 157. | Daisuke Muraoka, Naohiro Seo, Tae Hayashi, Yoshiro Tahara, Keisuke Fujii, Isao Tawara, Yoshihiro Miyahara, Kana Okamori, Hideo Yagita, Seiya Imoto, Rui Yamaguchi, Mitsuhiro Komura, Satoru Miyano, Masahiro Goto, Shin Ichi Sawada, Akira Asai, Hiroaki Ikeda, Kazunari Akiyoshi, Naozumi Harada, Hiroshi Shiku, Antigen delivery targeted to tumor-associated macrophages overcomes tumor immune resistance, Journal of Clinical Investigation, 10.1172/JCI97642, 129, 3, 1278-1294, 2019.03, [URL], Immune checkpoint inhibitors and adoptive transfer of gene-engineered T cells have emerged as novel therapeutic modalities for hard-to-treat solid tumors; however, many patients are refractory to these immunotherapies, and the mechanisms underlying tumor immune resistance have not been fully elucidated. By comparing the tumor microenvironment of checkpoint inhibition–sensitive and –resistant murine solid tumors, we observed that the resistant tumors had low immunogenicity. We identified antigen presentation by CD11b + F4/80 + tumor–associated macrophages (TAMs) as a key factor correlated with immune resistance. In the resistant tumors, TAMs remained inactive and did not exert antigen-presenting activity. Targeted delivery of a long peptide antigen to TAMs by using a nano-sized hydrogel (nanogel) in the presence of a TLR agonist activated TAMs, induced their antigen-presenting activity, and thereby transformed the resistant tumors into tumors sensitive to adaptive immune responses such as adoptive transfer of tumor-specific T cell receptor–engineered T cells. These results indicate that the status and function of TAMs have a significant impact on tumor immune sensitivity and that manipulation of TAM functions would be an effective approach for improving the efficacy of immunotherapies.. |
| 158. | Mochamad L. Firmansyah, Fukiko Kubota, Wataru Yoshida, Masahiro Goto, Application of a Novel Phosphonium-Based Ionic Liquid to the Separation of Platinum Group Metals from Automobile Catalyst Leach Liquor, Industrial and Engineering Chemistry Research, 10.1021/acs.iecr.8b05848, 58, 9, 3845-3852, 2019.03, [URL], The recovery of platinum group metals (PGMs) from automotive exhaust catalysts is important, and hydrometallurgical extraction is an effective approach. In the present study, a newly designed phosphonium-based ionic liquid (IL) was applied to the separation and recovery of PGMs from an automobile catalyst leach liquor in conjunction with varying pH levels. This IL, trioctyldodecyl phosphonium chloride (P8,8,8,12Cl), allows quantitative extraction of Pd(II) at any HCl concentration, with almost 80% removal of Rh(III) at 1 mol L-1 HCl after two extractions. Significant amounts of Fe(III) were extracted into the IL phase, but could be removed using 1 mol L-1 Na2SO3. The Pd(II) and Rh(III) were selectively recovered from the IL using 1 mol L-1 CS(NH2)2 and 5 mol L-1 HCl, respectively. This work therefore demonstrated the selective recovery of PGMs through optimization of various parameters and shows the significant potential of this IL with regard to recycling PGMs from leach liquor.. |
| 159. | Rahman Md Moshikur, Md Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquids with methotrexate moieties as a potential anticancer prodrug Synthesis, characterization and solubility evaluation, Journal of Molecular Liquids, 10.1016/j.molliq.2019.01.063, 278, 226-233, 2019.03, [URL], The technological utility of active pharmaceutical ingredients (APIs) is enormously improved when they are converted into ionic liquids (ILs). API-ILs possess better aqueous solubility and thermal stability than that of solid-state salt or crystalline drugs. However, many such API-ILs are not biocompatible or biodegradable. In the current study, we synthesized a series of IL-APIs using methotrexate (MTX), a potential anticancer prodrug, and biocompatible IL-forming cations (choline and amino acid esters). The MTX-IL moieties were characterized through 1 H NMR, FTIR, p-XRD, DSC and thermogravimetric analysis. The solubility of the MTX-ILs was evaluated in simulated body fluids (phosphate-buffered saline, simulated gastric, and simulated intestinal fluids). An assessment of the in vitro antitumor activity of the MTX-ILs in a mammalian cell line (HeLa cells) was used to evaluate their cytotoxicity. The MTX-ILs showed aqueous solubility at least 5000 times higher than that of free MTX and two orders of magnitude higher compared with that of a sodium salt of MTX in both water and simulated body fluids. Importantly, a proline ethyl ester MTX prodrug showed similar solubility as the MTX sodium salt but it provided improved in vitro antitumor activity. These results clearly suggest that the newly synthesized API-ILs represent promising potential drug formulations.. |
| 160. | Rahman Md. Moshikur, Md. Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquids with methotrexate moieties as a potential anticancer prodrug: Synthesis, characterization and solubility evaluation, Journal of Molecular Liquids, 278, 15, 226-233, 2019.03. |
| 161. | Wataru Yoshida, Fukiko Kubota, Riho Kono, Masahiro Goto, Selective Separation and Recovery of Pt(IV) from Pd(II) through an Imidazolium-ionic-liquid-based Supported Liquid Membrane, ANALYTICAL SCIENCES, 10.2116/analsci.18N020, 35, 3, 343-346, 2019.03, A supported liquid membrane (SLM) system for the selective separation of platinum(IV) from palladium(II) has been developed. The SLM was prepared using imidazolium-based IL 1-octy-3-methylimidazolium bis(trifluoromethanesulfonyl)imide. The initial flux and separation factor of Pt(IV) from Pd(II) were found to significantly depend on the composition of the receiving solution. Based on the performance, a 0.1 mol dm(-3) NaClO4 solution was selected as a suitable receiving solution. Membrane transport experiments showed that 93% of Pt(IV) can be selectively transported into the receiving solution, whereas most Pd(II) remains in the feed solution.. |
| 162. | Wataru Yoshida, Yuzo Baba, Fukiko Kubota, Spas D. Kolev, Masahiro Goto, Selective transport of scandium(III) across polymer inclusion membranes with improved stability which contain an amic acid carrier, Journal of Membrane Science, 10.1016/j.memsci.2018.11.021, 291-299, 2019.02, [URL], This paper reports on the development of a polymer inclusion membrane (PIM) for the selective separation of Sc(III) from other REM ions. A comparison is made of the performance of cellulose triacetate (CTA) based PIMs containing 2-thenoyltrifluoroacetone (HTTA), 2-ethylhexylphosphoric acid mono-2-ethylhexyl ester (PC-88A), N-[N,N-di(2-ethylhexyl) aminocarbonylmethyl]glycine (D2EHAG) or N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]phenylalanine (D2EHAF) as the carrier in the extraction of Sc(III) from its sulfuric acid/ammonium sulfate buffer solutions. The potential of the PIM containing D2EHAF for the selective separation of Sc(III) from a feed solution containing similar concentrations of Y(III), La(III), Nd(III), and Dy(III) into a 0.5 mol L−1 sulfuric acid receiving solution has been demonstrated. In addition, the newly developed PIM containing D2EHAF exhibited excellent stability in 5 cycles of extraction and back-extraction of Sc(III) with insignificant deterioration in its performance. The results obtained in this study indicate that the molecular structure of the carrier has a strong influence on membrane stability, and that the introduction of a phenyl group into the carrier molecule results in a significant stability improvement.. |
| 163. | Muhamad Alif Razi, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Self-Assembled Reduced Albumin and Glycol Chitosan Nanoparticles for Paclitaxel Delivery, Langmuir, 10.1021/acs.langmuir.8b02809, 35, 7, 2610-2618, 2019.02, [URL], Cancer continues to pose health problems for people all over the world. Nanoparticles (NPs) have emerged as a promising platform for effective cancer chemotherapy. NPs formed by the assembly of proteins and chitosan (CH) through noncovalent interactions are attracting a great deal of interest. However, the poor water solubility of CH and low stability of this kind of NP limit its practical application. Herein, the formation of reduced bovine serum albumin (rBSA) and glycol chitosan (GC) nanoparticles (rBG-NPs) stabilized by hydrophobic interactions and disulfide bonds was demonstrated for paclitaxel (PTX) delivery. The effects of the rBSA:GC mass ratio and pH on the particle size, polydispersity index (PDI), number of particles, and surface charge were evaluated. The formation mechanism and stability of the NPs were determined by compositional analysis and dynamic light scattering. Hydrophobic and electrostatic interactions were the driving forces for the formation of the rBG-NPs, and the NPs were stable under physiological conditions. PTX was successfully encapsulated into rBG-NPs with a high encapsulation efficiency (90%). PTX-loaded rBG-NPs had a particle size of 400 nm with a low PDI (0.2) and positive charge. rBG-NPs could be internalized by HeLa cells, possibly via endocytosis. An in vitro cytotoxicity study revealed that PTX-loaded rBG-NPs had anticancer activity that was lower than that of a Taxol-like formulation at 24 h but had similar activity at 48 h, possibly because of the slow release of PTX into the cells. Our study suggests that rBG-NPs could be used as a potential nanocarrier for hydrophobic drugs.. |
| 164. | Razi Muhamad Alif, Wakabayashi Rie, Goto Masahiro, Kamiya Noriho, Self-Assembled Reduced Albumin and Glycol Chitosan Nanoparticles for Paclitaxel Delivery, LANGMUIR, 10.1021/acs.langmuir.8b02809, 35, 7, 2610-2618, 2019.02. |
| 165. | Shuto Kozaka, Rie Wakabayashi, Onofrio Annunziata, Milan Balaz, Masahiro Goto, Noriho Kamiya, Sergei V. Dzyuba, Effect of macromolecular crowding on the conformational behaviour of a porphyrin rotor, Journal of Photochemistry and Photobiology A: Chemistry, 10.1016/j.jphotochem.2018.10.006, 369, 115-118, 2019.01, [URL], Macromolecular crowding modulates the conformational preference of a small molecular rotor, which is used as a molecular viscometer. The shift towards the planar conformation of the porphyrin rotor was observed in the presence of increasing concentrations and sizes of polyethylene glycols. This observation highlights the differences between the behaviour of this molecular viscometer in the crowding and non-crowding types of media.. |
| 166. | Safrina Dyah Hardiningtyas, Rie Wakabayashi, Ryutaro Ishiyama, Yuki Owada, Masahiro Goto, Noriho Kamiya, Enhanced potential of therapeutic applications of curcumin using solid-in-water nanodispersion technique, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.18we060, 52, 1, 138-143, 2019.01, [URL], Curcumin (Cur), a hydrophobic polyphenol compound, holds promising potential as an anticancer agent. However, the poor solubility in water and the low bioavailability of curcumin have limited its therapeutic applications. In this regard, we reported the formulation of curcumin using a solid-in-water (S/W) nanodispersion technique to enhance the water solubility and therapeutic activity of curcumin. This new aqueous formulation comprises simple preparation protocols: emulsification and freeze-drying for encapsulating hydrophobic biomolecules with a hydrophilic surfactant, followed by redispersion of the resultant solid complexes in an aqueous solution. Pluronics F68 and F127 were used here for the encapsulation of curcumin. Enhanced aqueous solubility of curcumin was achieved by encapsulating curcumin with a hydrophilic surfactant using the S/W nanodispersion technique. The resultant nanosized formulation had a narrow size distribution and high entrapment efficiency of curcumin. The highest loading capacity of curcumin in S/W nanodispersion was obtained with a weight ratio of curcumin to pluronic of 1: 10 for both surfactants. The release profile of the complexes was found to depend on the type of surfactant, suggesting that the selection of a proper surfactant is crucial for controlling curcumin delivery. The anticancer activity of the S/W formulation of curcumin was correlated with the drug release profiles and cellular uptake, which in turn was influenced by the hydrophobicity and chemical structure of the surfactant.. |
| 167. | Dani Permana, Kosuke Minamihata, Tsuneyuki Tatsuke, Jae M. Lee, Takahiro Kusakabe, Masahiro Goto, Noriho Kamiya, Polymerization of Horseradish Peroxidase by a Laccase-Catalyzed Tyrosine Coupling Reaction, Biotechnology Journal, 10.1002/biot.201800531, 2019.01, [URL], The polymerization of proteins can create newly active and large bio-macromolecular assemblies that exhibit unique functionalities depending on the properties of the building block proteins and the protein units in polymers. Herein, the first enzymatic polymerization of horseradish peroxidase (HRP) is reported. Recombinant HRPs fused with a tyrosine-tag (Y-tag) through a flexible linker at the N- and/or C-termini are expressed in silkworm, Bombyx mori. Trametes sp. laccase (TL) is used to activate the tyrosine of Y-tagged HRPs with molecular O 2 to form a tyrosyl-free radical, which initiates the tyrosine coupling reaction between the HRP units. A covalent dityrosine linkage is also formed through a HRP-catalyzed self-crosslinking reaction in the presence of H 2 O 2 . The addition of H 2 O 2 in the self-polymerization of Y-tagged HRPs results in lower activity of the HRP polymers, whereas TL provides site-selectivity, mild reaction conditions and maintains the activity of the polymeric products. The cocrosslinking of Y-tagged HRPs and HRP-protein G (Y-HRP-pG) units catalyzed by TL shows a higher signal in enzyme-linked immunosorbent assay (ELISA) than the genetically pG-fused HRP, Y-HRP-pG, and its polymers. This new enzymatic polymerization of HRP promises to provide highly active and functionalized polymers for biomedical applications and diagnostics probes.. |
| 168. | Wataru Yoshida, Fukiko Kubota, Riho Kono, Masahiro Goto, Selective separation and recovery of Pt(IV) from Pd(II) through an imidazolium-ionic-liquid-based supported liquid membrane, analytical sciences, 10.2116/analsci.18N020, 35, 3, 343-346, 2019.01, [URL], A supported liquid membrane (SLM) system for the selective separation of platinum(IV) from palladium(II) has been developed. The SLM was prepared using imidazolium-based IL 1-octy-3-methylimidazolium bis(trifluoromethanesulfonyl)- imide. The initial flux and separation factor of Pt(IV) from Pd(II) were found to significantly depend on the composition of the receiving solution. Based on the performance, a 0.1 mol dm -3 NaClO 4 solution was selected as a suitable receiving solution. Membrane transport experiments showed that 93% of Pt(IV) can be selectively transported into the receiving solution, whereas most Pd(II) remains in the feed solution.. |
| 169. | Rie Wakabayashi, Hidetoshi Kono, Shuto Kozaka, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Transcutaneous codelivery of tumor antigen and resiquimod in solid-in-oil nanodispersions promotes antitumor immunity, ACS Biomaterials Science and Engineering, 10.1021/acsbiomaterials.9b00260, 2019.01, [URL], Cancer vaccines aim to prevent or inhibit tumor growth by inducing an immune response to tumor-associated antigens (TAAs) encoded by or present in the vaccine. Previous work has demonstrated that effective antitumor immunity can be induced using a codelivery system in which nonspecific immunostimulatory molecules are administered together with TAAs. In this study, we investigated the antitumor effects of a solid-in-oil (S/O) nanodispersion system containing a model TAA, ovalbumin (OVA), and resiquimod (R-848), a small molecular Toll-like receptor 7/8 ligand, which induces an antigen-nonspecific cellular immune response that is crucial for the efficacy of cancer vaccines. R-848 was contained in the outer oil phase of S/O nanodispersion. Analysis of OVA and R-848 permeation in mouse skin after application of an R-848 S/O nanodispersion indicated that R-848 rapidly permeated the skin and preactivated Langerhans cells, resulting in efficient uptake of OVA and migration of antigen-loaded Langerhans cells to the draining lymph nodes. Transcutaneous immunization of mice with an R-848 S/O nanodispersion inhibited the growth of E.G7-OVA tumors and prolonged mouse survival to a greater extent than did immunization with an S/O nanodispersion containing OVA alone. Consistent with this observation, antigen-specific secretion of the Th1 cytokine interferon-γand cytolytic activity were both high in splenocytes isolated from mice immunized with R-848 S/O. Our results thus demonstrate that codelivery of R-848 significantly amplified the antitumor immune response induced by antigen-containing S/O nanodispersions and further suggest that S/O nanodispersions may be effective formulations for codelivery of TAAs and R-848 in transcutaneous cancer vaccines.. |
| 170. | Maha Sharaf, Wataru Yoshida, Fukiko Kubota, Masahiro Goto, A novel binary-extractant-impregnated resin for selective recovery of scandium, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.18we175, 52, 1, 49-55, 2019.01, [URL], Extractant-impregnated resins (EIRs) prepared from 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester (commercial name PC-88A), neodecanoic acid (Versatic 10), and XAD-7HP polymeric beads have been developed for separation and pre-concentration of scandium (Sc). The separation factors between Sc and other metal ions are very high, allowing for selective recovery of Sc from a complex metal-mixture solution. Furthermore, desorption of Sc is quantitatively achieved using 2 M sulfuric acid, which is difficult for single-extractant-impregnated resins. The adsorption behavior, kinetics, and loading capacity of the binary EIR were investigated. The good reusability of the resin was confirmed by five times repeated use in recycling operation. This binary-extractant-impregnated concept could provide a new way to develop novel ion-exchange resins for metal separation.. |
| 171. | Rie Wakabayashi, Ayumi Suehiro, Masahiro Goto, Noriho Kamiya, Designer aromatic peptide amphiphiles for self-assembly and enzymatic display of proteins with morphology control, Chemical Communications, 10.1039/C8CC08163H, 55, 5, 640-643, 2019.01, [URL], We herein designed bi-functional aromatic peptide amphiphiles both self-assembling to fibrous nanomaterials and working as a substrate of microbial transglutaminase, leading to peptidyl scaffolds with different morphologies that can be enzymatically post-functionalized with proteins.. |
| 172. | Magaret Sivapragasam, Muhammad Moniruzzaman, Masahiro Goto, An Overview on the Toxicological Properties of Ionic Liquids toward Microorganisms, Biotechnology Journal, 10.1002/biot.201900073, 2019.01, [URL], Ionic liquids (ILs), a class of materials with unique physicochemical properties, have been used extensively in the fields of chemical engineering, biotechnology, material sciences, pharmaceutics, and many others. Because ILs are very polar by nature, they can migrate into the environment with the possibility of inclusion in the food chain and bioaccumulation in living organisms. However, the chemical natures of ILs are not quintessentially biocompatible. Therefore, the practical uses of ILs must be preceded by suitable toxicological assessments. Among different methods, the use of microorganisms to evaluate IL toxicity provides many advantages including short generation time, rapid growth, and environmental and industrial relevance. This article reviews the recent research progress on the toxicological properties of ILs toward microorganisms and highlights the computational prediction of various toxicity models.. |
| 173. | Rie Wakabayashi, Hiroki Obayashi, Ryuichiro Hashimoto, Noriho Kamiya, Masahiro Goto, Complementary interaction with peptide amphiphiles guides size-controlled assembly of small molecules for intracellular delivery, Chemical Communications, 10.1039/c9cc02473e, 55, 49, 6997-7000, 2019.01, [URL], We introduced complementary interactions between peptide amphiphiles and a small fluorescence dye to develop a programmable multi-component supramolecular assembly, and intracellular delivery of the dye was controlled by the dimensions of the co-assembly, which was manipulated by the peptide design.. |
| 174. | Md Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Development of a novel ionic liquid-curcumin complex to enhance its solubility, stability, and activity, Chemical Communications, 10.1039/c9cc02812a, 55, 54, 7737-7740, 2019.01, [URL], We report a one-step emulsification and rapid freeze-drying process to develop a curcumin-ionic liquid (CCM-IL) complex that could be readily dispersed in water with a significantly enhanced solubility of ∼8 mg mL-1 and half-life (t1/2) of ∼260 min compared with free CCM (solubility ∼30 nM and t1/2 ∼ 20 min). This process using an IL consisting of a long chain carbon backbone as a surfactant, may provide an alternative way of enhancing the solubility of poorly water-soluble drugs.. |
| 175. | Muhammad Moniruzzaman, Masahiro Goto, Ionic Liquid Pretreatment of Lignocellulosic Biomass for Enhanced Enzymatic Delignification, Advances in Biochemical Engineering/Biotechnology, 10.1007/10_2018_64, 61-77, 2019.01, [URL], Ionic liquids (ILs), a potentially attractive “green,� recyclable alternative to environmentally harmful volatile organic compounds, have been increasingly exploited as solvents and/or cosolvents and/or reagents in a wide range of applications, including pretreatment of lignocellulosic biomass for further processing. The enzymatic delignification of biomass to degrade lignin, a complex aromatic polymer, has received much attention as an environmentally friendly process for clean separation of biopolymers including cellulose and lignin. For this purpose, enzymes are generally isolated from naturally occurring fungi or genetically engineered fungi and used in an aqueous medium. However, enzymatic delignification has been found to be very slow in these conditions, sometimes taking several months for completion. In this chapter, we highlight an environmentally friendly and efficient approach for enzymatic delignification of lignocellulosic biomass using room temperature ionic liquids (ILs) as (co)solvents or/and pretreatment agents. The method comprises pretreatment of lignocellulosic biomass in IL-aqueous systems before enzymatic delignification, with the aim of overcoming the low delignification efficiency associated with low enzyme accessibility to the solid substrate and low substrate and product solubilities in aqueous systems. We believe the processes described here can play an important role in the conversion of lignocellulosic biomass—the most abundant renewable biomaterial in the world—to biomaterials, biopolymers, biofuels, bioplastics, and hydrocarbons.. |
| 176. | Takafumi Hanada, Minako Iwakuma, Masahiro Goto, Multifunctional effect of the polymer extractant thiomethylbenzoxazoyl-α-methylstyrene on the extraction of Au(III), Biocontrol Science, 10.15261/serdj.26.91, 26, 2, 91-98, 2019.01, [URL], In this study, we synthesized a polymer extractant and its monomer analogue, and the multifunctional effect was investigated by comparing their extraction behavior for Au(III). To increase the affinity for gold ions, we introduced a sulfur atom into the molecular structure of the extractant as a soft donor. The extraction ability of the new extractants for gold ions was influenced by the HCl concentration in the aqueous feed solution. The multifunctional effect appeared when using the polymer extractant in the liquid–liquid extraction of gold ions. Selectivity of the extractants toward Au(III) was evaluated using a model solution generated from leaching of waste cellphones. Selectivity for Au(III) was found to be enhanced by the multifunctional effect of the polymer extractant.. |
| 177. | Mochamad L. Firmansyah, Fukiko Kubota, Masahiro Goto, Selective recovery of platinum group metals from spent automotive catalysts by leaching and solvent extraction, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.19we093, 52, 11, 835-842, 2019.01, [URL], Platinum group metals (PGMs) play an important role in the automotive industry as key components of exhaust catalysts. Recycling of PGMs from secondary resources, such as waste products, is encouraged to ensure their sustainability. A highly efficient and environmentally benign technique for the separation of PGMs is currently required. In the present study, the recovery of PGMs from a spent automotive catalyst was investigated using the trioctyldodecyl phosphonium chloride (P8,8,8,12Cl) ionic liquid (IL) as the PGM extraction solvent. First, leaching from the catalyst was investigated. Pt and Pd are selectively extracted into undiluted P8,8,8,12Cl from the 5 mol L−1 HCl leachate containing various metals together with Pt, Pd, and Rh. Subsequently, Rh is extracted into fresh P8,8,8,12Cl from the raffinate adjusted to an appropriate HCl concentration. Mutual separation of Pt and Pd is possible by stripping processes. Some common metals co-extracted with PGMs, such as Fe, Cu, and Zn, are removed by each stripping process. Recovery of high purity Pt, Pd, and Rh is achieved by the proposed recycling process. The results demonstrate that separation using phosphonium-based ILs is useful for recycling PGMs.. |
| 178. | A. Vijaya Bhaskar Reddy, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquids for pretreatment of biomass, Comprehensive Biotechnology, 10.1016/B978-0-444-64046-8.00121-X, 190-198, 2019.01, [URL], Ionic liquids (ILs) are environmentally benign “green” solvents that received tremendous attention due to their unique beneficial properties such as negligible vapor pressure, multiple solvation interactions with organic and inorganic compounds, excellent chemical and thermal stability, and a large electrochemical window. For more than a decade, ILs have been increasingly exploited as solvents and/or (co)solvents and/or reagents in a wide range of applications, including biomass pretreatment for further processing. ILs were found to be very effective in dissolution of biomass, even lignocellulosic biomass, at ambient temperature. The performance of enzymatic hydrolysis of biomass for the production of biofuels and bioenergy could be increased significantly via IL pretreatment. The aim of this chapter is to discuss the pretreatment processes followed by the factors that affect the efficiency of the pretreatment as well as the environmental impact of ILs. The recent progress on the pretreatment of lignocellulosic biomass and microalgae biomass using ILs is also reviewed with a particular focus on the advancement during the past few years. Finally, the environmental impacts of various ILs have been discussed followed by their recovery methods.. |
| 179. | Daisuke Muraoka, Naohiro Seo, Tae Hayashi, Yoshiro Tahara, Keisuke Fujii, Isao Tawara, Yoshihiro Miyahara, Kana Okamori, Hideo Yagita, Seiya Imoto, Rui Yamaguchi, Mitsuhiro Komura, Satoru Miyano, Masahiro Goto, Shin-ichi Sawada, Akira Asai, Hiroaki Ikeda, Kazunari Akiyoshi, Naozumi Harada, Hiroshi Shiku, Antigen Delivery Targeting Tumor-Associated Macrophages Overcomes Tumor Immune Resistance, Journal of Clinical Investigation, 129, 3, 1278-1294, 2019.01. |
| 180. | Kozaka Shuto, Wakabayashi Rie, Annunziata Onofrio, Balaz Milan, Goto Masahiro, Kamiya Noriho, Dzyuba Sergei V, Effect of macromolecular crowding on the conformational behaviour of a porphyrin rotor, JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 10.1016/j.jphotochem.2018.10.006, 369, 115-118, 2019.01. |
| 181. | Hardiningtyas Safrina Dyah, Wakabayashi Rie, Ishiyama Ryutaro, Owada Yuki, Goto Masahiro, Kamiya Noriho, Enhanced Potential of Therapeutic Applications of Curcumin Using Solid-in-Water Nanodispersion Technique, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.18we060, 52, 1, 138-143, 2019.01. |
| 182. | Noriho Kamiya, Yuki Ohama, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Liquid Marbles as an Easy-to-Handle Compartment for Cell-Free Synthesis and In Situ Immobilization of Recombinant Proteins, Biotechnology Journal, 10.1002/biot.201800085, 13, 12, 2018.12, [URL], Liquid marble (LM), a self-standing micro-scale aqueous droplet, emerges as a micro-bioreactor in biological applications. Herein, the potential of LM as media for cell-free synthesis and simultaneous immobilization of recombinant proteins is explored. Initially, formation of hydrogel marble (HM) by using an enzymatic disulfide-based hydrogelation technique is confirmed by incorporating three components, horseradish peroxidase (HRP), a tetra-thiolated poly(ethylene glycol) derivative, and glycyl-L-tyrosine, in LM. The compatibility of the enzymatic hydrogelation with cell-free protein synthesis in LM is then validated. Although the hydrogelation reduces the level of protein synthesis in LM when compared with that in a test tube, the biosynthesis of enhanced green fluorescent protein (EGFP) is achieved. Interestingly, EGFP synthesized in LM is entrapped in the HM, and the introduction of a cysteine residue to EGFP by genetic engineering further increases the amount of protein immobilization in the hydrogel matrices. These results suggest that the cell-free synthesis and HRP-catalyzed hydrogelation can be conducted in parallel in LM, and the eventual entrapment of the key components in HM is possible. Facile recovery of macromolecular products immobilized in HM by degrading the hydrogel network under reducing conditions should lead to the design of an easy-to-handle system to screen protein functions.. |
| 183. | Mari Takahara, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Design of Lipid-Protein Conjugates Using Amphiphilic Peptide Substrates of Microbial Transglutaminase, ACS Applied Bio Materials, 10.1021/acsabm.8b00271, 1, 6, 1823-1829, 2018.12, [URL], Lipid modification of proteins plays a significant role in regulating the cellular environment. Mimicking natural lipidated proteins is a key technique for assessing the function of proteins modified with lipids and also to render self-assembly of lipids to a target protein. Herein, we report a facile method of conjugating proteins with lipid-fused peptides under homogeneous physiological conditions by using the microbial transglutaminase (MTG) reaction. MTG catalyzes the cross-linking reaction between a specific glutamine (Q) in a protein and a lysine (K) in newly designed lipid-fused peptides. The water-soluble peptide substrates for lipid modification, C14-X-MRHKGS, were newly synthesized, where C14, X, and MRHKGS represent myristic acid, linker peptides composed of G, P, or S, and MTG-reactive K surrounded with basic amino acids, respectively. The MTG-mediated cross-linking reaction between a protein fused with LLQG at the C-terminus and C14-X-MRHKGS (5 molar eq) dissolved in a phosphate saline solution resulted in lipid-protein conjugates with yields of 70 to 100%. The anchoring ability of the obtained lipid-protein conjugates to cell membranes was dependent on the number of G residues in the GnS linker, suggesting that self-assembly and hydrophobicity of the GnS motif serves to enhance membrane anchoring of lipid-protein conjugates.. |
| 184. | Mari Takahara, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Design of Lipid-Protein Conjugates Using Amphiphilic Peptide Substrates of Microbial Transglutaminase, ACS Applied Bio Materials, 10.1021/acsabm.8b00271, 1, 6, 1823-1829, 2018.12, Copyright © 2018 American Chemical Society. Lipid modification of proteins plays a significant role in regulating the cellular environment. Mimicking natural lipidated proteins is a key technique for assessing the function of proteins modified with lipids and also to render self-assembly of lipids to a target protein. Herein, we report a facile method of conjugating proteins with lipid-fused peptides under homogeneous physiological conditions by using the microbial transglutaminase (MTG) reaction. MTG catalyzes the cross-linking reaction between a specific glutamine (Q) in a protein and a lysine (K) in newly designed lipid-fused peptides. The water-soluble peptide substrates for lipid modification, C14-X-MRHKGS, were newly synthesized, where C14, X, and MRHKGS represent myristic acid, linker peptides composed of G, P, or S, and MTG-reactive K surrounded with basic amino acids, respectively. The MTG-mediated cross-linking reaction between a protein fused with LLQG at the C-terminus and C14-X-MRHKGS (5 molar eq) dissolved in a phosphate saline solution resulted in lipid-protein conjugates with yields of 70 to 100%. The anchoring ability of the obtained lipid-protein conjugates to cell membranes was dependent on the number of G residues in the GnS linker, suggesting that self-assembly and hydrophobicity of the GnS motif serves to enhance membrane anchoring of lipid-protein conjugates.. |
| 185. | Wakabayashi Rie, Suehiro Ayumi, Goto Masahiro, Kamiya Noriho, Designer aromatic peptide amphiphiles for self-assembly and enzymatic display of proteins with morphology control, Chemical Communications, accepted., 2018.12. |
| 186. | Noriho Kamiya, Yuki Ohama, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Liquid Marbles as an Easy-to-Handle Compartment for Cell-Free Synthesis and In Situ Immobilization of Recombinant Proteins., Biotechnology journal, 10.1002/biot.201800085, 13, 12, e1800085, 2018.12, Liquid marble (LM), a self-standing micro-scale aqueous droplet, emerges as a micro-bioreactor in biological applications. Herein, the potential of LM as media for cell-free synthesis and simultaneous immobilization of recombinant proteins is explored. Initially, formation of hydrogel marble (HM) by using an enzymatic disulfide-based hydrogelation technique is confirmed by incorporating three components, horseradish peroxidase (HRP), a tetra-thiolated poly(ethylene glycol) derivative, and glycyl-L-tyrosine, in LM. The compatibility of the enzymatic hydrogelation with cell-free protein synthesis in LM is then validated. Although the hydrogelation reduces the level of protein synthesis in LM when compared with that in a test tube, the biosynthesis of enhanced green fluorescent protein (EGFP) is achieved. Interestingly, EGFP synthesized in LM is entrapped in the HM, and the introduction of a cysteine residue to EGFP by genetic engineering further increases the amount of protein immobilization in the hydrogel matrices. These results suggest that the cell-free synthesis and HRP-catalyzed hydrogelation can be conducted in parallel in LM, and the eventual entrapment of the key components in HM is possible. Facile recovery of macromolecular products immobilized in HM by degrading the hydrogel network under reducing conditions should lead to the design of an easy-to-handle system to screen protein functions.. |
| 187. | 田原義朗, 後藤雅宏, S/O技術によるペプチドの経皮吸収, COSMETIC STAGE, 13, 2, 48-52, 2018.12. |
| 188. | Dani Permana, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Laccase-catalyzed bioconjugation of tyrosine-tagged functional proteins, Journal of Bioscience and Bioengineering, 10.1016/j.jbiosc.2018.05.013, 126, 5, 559-566, 2018.11, [URL], The site-specific cross-linking of functional proteins creates macromolecular assemblies that exhibit unique biochemical and/or physicochemical properties. Herein, we explored the potential of laccase as a biocatalyst for the site-specific cross-linking of tyrosine-tagged proteins. Trametes sp. laccase (TL) was selected as the cross-linking catalyst, and Escherichia coli alkaline phosphatase (BAP) and antibody-binding proteins (pG2pAs) were employed as model proteins. The protein models were genetically fused to a peptide tag containing a tyrosine residue (Y-tag) at the N- and/or C-termini. Proteins without Y-tags were used as controls. The Y-tagged proteins could be recognized by TL as macromolecular substrates, leading to the oxidative formation of protein polymers, whereas no polymerization was observed with intact BAP or pG2pA. The TL-catalyzed cross-linking of Y-tagged proteins proceeded at a relatively high pH in comparison with that of small phenolic substrates. Co-polymers of BAP and pG2pA were able to be prepared by mixing the aqueous solution of each component in the presence of TL. A combination of bis-Y-tagged pG2pA (Y-pG2pA-Y) and Y-tagged BAP (BAP-Y) yielded functional co-polymers compatible with enzyme-linked immunosorbent assay (ELISA). The detection limit of the ELISA of ovalbumin with anti-OVA IgG depended on the molar ratio of BAP-Y and Y-pG2pA-Y in the TL-catalyzed cross-linking reaction. A high molar ratio of BAP-Y to Y-pG2pA-Y (75:1) resulted in the highest absorbance in the ELISA. The results suggested that the formation of a bifunctional protein polymer with a high molar ratio of signaling unit to antibody-binding unit gave better performance in antigen detection than using lower ratios.. |
| 189. | Maha Sharaf, Wataru Yoshida, Fukiko Kubota, Masahiro Goto, Selective Extraction of Scandium by a Long Alkyl Chain Carboxylic Acid/Organophosphonic Ester Binary Extractant, Solvent Extraction and Ion Exchange, 10.1080/07366299.2018.1532139, 36, 7, 647-657, 2018.11, [URL], The organophosphorus extractant 2-ethylhexylphosphonic acid mono-2-ethylhexyl ester (PC88A) is widely used for solvent extraction of rare earth elements in an acidic leaching solution, but stripping of the loaded metals is difficult because of the high affinity between the metals and the extractant. Adding 100 times the concentration of neodecanoic acid (Versatic 10) to the extractant solution reduces the extraction ability for scandium (Sc) and enables quantitative stripping of the loaded Sc with a mild acidic solution, such as a 1 M mineral acid. The loading capacity is dependent on the PC88A concentration, so PC88A is the main species responsible for Sc extraction in the binary mixture. Nuclear magnetic resonance spectroscopy (NMR) of the organic phases suggests a potential interaction between the mixed extractants through the change in the hydrogen bonding. This causes an antagonistic effect and facilitates efficient Sc stripping from the extractant solution, so this method could be used for scandium recovery in industry.. |
| 190. | Dani Permana, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Laccase-catalyzed bioconjugation of tyrosine-tagged functional proteins., Journal of bioscience and bioengineering, 10.1016/j.jbiosc.2018.05.013, 126, 5, 559-566, 2018.11, The site-specific cross-linking of functional proteins creates macromolecular assemblies that exhibit unique biochemical and/or physicochemical properties. Herein, we explored the potential of laccase as a biocatalyst for the site-specific cross-linking of tyrosine-tagged proteins. Trametes sp. laccase (TL) was selected as the cross-linking catalyst, and Escherichia coli alkaline phosphatase (BAP) and antibody-binding proteins (pG2pAs) were employed as model proteins. The protein models were genetically fused to a peptide tag containing a tyrosine residue (Y-tag) at the N- and/or C-termini. Proteins without Y-tags were used as controls. The Y-tagged proteins could be recognized by TL as macromolecular substrates, leading to the oxidative formation of protein polymers, whereas no polymerization was observed with intact BAP or pG2pA. The TL-catalyzed cross-linking of Y-tagged proteins proceeded at a relatively high pH in comparison with that of small phenolic substrates. Co-polymers of BAP and pG2pA were able to be prepared by mixing the aqueous solution of each component in the presence of TL. A combination of bis-Y-tagged pG2pA (Y-pG2pA-Y) and Y-tagged BAP (BAP-Y) yielded functional co-polymers compatible with enzyme-linked immunosorbent assay (ELISA). The detection limit of the ELISA of ovalbumin with anti-OVA IgG depended on the molar ratio of BAP-Y and Y-pG2pA-Y in the TL-catalyzed cross-linking reaction. A high molar ratio of BAP-Y to Y-pG2pA-Y (75:1) resulted in the highest absorbance in the ELISA. The results suggested that the formation of a bifunctional protein polymer with a high molar ratio of signaling unit to antibody-binding unit gave better performance in antigen detection than using lower ratios.. |
| 191. | 田原義朗, 後藤雅宏, Solid-in-Oil(S/O)化技術と経皮ワクチンへの応用, PHARM TECH JAPAN, 34, 14, 199-202, 2018.11. |
| 192. | Mansoor Ul Hassan Shah, Magaret Sivapragasam, Muhammad Moniruzzaman, Md Mahabubur Rahman Talukder, Suzana Bt Yusup, Masahiro Goto, Aggregation behavior and antimicrobial activity of a micellar system of binary ionic liquids, Journal of Molecular Liquids, 10.1016/j.molliq.2018.06.101, 266, 568-576, 2018.09, [URL], Ionic liquid (IL) surfactants have attracted great attention as potential alternatives to conventional surfactants because of their unique tailor-made physicochemical properties. However, in most cases, the aggregations formed by single IL surfactants in aqueous media are unstable, even when using a large amount of surfactant. To address this limitation, here we investigated the aggregation behavior of binary IL surfactant micelles composed of the ILs choline oleate ([Cho][Ol]) and choline laurate ([Cho][Lau]) in aqueous media using tensiometry and dynamic light scattering measurements. Micellar and interfacial parameters including critical micelle concentration (cmc), micellar interaction parameters (β), activity coefficients (f1 and f2), surface excess concentration (Гmax), minimum surface area per molecule (Amin), and the size of surfactant aggregates were studied. In addition, various thermodynamic parameters such as the Gibbs free energy of micellization (∆Go mic), standard Gibbs free energy of adsorption (∆Go ad), molar free energy (Gmin), and the excess Gibbs free energy of micellization (ΔGex) were also evaluated. A non-ideal synergistic interaction was observed for the mixed IL surfactant system, which formed larger micelles (105–120 nm) compared with those formed with a single IL (86–102 nm). The formed micelles were found to be thermodynamically stable with regards to all the mole ratio of ILs system. The antimicrobial activity of the single as well of the mixed IL system against Gram-positive and -negative bacteria displayed a low toxicity profile that fell in the range of “practically harmless” (100–1000 mg L−1). The results suggested that the micellar system composed of mixed IL surfactants provides unique physical, chemical, and biological properties may offer novel opportunities for various applications such as oil dispersants.. |
| 193. | 田原義朗, 後藤雅宏, イオン液体を用いたDDSと経皮デリバリーへの応用の現状, Drug Delivery System, 33, 4, 303-310, 2018.09. |
| 194. | Takahara Mari, Wakabayashi Rie, Minamihata Kosuke, Goto Masahiro, Kamiya Noriho, Design of lipid-protein conjugate with a self-assembling ability on a cell membrane by using microbial transglutaminase reaction, ACS Appl. Bio Mater., accepted. DOI: 10.1021/acsabm.8b00271., 2018.08. |
| 195. | Rahman Md. Moshikur, Md. Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Masahiro Goto, Characterization and cytotoxicity evaluation of biocompatible amino acid esters used to convert salicylic acid into ionic liquids, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2018.05.021, 546, 1-2, 31-38, 2018.07, The technological utility of active pharmaceutical ingredients (APIs) is greatly enhanced when they are transformed into ionic liquids (ILs). API-ILs have better solubility, thermal stability, and the efficacy in topical delivery than solid or crystalline drugs. However, toxicological issue of API-ILs is the main challenge for their application in drug delivery. To address this issue, 11 amino acid esters (AAEs) were synthesized and investigated as biocompatible counter cations for the poorly water-soluble drug salicylic acid (Sal) to form Sal-ILs. The AAEs were characterized using 1H and 13C NMR, FTIR, elemental, and thermogravimetric analyses. The cytotoxicities of the AAE cations, Sal-ILs, and free Sal were investigated using mammalian cell lines (L929 and HeLa). The toxicities of the AAE cations greatly increased with inclusion of long alkyl chains, sulfur, and aromatic rings in the side groups of the cations. Ethyl esters of alanine, aspartic acid, and proline were selected as a low cytotoxic AAE. The cytotoxicities of the Sal-ILs drastically increased compared with the AAEs on incorporation of Sal into the cations, and were comparable to that of free Sal. Interestingly, the water miscibilities of the Sal-ILs were higher than that of free Sal, and the Sal-ILs were miscible with water at any ratio. A skin permeation study showed that the Sal-ILs penetrated through skin faster than the Sal sodium salt. These results suggest that AAEs could be used in biomedical applications to eliminate the use of traditional toxic solvents for transdermal delivery of poorly water-soluble drugs.. |
| 196. | Yuji Matsumoto, Atsuomi Shundo, Masashi Ohno, Nobutomo Tsuruzoe, Masahiro Goto, Keiji Tanaka, Mesoscopic Heterogeneity in Pore Size of Supramolecular Networks, Langmuir, 10.1021/acs.langmuir.8b00641, 34, 25, 7503-7508, 2018.06, [URL], There has been a considerable interest in developing new types of gels based on a network of fibrous aggregate composed of low molecular weight gelators, also known as supramolecular gels (SMGs). Unlike conventional polymer gels with chemical cross-linking, the network formation in SMGs does not involve any covalent bonds. Thus, the network in SMGs has been often regarded as homogenous or less heterogeneous in comparison with that in chemically cross-linked polymer gels. In this study, we have experimentally verified the existence of the network heterogeneity even in SMGs. The thermal motion of probe particles in SMGs, which were prepared from aqueous dispersions of gelators having a different number of peptide residues, PalGH, PalG2H, and PalG3H, was tracked. The gels were spatially heterogeneous in terms of the network pore size, as evidenced by the variation in the particle motion depending on the location, at which a particle existed. With varying particle size, it was found that the characteristic length scale of the heterogeneity was in the order of (sub)micrometers and was smaller in the order of the PalG2H, PalG3H, and PalGH gels.. |
| 197. | Md Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic-Liquid-Based Paclitaxel Preparation A New Potential Formulation for Cancer Treatment, Molecular pharmaceutics, 10.1021/acs.molpharmaceut.8b00305, 15, 6, 2484-2488, 2018.06, [URL], Paclitaxel (PTX) injection (i.e., Taxol) has been used as an effective chemotherapeutic treatment for various cancers. However, the current Taxol formulation contains Cremophor EL, which causes hypersensitivity reactions during intravenous administration and precipitation by aqueous dilution. This communication reports the preliminary results on the ionic liquid (IL)-based PTX formulations developed to address the aforementioned issues. The formulations were composed of PTX/cholinium amino acid ILs/ethanol/Tween-80/water. A significant enhancement in the solubility of PTX was observed with considerable correlation with the density and viscosity of the ILs, and with the side chain of the amino acids used as anions in the ILs. Moreover, the formulations were stable for up to 3 months. The driving force for the stability of the formulation was hypothesized to be the involvement of different types of interactions between the IL and PTX. In vitro cytotoxicity and antitumor activity of the IL-based formulations were evaluated on HeLa cells. The IL vehicles without PTX were found to be less cytotoxic than Taxol, while both the IL-based PTX formulation and Taxol exhibited similar antitumor activity. Finally, in vitro hypersensitivity reactions were evaluated on THP-1 cells and found to be significantly lower with the IL-based formulation than Taxol. This study demonstrated that specially designed ILs could provide a potentially safer alternative to Cremophor EL as an effective PTX formulation for cancer treatment giving fewer hypersensitivity reactions.. |
| 198. | Md. Raihan Chowdhury, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Muhammad Moniruzzaman, Masahiro Goto, Ionic-Liquid-Based Paclitaxel Preparation: A New Potential Formulation for Cancer Treatment, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.8b00305, 15, 6, 2484-2488, 2018.06, Paclitaxel (PTX) injection (i.e., Taxol) has been used as an effective chemotherapeutic treatment for various cancers. However, the current Taxol formulation contains Cremophor EL, which causes hypersensitivity reactions during intravenous administration and precipitation by aqueous dilution. This communication reports the preliminary results on the ionic liquid (IL)-based PTX formulations developed to address the aforementioned issues. The formulations were composed of PTX/cholinium amino acid ILs/ethanol/Tween-80/water. A significant enhancement in the solubility of PTX was observed with considerable correlation with the density and viscosity of the ILs, and with the side chain of the amino acids used as anions in the ILs. Moreover, the formulations were stable for up to 3 months. The driving force for the stability of the formulation was hypothesized to be the involvement of different types of interactions between the IL and PTX. In vitro cytotoxicity and antitumor activity of the IL-based formulations were evaluated on HeLa cells. The IL vehicles without PTX were found to be less cytotoxic than Taxol, while both the IL-based PTX formulation and Taxol exhibited similar antitumor activity. Finally, in vitro hypersensitivity reactions were evaluated on THP-1 cells and found to be significantly lower with the IL-based formulation than Taxol. This study demonstrated that specially designed ILs could provide a potentially safer alternative to Cremophor EL as an effective PTX formulation for cancer treatment giving fewer hypersensitivity reactions.. |
| 199. | Safrina Dyah Hardiningtyas, Rie Wakabayashi, Momoko Kitaoka, Yoshiro Tahara, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Mechanistic investigation of transcutaneous protein delivery using solid-in-oil nanodispersion: A case study with phycocyanin., European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 10.1016/j.ejpb.2018.01.020, 127, 44-50, 2018.06, Phycocyanin (PC), a water-soluble protein-chromophore complex composed of hexameric (αβ)6 subunits, has important biological functions in blue-green algae as well as pharmacological activities in biomedicine. We have previously developed a solid-in-oil (S/O) nanodispersion method to deliver biomacromolecules through the skin, although the transcutaneous mechanism has not yet been fully elucidated. To study the mechanism of transcutaneous protein delivery, we therefore enabled S/O nanodispersion by coating PC with hydrophobic surfactants and evaluated how the proteinaceous macromolecules formulated in an oil phase might permeate the skin. The extent of S/O nanodispersion of PC was dependent on the type of surfactant, suggesting that the selection of a suitable surfactant is crucial for encapsulating a large protein having a subunit structure. By measuring the intrinsic fluorescence of PC, we found that S/O nanodispersion facilitated the accumulation of PC in the stratum corneum (SC) of Yucatan micropig skin. Furthermore, after crossing the SC layer, the fluorescent recovery of PC was evident, indicating the release of the biologically active form of PC from the SC into the deeper skin layer.. |
| 200. | Yuji Matsumoto, Atsuomi Shundo, Masashi Ohno, Nobutomo Tsuruzoe, Masahiro Goto, Keiji Tanaka, Mesoscopic Heterogeneity in Pore Size of Supramolecular Networks, Langmuir, 10.1021/acs.langmuir.8b00641, 34, 25, 7503-7508, 2018.06, There has been a considerable interest in developing new types of gels based on a network of fibrous aggregate composed of low molecular weight gelators, also known as supramolecular gels (SMGs). Unlike conventional polymer gels with chemical cross-linking, the network formation in SMGs does not involve any covalent bonds. Thus, the network in SMGs has been often regarded as homogenous or less heterogeneous in comparison with that in chemically cross-linked polymer gels. In this study, we have experimentally verified the existence of the network heterogeneity even in SMGs. The thermal motion of probe particles in SMGs, which were prepared from aqueous dispersions of gelators having a different number of peptide residues, PalGH, PalG2H, and PalG3H, was tracked. The gels were spatially heterogeneous in terms of the network pore size, as evidenced by the variation in the particle motion depending on the location, at which a particle existed. With varying particle size, it was found that the characteristic length scale of the heterogeneity was in the order of (sub)micrometers and was smaller in the order of the PalG2H, PalG3H, and PalGH gels.. |
| 201. | Mochamad L Firmansyah, Fukiko Kubota, Masahiro Goto, Solvent extraction of Pt(IV), Pd(II), and Rh(III) with the ionic liquid trioctyl(dodecyl) phosphonium chloride, Journal of Chemical Technology and Biotechnology, 10.1002/jctb.5544, 93, 6, 1714-1721, 2018.06, BACKGROUND: Recycling of spent platinum group metals (PGMs) has attracted much attention in order to overcome the problems associated with the low natural abundance of these resources. To recycle such metals, efficient hydrometallurgical processes are required. To improve the efficiency of these processes, we have designed a new phosphonium-based ionic liquid as an extraction solvent. This paper reports on the potential use of the ionic liquid for extraction and separation of PGMs, namely Pt(IV), Pd(II), and Rh(III). RESULTS: An ionic liquid, trioctyl(dodecyl)phosphonium chloride, P88812Cl, which was newly synthesized, showed highly efficient extraction for Pt(IV), Pd(II), and Rh(III). P88812Cl features several advantages as an extraction solvent, such as high hydrophobicity and low viscosity compared with those features of a commercial analogue, trihexyl(tetradecyl)phosphonium chloride (P66614Cl). The favorable features of our novel ionic liquid were reflected by its high extraction efficiency and low release of phosphorus from the ionic liquid into the aqueous feed solution. Stripping operations were possible, and the high reusability of the ionic liquid was confirmed. CONCLUSION: The novel ionic liquid P88812Cl is potentially useful as an extraction solvent for PGMs. Results highlight the strengths of ionic liquids and the tuneability of their properties through design of their molecular structure. © 2017 Society of Chemical Industry.. |
| 202. | Yusuke Sasaki, Satoru Iwasa, Shunsuke Okazaki, Masahiro Goto, Yasushi Kojima, Atsushi Naganuma, Kengo Nagashima, Yushi Nagai, Hidekazu Hirano, Yoshitaka Honma, Atsuo Takashima, Ken Kato, Tetsuya Hamaguchi, A phase II study of combination therapy with oral S-1 and cisplatin in elderly patients with advanced gastric cancer, Gastric Cancer, 10.1007/s10120-017-0753-2, 21, 3, 439-445, 2018.05, Background: A combination of S-1 and cisplatin is recognized as one of the standard first-line chemotherapy regimens for patients with advanced gastric cancer. However, demographic analyses of pivotal phase III studies have showed that only a minority of treated patients were aged 76 years or older. The purpose of this phase II study was to evaluate the safety and efficacy of combination therapy with S-1 and cisplatin in elderly patients with chemotherapy-naive advanced gastric cancer. Methods: Patients aged 76 years or older received S-1 40 mg/m2 orally twice daily for 21 days and cisplatin 60 mg/m2 intravenously infused at day 8 of each 35-day cycle. Dose modification was performed according to creatinine clearance. The primary endpoint was overall survival (OS). Secondary endpoints included response rate, progression-free survival (PFS), time to treatment failure (TTF), and adverse events. Results: A total of 40 patients were enrolled. Median OS was 12.3 months, PFS was 7.8 months, and TTF was 4.3 months. The response rate was 54%. The most common grade 3–4 adverse events were anorexia (25%), neutropenia (23%), hyponatremia (20%), anemia (18%), and febrile neutropenia (8%). No treatment-related death occurred. Conclusions: Combination chemotherapy with S-1 and cisplatin is an effective and well-tolerated regimen for elderly patients with advanced gastric cancer when the dose is adjusted according to renal function.. |
| 203. | 若林里衣, 小坂秀斗, 後藤雅宏, イオン液体と膜技術の接点を探る イオン液体の経皮吸収促進効果を利用したドラッグデリバリーシステム, Membrane, 10.5360/membrane.43.108, 43, 3, 108‐114, 2018.05. |
| 204. | Mochamad L. Firmansyah, Fukiko Kubota, Masahiro Goto, Solvent extraction of Pt(IV), Pd(II), and Rh(III) with the ionic liquid trioctyl(dodecyl) phosphonium chloride, Journal of Chemical Technology and Biotechnology, 10.1002/jctb.5544, 93, 6, 1714-1721, 2018.04, [URL], BACKGROUND: Recycling of spent platinum group metals (PGMs) has attracted much attention in order to overcome the problems associated with the low natural abundance of these resources. To recycle such metals, efficient hydrometallurgical processes are required. To improve the efficiency of these processes, we have designed a new phosphonium-based ionic liquid as an extraction solvent. This paper reports on the potential use of the ionic liquid for extraction and separation of PGMs, namely Pt(IV), Pd(II), and Rh(III). RESULTS: An ionic liquid, trioctyl(dodecyl)phosphonium chloride, P88812Cl, which was newly synthesized, showed highly efficient extraction for Pt(IV), Pd(II), and Rh(III). P88812Cl features several advantages as an extraction solvent, such as high hydrophobicity and low viscosity compared with those features of a commercial analogue, trihexyl(tetradecyl)phosphonium chloride (P66614Cl). The favorable features of our novel ionic liquid were reflected by its high extraction efficiency and low release of phosphorus from the ionic liquid into the aqueous feed solution. Stripping operations were possible, and the high reusability of the ionic liquid was confirmed. CONCLUSION: The novel ionic liquid P88812Cl is potentially useful as an extraction solvent for PGMs. Results highlight the strengths of ionic liquids and the tuneability of their properties through design of their molecular structure.. |
| 205. | Muhamad Alif Razi, Rie Wakabayashi, Yoshiro Tahara, Masahiro Goto, Noriho Kamiya, Genipin-stabilized caseinatehitosan nanoparticles for enhanced stability and anti-cancer activity of curcumin, Colloids and Surfaces B: Biointerfaces, 10.1016/j.colsurfb.2018.01.041, 164, 308-315, 2018.04, Nanoparticles formed by the assembly of protein and polysaccharides are of great interest for the delivery of hydrophobic molecules. Herein, the formation of genipin-crosslinked nanoparticles from caseinate (CS) and chitosan (CH) is reported for the delivery of curcumin, a polyphenolic compound from turmeric, to cells. Genipin-crosslinked CS-CH nanoparticles (G-CCNPs) having a diameter of ∼250 nm and a low polydispersity index showed excellent stability over a wide pH range, as indicated by dynamic light scattering and transmission electron microscopic measurements. Cellular uptake of curcumin loaded into G-CCNPs by HeLa cells was improved, as measured by confocal laser scanning microscopy (CLSM) and fluorescence-activated cell-sorting analysis. Cell proliferation assays indicated that G-CCNPs were nontoxic and that curcumin's anticancer activity in vitro was also improved by G-CCNPs. Stability of curcumin at neutral pH was enhanced by G-CCNPs. CLSM study revealed that G-CCNPs were poorly internalized by HeLa cells, possibly because of strong cell membrane interactions and a negative zeta potential. Overall, our results suggested that the enhanced curcumin cytotoxicity might be associated with the enhanced stability of curcumin by G-CCNPs and free curcumin released from G-CCNPs into the cell. These biocompatible NPs might be suitable carriers for enhancing curcumin's therapeutic potential.. |
| 206. | Masahiro Goto, Yibin Xu, Tianzhuo Zhan, Michiko Sasaki, Chikashi Nishimura, Yohei Kinoshita, Mamoru Ishikiriyama, Ultra-low thermal conductivity of high-interface density Si/Ge amorphous multilayers, Applied Physics Express, 10.7567/APEX.11.045202, 11, 4, 2018.04, © 2018 The Japan Society of Applied Physics. Owing to their phonon scattering and interfacial thermal resistance (ITR) characteristics, inorganic multilayers (MLs) have attracted considerable attention for thermal barrier applications. In this study, a-Si/a-Ge MLs with layer thicknesses ranging from 0.3 to 5 nm and different interfacial elemental mixture states were fabricated using a combinatorial sputter-coating system, and their thermal conductivities were measured via a frequency-domain thermo-reflectance method. An ultra-low thermal conductivity of κ = 0.29 ± 0.01 W K-1 m-1 was achieved for a layer thickness of 0.8 nm. The ITR was found to decrease from 8.5 × 10-9 to 3.6 × 10-9 m2 K W-1 when the interfacial density increases from 0.15 to 0.77 nm-1.. |
| 207. | Rahman Md Moshikur, Md Raihan Chowdhury, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Masahiro Goto, Characterization and cytotoxicity evaluation of biocompatible amino acid esters used to convert salicylic acid into ionic liquids, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2018.05.021, 546, 1-2, 31-38, 2018.03, [URL], The technological utility of active pharmaceutical ingredients (APIs) is greatly enhanced when they are transformed into ionic liquids (ILs). API-ILs have better solubility, thermal stability, and the efficacy in topical delivery than solid or crystalline drugs. However, toxicological issue of API-ILs is the main challenge for their application in drug delivery. To address this issue, 11 amino acid esters (AAEs) were synthesized and investigated as biocompatible counter cations for the poorly water-soluble drug salicylic acid (Sal) to form Sal-ILs. The AAEs were characterized using 1H and 13C NMR, FTIR, elemental, and thermogravimetric analyses. The cytotoxicities of the AAE cations, Sal-ILs, and free Sal were investigated using mammalian cell lines (L929 and HeLa). The toxicities of the AAE cations greatly increased with inclusion of long alkyl chains, sulfur, and aromatic rings in the side groups of the cations. Ethyl esters of alanine, aspartic acid, and proline were selected as a low cytotoxic AAE. The cytotoxicities of the Sal-ILs drastically increased compared with the AAEs on incorporation of Sal into the cations, and were comparable to that of free Sal. Interestingly, the water miscibilities of the Sal-ILs were higher than that of free Sal, and the Sal-ILs were miscible with water at any ratio. A skin permeation study showed that the Sal-ILs penetrated through skin faster than the Sal sodium salt. These results suggest that AAEs could be used in biomedical applications to eliminate the use of traditional toxic solvents for transdermal delivery of poorly water-soluble drugs.. |
| 208. | Safrina Dyah Hardiningtyas, Rie Wakabayashi, Momoko Kitaoka, Yoshiro Tahara, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Mechanistic investigation of transcutaneous protein delivery using solid-in-oil nanodispersion A case study with phycocyanin, European Journal of Pharmaceutics and Biopharmaceutics, 10.1016/j.ejpb.2018.01.020, 127, 44-50, 2018.03, [URL], Phycocyanin (PC), a water-soluble protein-chromophore complex composed of hexameric (αβ)6 subunits, has important biological functions in blue-green algae as well as pharmacological activities in biomedicine. We have previously developed a solid-in-oil (S/O) nanodispersion method to deliver biomacromolecules through the skin, although the transcutaneous mechanism has not yet been fully elucidated. To study the mechanism of transcutaneous protein delivery, we therefore enabled S/O nanodispersion by coating PC with hydrophobic surfactants and evaluated how the proteinaceous macromolecules formulated in an oil phase might permeate the skin. The extent of S/O nanodispersion of PC was dependent on the type of surfactant, suggesting that the selection of a suitable surfactant is crucial for encapsulating a large protein having a subunit structure. By measuring the intrinsic fluorescence of PC, we found that S/O nanodispersion facilitated the accumulation of PC in the stratum corneum (SC) of Yucatan micropig skin. Furthermore, after crossing the SC layer, the fluorescent recovery of PC was evident, indicating the release of the biologically active form of PC from the SC into the deeper skin layer.. |
| 209. | Muhamad Alif Razi, Rie Wakabayashi, Yoshiro Tahara, Masahiro Goto, Noriho Kamiya, Genipin-stabilized caseinatehitosan nanoparticles for enhanced stability and anti-cancer activity of curcumin, Colloids and Surfaces B: Biointerfaces, 10.1016/j.colsurfb.2018.01.041, 164, 308-315, 2018.03, [URL], Nanoparticles formed by the assembly of protein and polysaccharides are of great interest for the delivery of hydrophobic molecules. Herein, the formation of genipin-crosslinked nanoparticles from caseinate (CS) and chitosan (CH) is reported for the delivery of curcumin, a polyphenolic compound from turmeric, to cells. Genipin-crosslinked CS-CH nanoparticles (G-CCNPs) having a diameter of ∼250 nm and a low polydispersity index showed excellent stability over a wide pH range, as indicated by dynamic light scattering and transmission electron microscopic measurements. Cellular uptake of curcumin loaded into G-CCNPs by HeLa cells was improved, as measured by confocal laser scanning microscopy (CLSM) and fluorescence-activated cell-sorting analysis. Cell proliferation assays indicated that G-CCNPs were nontoxic and that curcumin's anticancer activity in vitro was also improved by G-CCNPs. Stability of curcumin at neutral pH was enhanced by G-CCNPs. CLSM study revealed that G-CCNPs were poorly internalized by HeLa cells, possibly because of strong cell membrane interactions and a negative zeta potential. Overall, our results suggested that the enhanced curcumin cytotoxicity might be associated with the enhanced stability of curcumin by G-CCNPs and free curcumin released from G-CCNPs into the cell. These biocompatible NPs might be suitable carriers for enhancing curcumin's therapeutic potential.. |
| 210. | Rie Wakabayashi, Masato Sakuragi, Shuto Kozaka, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-Oil Peptide Nanocarriers for Transcutaneous Cancer Vaccine Delivery against Melanoma, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.7b00894, 15, 3, 955-961, 2018.03, [URL], Cancer vaccines represent a prophylactic or therapeutic method of suppressing cancer by activating the adaptive immune system. The immune response is initiated by the delivery of tumor antigens to antigen presenting cells (APCs). The use of peptides as vaccine antigens is advantageous, especially in the availability and productivity of pure and defined antigens. However, their limited immunogenicity remains a major drawback, and therefore, the utilization of nanocarriers as a means of delivering antigens to target cells and/or the addition of immune stimulants have been investigated as an efficient peptide-based cancer vaccine. We have developed a solid-in-oil (S/O) nanodispersion as a transcutaneous nanocarrier for hydrophilic molecules. This system has attractive features as a peptide nanocarrier for cancer vaccines, including transcutaneous targeting of professional APCs in the skin, high encapsulation efficacy of hydrophilic molecules, and capacity for coloading with a variety of immune stimulants such as adjuvants. We therefore sought to utilize the developed S/O nanodispersion for the delivery of the tyrosine-related protein 2 peptide, TRP-2180-188, as a peptide antigen against melanoma. Transcutaneous vaccination of the S/O nanodispersion coloaded with adjuvant R-848 was associated with a significant inhibition of melanoma growth and suppression of lung metastasis in tumor-bearing mice. Our findings indicate the potential of S/O nanodispersions as an endogenous peptide carrier for cancer vaccines.. |
| 211. | 田原義朗, 後藤雅宏, S/O 技術による皮膚浸透促進と化粧品開発, 月刊ファインケミカル, 47, 3, pp.38-44, 2018.03. |
| 212. | Rie Wakabayashi, Masato Sakuragi, Shuto Kozaka, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-Oil Peptide Nanocarriers for Transcutaneous Cancer Vaccine Delivery against Melanoma, Molecular Pharmaceutics, 10.1021/acs.molpharmaceut.7b00894, 15, 3, 955-961, 2018.03, Cancer vaccines represent a prophylactic or therapeutic method of suppressing cancer by activating the adaptive immune system. The immune response is initiated by the delivery of tumor antigens to antigen presenting cells (APCs). The use of peptides as vaccine antigens is advantageous, especially in the availability and productivity of pure and defined antigens. However, their limited immunogenicity remains a major drawback, and therefore, the utilization of nanocarriers as a means of delivering antigens to target cells and/or the addition of immune stimulants have been investigated as an efficient peptide-based cancer vaccine. We have developed a solid-in-oil (S/O) nanodispersion as a transcutaneous nanocarrier for hydrophilic molecules. This system has attractive features as a peptide nanocarrier for cancer vaccines, including transcutaneous targeting of professional APCs in the skin, high encapsulation efficacy of hydrophilic molecules, and capacity for coloading with a variety of immune stimulants such as adjuvants. We therefore sought to utilize the developed S/O nanodispersion for the delivery of the tyrosine-related protein 2 peptide, TRP-2180-188, as a peptide antigen against melanoma. Transcutaneous vaccination of the S/O nanodispersion coloaded with adjuvant R-848 was associated with a significant inhibition of melanoma growth and suppression of lung metastasis in tumor-bearing mice. Our findings indicate the potential of S/O nanodispersions as an endogenous peptide carrier for cancer vaccines.. |
| 213. | Uju, Agung Tri Wijayanta, Masahiro Goto, Noriho Kamiya, High yield hydrolysis of seaweed-waste biomass using peracetic acid and ionic liquid treatments, AIP Conference Proceedings, 10.1063/1.5024058, 1931, 2018.02, Seaweed is one of the most promising bioethanol feedstocks. This water plant has high carbohydrate content but low lignin content, as a result it will be easier to be hydrolysed. This paper described hydrolysis of seaweed-waste biomass from the carrageenan (SWBC) industry using enzymatic saccharification or ionic liquids-HCl hydrolysis. In the first work, SWBC pretreated by peracetic acid (PAA) followed by ionic liquid (IL) caused enhance the cellulose conversion of enzymatic saccharification. At 48h saccharification, the value conversion almost reached 100%. In addition, the untreated SWBC also produced the cellulose conversion 77%. In the second work, SWBC or Bagasse with or without pretreated by PAA was hydrolyzed using ILs-HCl hydrolysis. The ILs used were 1-buthyl-3-methylpyridium chloride, [Bmpy][Cl] and 1-butyl-3-metyl imidazolium chloride ([Bmim][Cl]). [Bmpy][Cl]-HCl hydrolysis produced higher cellulose conversion than [Bmim][Cl]-HCl hydrolysis. The phenomenon was clearly observed on the Bagasse, which without pretreated by PAA. Furthermore, SWBC hydrolyzed by both ILs in the presence low concentration of HCl produced cellulose conversion 70-98% at 60-90 min of hydrolysis time. High cellulose conversion of SWBC on the both hydrolysis was caused by SWBC had the low lignin (4%). Moreover, IL treatments caused lowering of cellulose hydrogen bonds or even changed the cellulose characteristics from cellulose I to cellulose II which easily to be hydrolyzed. In the case of [Bmpy][Cl], this IL may reduce the degree polymerization of celluloses.. |
| 214. | Maha Sharaf, Wataru Yoshida, Fukiko Kubota, Spas D. Kolev, Masahiro Goto, A polymer inclusion membrane composed of the binary carrier PC-88A and Versatic 10 for the selective separation and recovery of Sc, RSC Advances, 10.1039/c7ra12697b, 8, 16, 8631-8637, 2018.01, [URL], This study reports on the selective separation of scandium (Sc) from other rare earth metals (REMs) using a polymer inclusion membrane (PIM). The PIM prepared with PC-88A (2-ethylhexyl hydrogen-2-ethylhexylphosphonate) alone as the carrier showed high extractability but the poor back-extraction of the extracted Sc3+ ions did not allow the transport of these ions to the receiving solution of a membrane transport system. To overcome this problem, a novel approach was introduced using a mixture of carriers that allowed Sc3+ transport into the receiving solution. A cellulose triacetate (CTA) based PIM containing both PC-88A and Versatic 10 (decanoic acid) as carriers and dioctyl phthalate (DOP) as a plasticizer was prepared for the selective separation of Sc3+ from other REM ions in nitrate media. The membrane composition was optimized and the effect of operational parameters such as pH of the feed solution and composition of the receiving solution was explored. The flux at the membrane/feed solution interface was found to depend significantly on the carrier concentration in the PIM, pH of the feed solution and the receiving solution acidity. The newly developed PIM allowed quantitative and selective transport of Sc3+ thus demonstrating its suitability for the selective recovery of this metal.. |
| 215. | M. Moniruzzaman, H. Mahmood, Masahiro Goto, Ionic Liquid Based Nanocarriers for Topical and Transdermal Drug Delivery, Ionic Liquid Devices, 10.1039/9781788011839-00390, 390-403, 2018.01, [URL], In the pharmaceutical industry, there are challenges in topical and transdermal administration of drugs, which are sparingly soluble in water and most organic solvents. Ionic liquids (ILs) have been found to be very effective for dissolution of sparingly soluble drugs. However, hydrophilic IL-borne drugs cannot penetrate into or across the skin because of the highly hydrophobic barrier function of the outer skin. In this chapter we report a novel IL-in-oil (IL/o) microemulsion (ME) that is able to dissolve a significant amount of sparingly soluble drug, acyclovir, in the IL core while the continuous oil phase can provide the desired features for topical/transdermal transport through the skin. The ME is composed of a blend of the nonionic surfactants polyoxyethylene sorbitan monooleate (Tween 80) and sorbitan laurate (Span 20), isopropyl myristate (IPM) as an oil phase, and the IL [C1mim][(MeO)2PO2] (dimethylimidazolium dimethylphosphate) as a dispersed phase. The size and size distribution of the aggregates in the MEs were characterized by dynamic light scattering, showing formation of the nanocarrier in the size range 8-34 nm. In vitro drug permeation studies into and across the skin showed that the IL/o ME increased drug administration compared with other formulations. The safety profile of the new carrier was evaluated using a cytotoxicity assay on the human epidermal model LabCyte. We believe that these IL-assisted nonaqueous MEs can serve as a versatile and efficient nanodelivery system for sparingly soluble drug molecules.. |
| 216. | Fukiko Kubota, Riho Kono, Wataru Yoshida, Maha Sharaf, Spas D. Kolev, Masahiro Goto, Recovery of gold ions from discarded mobile phone leachate by solvent extraction and polymer inclusion membrane (PIM) based separation using an amic acid extractant, Separation and Purification Technology, 10.1016/j.seppur.2018.04.031, 2018.01, [URL], This paper reports on the selective separation and recovery of gold ions from leachates of discarded mobile phones using liquid-liquid extraction and a polymer inclusion membrane (PIM) transport system. The collected mobile phones were crushed by a mill and the obtained powder was calcinated. After leaching with aqua regia, the metal composition of the leachate was analyzed by inductively coupled plasma atomic emission spectrometry (ICP-AES). The analysis results confirmed that the mobile phone waste contained 397 g/ton of gold. Liquid-liquid extraction and PIM-based separation procedures for the selective recovery of gold(III) from synthetic and actual leachates were developed. The extracting organic solution and the PIM incorporated the newly synthesized extractant N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) which exhibited high selectivity for the gold(III) ion over the other metal ions present in much higher concentrations in the leachates. The compositions of the feed and receiving solutions in both the liquid-liquid and PIM based extraction and back-extraction of the gold(III) ions were optimized. It was established that optimal extraction required a HCl concentration in the feed solution of 2 mol/L and that a receiving solution containing 0.1 M thiourea in 1 M HCl was capable of back-extracting gold(III) quantitatively. Membrane transport experiments with a synthetic leachate as the feed solution demonstrated that 96% of the gold(III) ions was selectively transported into the receiving solution of the transport cell thus leaving all other metal ions in the leachate.. |
| 217. | Takahiko Kakoi, Kanako Muranaga, Masahiro Goto, Extraction of rhodium by liquid surfactant membranes containing ionic liquid as a carrier from hydrochloric acid solutions, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.18we086, 51, 11, 917-920, 2018.01, [URL], Extraction behavior of rhodium (III) with a liquid surfactant membrane (LSM) containing an ionic liquid, 1-octyl-3-me-thylimidazolium hexafluorophosphate ([Omim][PF 6 ]), as a carrier from hydrochloric acid solutions has been investigated. At the optimum conditions, rhodium was selectively extracted over tin by using LSMs in which [Omim][PF 6 ] acted as the mobile carrier. The effects of important operational parameters on the recovery of rhodium were examined with three different stripping reagents for LSMs. It was found that the use of 2-amino-2- hydroxymethyl-1,3-propanediol (Tris) as a stripping reagent in LSMs was the key for the effective extraction of rhodium.. |
| 218. | Muhamad Alif Razi, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Formation and characterization of caseinate-chitosan nanocomplexes for encapsulation of Curcumin, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.17we293, 51, 5, 445-453, 2018.01, [URL], Curcumin holds promise as a therapeutic agent due to its capability of conferring several pharmacological activities. While curcumin shows efficacy in preclinical studies as an anti-cancer agent, its translation into the clinic as a drug has yet to be realized. One possible reason is its poor solubility and stability in water, which decreases the bioavailability. Here, we report the formation of biocompatible nanocomplexes (NCs) from caseinate (CS) and chitosan (CH) using an electrostatic interaction-based approach to stabilize and enhance water solubility of curcumin. The formation of CS-CH NCs (CCNCs) was studied as a function of CH concentration. We show that positively charged NCs, having size between approx. 250 nm with a narrow distribution was formed by adjusting CH concentration. CCNCs successfully entrapped curcumin with a high entrapment efficiency. Curcumin was possibly located in a hydrophobic region of CS as indicated by a blue-shift in the emission maxima of curcumin. Ultimately, the stability and water solubility of curcumin in CCNCs could be remarkably enhanced. These results suggest that CCNCs would be useful for increasing the potential of curcumin as a preventive or therapeutic agent.. |
| 219. | Yoshiro Tahara, Masahiro Goto, Recent advances of ionic liquids for transdermal drug delivery systems, Drug Delivery System, 10.2745/dds.33.303, 33, 4, 303-310, 2018.01, [URL], Pharmaceutical application of ionic liquids (ILs), which are commonly defined as salt compounds composed of ionic species and melt below 100℃, is an attractive research field in a drug delivery system (DDS). The solubilization ability for insoluble drug molecules is a promising property of ILs. In 2010, it was reported that acyclovir, a sparingly soluble drug, was dissolved in imidazolium-based ILs, and the IL-in-oil microemulsions enhanced the transdermal delivery of acyclovir. The transdermal delivery is the most studied DDS field using ILs and some hydrophobic ILs were confirmed as skin penetration enhancers due to its higher interaction with the hydrophobic skin surface barrier. Utilization of active pharmaceutical ingredients (API) as the ions of ILs is known as an alternative strategy of IL-based DDSs because the API-IL enables to tune their physical or chemical properties of ILs. To improve the transdermal delivery, drugs were robed with hydrophobic counter ions. Recently, biocompatibility has been regarded as one of the most important properties of ILs for the DDS application. Several biomolecule-derived ions such as choline and amino acids were reported to form ILs and the biocompatible ILs were used as a solvent for solubilizing poorly soluble drugs and skin penetration enhancers. These researches suggest that ILs would be a promising solvent for developing a novel DDS.. |
| 220. | Seung Zeon Han, Jee Hyuk Ahn, Young Soo You, Jehyun Lee, Masahiro Goto, Kwangho Kim, Sangshik Kim, Discontinuous precipitation at the deformation band in copper alloy, Metals and Materials International, 10.1007/s12540-017-6626-8, 24, 1, 23-27, 2018.01, The Cu-Ni-Si alloy is known as a precipitation hardening alloy, where the Ni2Si intermetallic compound is precipitated in the matrix during aging. There are two types of precipitation of Ni2Si: continuous and discontinuous cellular. The discontinuous cellular precipitation is generally initiated at interfaces especially grain boundaries in the matrix. To observe the grain boundary effect on the discontinuous precipitation, a large-grained Cu-Ni-Si-Ti alloy was intentionally fabricated by unidirectional solidification and plastically deformed by groove rolling. While discontinuous cellular precipitation has been generally known to occur only at the high angled grain boundaries in the alloys, we found that it was also generated inside the grains, at the deformation bands formed by plastic deformation.. |
| 221. | Takahiko Kakoi, Kanako Muranaga, Masahiro Goto, Extraction of rhodium by liquid surfactant membranes containing ionic liquid as a carrier from hydrochloric acid solutions, Journal of Chemical Engineering of Japan, 10.1252/jcej.18we086, 51, 917-920, 2018.01, Copyright © 2018 The Society of Chemical Engineers, Japan. Extraction behavior of rhodium (III) with a liquid surfactant membrane (LSM) containing an ionic liquid, 1-octyl-3-me-thylimidazolium hexafluorophosphate ([Omim][PF6]), as a carrier from hydrochloric acid solutions has been investigated. At the optimum conditions, rhodium was selectively extracted over tin by using LSMs in which [Omim][PF6] acted as the mobile carrier. The effects of important operational parameters on the recovery of rhodium were examined with three different stripping reagents for LSMs. It was found that the use of 2-amino-2- hydroxymethyl-1,3-propanediol (Tris) as a stripping reagent in LSMs was the key for the effective extraction of rhodium.. |
| 222. | Mari Takahara, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Primary Amine-Clustered DNA Aptamer for DNA-Protein Conjugation Catalyzed by Microbial Transglutaminase, Bioconjugate Chemistry, 10.1021/acs.bioconjchem.7b00594, 28, 12, 2954-2961, 2017.12, [URL], DNA-protein conjugates are promising biomolecules for use in areas ranging from therapeutics to analysis because of the dual functionalities of DNA and protein. Conjugation requires site-specific and efficient covalent bond formation without impairing the activity of both biomolecules. Herein, we have focused on the use of a microbial transglutaminase (MTG) that catalyzes the cross-linking reaction between a glutamine residue and a primary amine. In a model bioconjugation, a highly MTG-reactive Gln (Q)-donor peptide (FYPLQMRG, FQ) was fused to enhanced green fluorescent protein (FQ-EGFP) and a primary amine-clustered DNA aptamer was enzymatically synthesized as a novel acyl-acceptor substrate of MTG, whose combination leads to efficient and convenient preparation of DNA-protein conjugates with high purity. Dual functionality of the obtained DNA-EGFP conjugate was evaluated by discrimination of cancer cells via c-Met receptor recognition ability of the DNA aptamer. The DNA aptamer-EGFP conjugate only showed fluorescence toward cells with c-Met overexpression, indicating the retention of the biochemical properties of the DNA and EGFP in the conjugated form.. |
| 223. | Mad Takahara, Rie Wakabayashi, Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Primary Amine-Clustered DNA Aptamer for DNA-Protein Conjugation Catalyzed by Microbial Transglutaminase, BIOCONJUGATE CHEMISTRY, 10.1021/acs.bioconjchem.7b00594, 28, 12, 2954-2961, 2017.12, DNA-protein conjugates are promising biomolecules for use in areas ranging from therapeutics to analysis because of the dual functionalities of DNA and protein. Conjugation requires site-specific and efficient covalent bond formation without impairing the activity of both biomolecules. Herein, we have focused on the use of a microbial transglutaminase (MTG) that catalyzes the cross-linking reaction between a glutamine residue and a primary amine. In a model bioconjugation, a highly MTG-reactive Gln (Q)-donor peptide (FYPLQMRG, FQ) was fused to enhanced green fluorescent protein (FQEGFP) and a primary amine clustered DNA aptamer was enzymatically synthesized as a novel aryl-acceptor substrate of MTG, whose combination leads to efficient and convenient preparation of DNA-protein conjugates with high purity. Dual functionality of the obtained DNA-EGFP conjugate was evaluated by discrimination of cancer cells via c-Met receptor recognition ability of the DNA aptamer. The DNA aptamer-EGFP conjugate only showed fluorescence toward cells with c-Met overexpression, indicating the retention of the biochemical properties of the DNA and EGFP in the conjugated form.. |
| 224. | Momoko Kitaoka, Masahiro Goto, Related topic Solid-in-oil technique to increase skin permeation, Skin Permeation and Disposition of Therapeutic and Cosmeceutical Compounds, 10.1007/978-4-431-56526-0_18, 225-232, 2017.11, [URL], Solid-in-oil (S/O) nanodispersion systems represent a new technology that has been developed in the last decade. Nano-sized, solid-state, hydrophilic drug molecules can be dispersed in an oil vehicle by coating the drug with hydrophobic surfactants; these materials are designated here as S/O nanodispersions. Conventional S/O nanodispersion systems were devised to maintain hydrophilic enzymes in their active form in organic solvents. Because the coated molecules are stable in non-aqueous media, S/O nanodispersion systems can be successfully applied in oral and skin drug deliveries. It is known that the permeability of hydrophilic drugs through the skin decreases when the molecular weight of the drug exceeds 500 Da. In addition, hydrophobic molecules tend to permeate through the skin preferentially, compared with hydrophilic molecules, because the outermost layer of the skin is hydrophobic. In our experiments, the permeation of hydrophilic biomolecules such as peptides and proteins through the skin increased by 4-7 times when their molecules were coated with lipophilic surfactants and dispersed in an oil vehicle. Here, we introduce an efficient method for drug delivery through the skin, using the S/O nanodispersion technique.. |
| 225. | Mansoor Ul Hassan Shah, Magaret Sivapragasam, Muhammad Moniruzzaman, Md. Mahabubur Rahman Talukder, Suzana Bt Yusup, Masahiro Goto, Production of sophorolipids by Starmerella bombicola yeast using new hydrophobic substrates, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2017.08.005, 127, 60-67, 2017.11, Sophorolipids (SLs) are surface active compounds that have excellent surface-lowering properties. Typically, SLs are produced using different hydrophobic substrates, such as alkanes, vegetable oils, and industrial effluents. The properties of the SLs are highly dependent on the hydrophobic substrate used for their production. The aim of the present study is to investigate the properties of SLs produced using three new hydrophobic substrates: Tapis oil, Melita oil, and Ratawi oil. The structures of the SLs were determined by Fourier transform infrared spectroscopy. The SLs yields using Tapis, Melita, and Ratawi oil were 26, 21, and 19 g L-1, respectively. The SLs produced using Tapis, Melita, and Ratawi oil reduced the surface tension of pure water to 36.38, 37.84, and 38.92 mN/m, respectively, corresponding to critical micelle concentrations (CMCs) of 54.39, 55.68, and 58.34 mg L-1. These values are comparable with SLs produced using palm oil (surface tension 35.38 mN/m and CMC 48.76 mg L-1). The SLs produced using Tapis oil show a maximum emulsification activity of 71.2%. The produced SLs are active over the pH range 2-10 and for salinity up to 20% (w/v) NaCl. Thus, they show potential for various applications, including microbial enhanced oil recovery and oil spill remediation. (C) 2017 Elsevier B.V. All rights reserved.. |
| 226. | Momoko Kitaoka, Masahiro Goto, Related topic: Solid-in-oil technique to increase skin permeation, Skin Permeation and Disposition of Therapeutic and Cosmeceutical Compounds, 10.1007/978-4-431-56526-0_18, 225-232, 2017.11, Solid-in-oil (S/O) nanodispersion systems represent a new technology that has been developed in the last decade. Nano-sized, solid-state, hydrophilic drug molecules can be dispersed in an oil vehicle by coating the drug with hydrophobic surfactants these materials are designated here as S/O nanodispersions. Conventional S/O nanodispersion systems were devised to maintain hydrophilic enzymes in their active form in organic solvents. Because the coated molecules are stable in non-aqueous media, S/O nanodispersion systems can be successfully applied in oral and skin drug deliveries. It is known that the permeability of hydrophilic drugs through the skin decreases when the molecular weight of the drug exceeds 500 Da. In addition, hydrophobic molecules tend to permeate through the skin preferentially, compared with hydrophilic molecules, because the outermost layer of the skin is hydrophobic. In our experiments, the permeation of hydrophilic biomolecules such as peptides and proteins through the skin increased by 4-7 times when their molecules were coated with lipophilic surfactants and dispersed in an oil vehicle. Here, we introduce an efficient method for drug delivery through the skin, using the S/O nanodispersion technique.. |
| 227. | Meysam Lotfi, Muhammad Moniruzzaman, Magaret Sivapragasam, Shalini Kandasamy, M. I. Abdul Mutalib, Noorjahan Banu Alitheen, Masahiro Goto, Solubility of acyclovir in nontoxic and biodegradable ionic liquids COSMO-RS prediction and experimental verification, Journal of Molecular Liquids, 10.1016/j.molliq.2017.08.020, 243, 124-131, 2017.10, [URL], The pharmaceutical industry faces a challenge to find potential solvents for drug molecules that are sparingly soluble in water and conventional organic solvents. Recently, ionic liquids (ILs) have attracted great attention as pharmaceutical solvents owing to their unique physicochemical and biological properties. In this study, the solubility of the sparingly soluble drug molecule acyclovir (ACV) in a wide variety of ILs was investigated by conductor-like screening model for real solvents (COSMO-RS) calculations. The predicted solubilities were validated by experimental measurements, and good agreement was found between the predicted and experimental results. The solubility of ACV was greatly affected by the structure of ILs, particularly the anionic moiety. Among the various ILs tested, ACV showed excellent solubility in ammonium-based ILs with an acetate anion. In vitro cytotoxicity of ILs to the MCF-10 normal breast epithelial cell line and cancer cell lines (MDA MB 231 and MCF 7) was investigated. The ammonium-based ILs showed higher IC50 values than the imidazolium-based ILs with the acetate anion. Biodegradability results showed that diethylammonium acetate, triethylammonium acetate, and choline acetate ILs have high levels of biodegradation under aerobic conditions and can be classified as readily biodegradable. These findings will be useful for the design of IL-based drug delivery carriers that can act as versatile and efficient drug delivery systems for sparingly soluble drug molecules.. |
| 228. | Yuji Matsumoto, Atsuomi Shundo, Masashi Ohno, Nobutomo Tsuruzoe, Masahiro Goto, Keiji Tanaka, Evolution of heterogeneity accompanying sol-gel transitions in a supramolecular hydrogel, SOFT MATTER, 10.1039/c7sm01612c, 13, 40, 7433-7440, 2017.10, When a peptide amphiphile is dispersed in water, it self-assembles into a fibrous network, leading to a supramolecular hydrogel. When the gel is physically disrupted by shaking, it transforms into a sol state. After aging at room temperature for a while, it spontaneously returns to the gel state, called sol-gel transition. However, repeating the sol-gel transition often causes a change in the rheological properties of the gel. To gain a better understanding of the sol-gel transition and its reversibility, we herein examined the thermal motion of probe particles at different locations in a supramolecular hydrogel. The sol obtained by shaking the gel was heterogeneous in terms of the rheological properties and the extent decreased with increasing aging time. This time course of heterogeneity, or homogeneity, which corresponded to the sol-to-gel transition, was observed for the 1st cycle. However, this was not the case for the 2nd and 3rd cycles; the heterogeneity was preserved even after aging. Fourier-transform infrared spectroscopy, small-angle X-ray scattering, and atomic force and confocal laser scanning microscopies revealed that, although the molecular aggregation states of amphiphiles both in the gel and sol remained unchanged with the cycles, the fibril density diversified to high and low density regions even after aging. The tracking of particles with different sizes indicated that the partial mesh size in the high density region and the characteristic length scale of the density fluctuation were smaller than 50 nm and 6 mm, respectively.. |
| 229. | Meysam Lotfi, Muhammad Moniruzzaman, Magaret Sivapragasam, Shalini Kandasamy, M. I. Abdul Mutalib, Noorjahan Banu Alitheen, Masahiro Goto, Solubility of acyclovir in nontoxic and biodegradable ionic liquids: COSMO-RS prediction and experimental verification, JOURNAL OF MOLECULAR LIQUIDS, 10.1016/j.molliq.2017.08.020, 243, 124-131, 2017.10, The pharmaceutical industry faces a challenge to find potential solvents for drug molecules that are sparingly soluble in water and conventional organic solvents. Recently, ionic liquids (ILs) have attracted great attention as pharmaceutical solvents owing to their unique physicochemical and biological properties. In this study, the solubility of the sparingly soluble drug molecule acyclovir (ACV) in a wide variety of ILs was investigated by conductor-like screening model for real solvents (COSMO-RS) calculations. The predicted solubilities were validated by experimental measurements, and good agreement was found between the predicted and experimental results. The solubility of ACV was greatly affected by the structure of ILs, particularly the anionic moiety. Among the various ILs tested, ACV showed excellent solubility in ammonium-based ILs with an acetate anion. In vitro cytotoxicity of ILs to the MCF-10 normal breast epithelial cell line and cancer cell lines (MDA MB 231 and MCF 7) was investigated. The ammonium-based ILs showed higher IC50 values than the imidazolium-based ILs with the acetate anion. Biodegradability results showed that diethylammonium acetate, triethylammonium acetate, and choline acetate ILs have high levels of biodegradation under aerobic conditions and can be classified as readily biodegradable. These findings will be useful for the design of IL-based drug delivery carriers that can act as versatile and efficient drug delivery systems for sparingly soluble drug molecules. (C) 2017 Elsevier B.V. All rights reserved.. |
| 230. | Qingliang Kong, Momoko Kitaoka, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Transcutaneous immunotherapy of pollinosis using solid-in-oil nanodispersions loaded with T cell epitope peptides, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2017.07.020, 529, 1-2, 401-409, 2017.08, [URL], Pollinosis, a typical seasonal allergy, is a serious public health problem. Limited numbers of patients receive curative immunotherapy instead of symptomatic therapy; however, there are still some concerns about the inconvenience and side effects of subcutaneous injections and sublingual administration caused by immunotherapy. Here, we propose a simple and safe transcutaneous immunotherapy using solid-in-oil (S/O) nanodispersions loaded with vaccine T cell epitope peptides derived from pollen allergen. S/O nanodispersions are oil-based dispersions of antigens coated with hydrophobic surfactants. They have a high potential to deliver biomolecules including peptides or proteins to immune cells in the skin, and to induce an immune response. The result of quantitative and qualitative analysis by in vitro permeation experiments demonstrated the effective permeation of T cell epitope peptides into the skin. Furthermore, in vivo experiments using a pollinosis mouse model indicated that the S/O nanodispersions loaded with T cell epitopes suppressed serum antibody IgE and cytokine production, and alleviated allergic symptoms to a similar therapeutic level to that observed for subcutaneous injection. These results indicate the potential of transcutaneous immunotherapy using S/O nanodispersions for the future treatment of pollinosis.. |
| 231. | M. Takano, Y. Ozaki, S. Asano, Y. Baba, F. Kubota, M. Goto, Separation of Cobalt by Solvent Extraction Using Oxide-Amine Mixture System, J. MMIJ., 136, 8, 188-192, 2017.08. |
| 232. | Qingliang Kong, Momoko Kitaoka, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Transcutaneous immunotherapy of pollinosis using solid-in-oil nanodispersions loaded with T cell epitope peptides, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2017.07.020, 529, 1-2, 401-409, 2017.08, Pollinosis, a typical seasonal allergy, is a serious public health problem. Limited numbers of patients receive curative immunotherapy instead of symptomatic therapy; however, there are still some concerns about the inconvenience and side effects of subcutaneous injections and sublingual administration caused by immunotherapy. Here, we propose a simple and safe transcutaneous immunotherapy using solid-in-oil (S/O) nanodispersions loaded with vaccine T cell epitope peptides derived from pollen allergen. S/O nanodispersions are oil-based dispersions of antigens coated with hydrophobic surfactants. They have a high potential to deliver biomolecules including peptides or proteins to immune cells in the skin, and to induce an immune response. The result of quantitative and qualitative analysis by in vitro permeation experiments demonstrated the effective permeation of T cell epitope peptides into the skin. Furthermore, in vivo experiments using a pollinosis mouse model indicated that the S/O nanodispersions loaded with T cell epitopes suppressed serum antibody IgE and cytokine production, and alleviated allergic symptoms to a similar therapeutic level to that observed for subcutaneous injection. These results indicate the potential of transcutaneous immunotherapy using S/O nanodispersions for the future treatment of pollinosis. (C) 2017 Elsevier B.V. All rights reserved.. |
| 233. | Wataru Yoshida, Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Extraction and stripping behavior of platinum group metals using an amic-acid-type extractant, Journal of Chemical Engineering of Japan, 10.1252/jcej.16we335, 50, 7, 521-526, 2017.07, [URL], The recovery and separation of platinum group metals (PGMs) are of considerable significance for metal sustainability. To establish an efficient extraction process for PGMs, the novel extractant N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl] phenylalanine (D2EHAF), containing a phenylalanine moiety as the metal-affinity group, was synthesized. The extraction of PGMs from aqueous HCl and HNO3 solutions with D2EHAF, or our previously developed N-[N,N-di(2-ethylhexyl) aminocarbonylmethyl]glycine (D2EHAG), in n-dodecane was investigated. Both D2EHAF and D2EHAG exhibited high extraction affinities for Os4+, Pt4+, and Pd2+ in aqueous HCl. In a HNO3 solution, D2EHAF extracted Pd2+ more efficiently than D2EHAG, and the extraction of Pd2+ from a 1 mol dm-3 HNO3 solution with D2EHAF proceeded quantitatively. The extracted metal ions were stripped from the organic solution using a highly acidic solution, or thiourea.. |
| 234. | Wataru Yoshida, Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Extraction and Stripping Behavior of Platinum Group Metals Using an Amic-Acid-Type Extractant, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.16we335, 50, 7, 521-526, 2017.07, The recovery and separation of platinum group metals (PGMs) are of considerable significance for metal sustainability. To establish an effcient extraction process for PGMs, the novel extractant N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl] phenylalanine (D2EHAF), containing a phenylalanine moiety as the metal-affinity group, was synthesized. The extraction of PGMs from aqueous HCl and HNO3 solutions with D2EHAF, or our previously developed N-[ N, N-di(2-ethylhexyl) aminocarbonylmethyl]glycine (D2EHAG), in n-dodecane was investigated. Both D2EHAF and D2EHAG exhibited high extraction affinities for Os4+, Pt4+, and Pd2+ in aqueous HCl. In a HNO3 solution, D2EHAF extracted Pd2+ more efficiently than D2EHAG, and the extraction of Pd2+ from a 1 mol dm(-3) HNO3 solution with D2EHAF proceeded quantitatively. The extracted metal ions were stripped from the organic solution using a highly acidic solution, or thiourea.. |
| 235. | 田原義朗, 後藤雅宏, 経皮吸収製剤における最新のＤＤＳ技術, ＤＤＳ先端技術の先端バイオ医薬品への応用開発, 8, 1, pp.404-409, 2017.06. |
| 236. | Fukiko Kubota, Eiko Shigyo, Wataru Yoshida, Masahiro Goto, Extraction and separation of Pt and Pd by an imidazolium-based ionic liquid combined with phosphonium chloride, Solvent Extraction Research and Development, 10.15261/serdj.24.97, 24, 2, 97-104, 2017.05, [URL], Extraction and separation of Pt(IV) and Pd(II) from a hydrochloric acid solution was examined with a mixture of undiluted ionic liquids, 1-methyl-3-octylimidazolium bis(trifluoromethylsulfonyl)imide ([C8mim][Tf2N]) and trihexyltetradecylphosphonium chloride ([P6,6,6,14][Cl]). Imidazolium-based [C8mim][Tf2N] shows a high selectivity for Pt(VI), whereas [P6,6,6,14][Cl] has a high extraction ability for both Pt(IV) and Pd(II). The addition of [P6,6,6,14][Cl] to [C8mim][Tf2N] improved the extraction efficiency for Pt and the separation factor between Pt and Pd also increased. This improvement was attributed to the presence of Cl- being more hydrophilic than Tf2N- in the [C8mim][Tf2N] extraction phase. Stripping of the metals was possible with HNO3 solution without any degradation of the ionic liquid extraction phase. The ionic liquid mixture was shown to be reusable for at least five extraction cycles.. |
| 237. | Momoko Kitaoka, Masahiro Goto, Transcutaneous pollinosis immunotherapy using a solid-in-oil nanodispersion system carrying T cell epitope peptide and R848, Bioengineering & Translational Medicine, 10.1002/btm2.10048, 2, 1, 102-108, 2017.04. |
| 238. | Yuji Matsumoto, Atsuomi Shundo, Masashi Ohno, Nobutomo Tsuruzoe, Masahiro Goto, Keiji Tanaka, Evolution of heterogeneity accompanying sol-gel transitions in a supramolecular hydrogel, Soft Matter, 10.1039/c7sm01612c, 13, 40, 7433-7440, 2017.04, [URL], When a peptide amphiphile is dispersed in water, it self-assembles into a fibrous network, leading to a supramolecular hydrogel. When the gel is physically disrupted by shaking, it transforms into a sol state. After aging at room temperature for a while, it spontaneously returns to the gel state, called sol-gel transition. However, repeating the sol-gel transition often causes a change in the rheological properties of the gel. To gain a better understanding of the sol-gel transition and its reversibility, we herein examined the thermal motion of probe particles at different locations in a supramolecular hydrogel. The sol obtained by shaking the gel was heterogeneous in terms of the rheological properties and the extent decreased with increasing aging time. This time course of heterogeneity, or homogeneity, which corresponded to the sol-to-gel transition, was observed for the 1st cycle. However, this was not the case for the 2nd and 3rd cycles; the heterogeneity was preserved even after aging. Fourier-transform infrared spectroscopy, small-angle X-ray scattering, and atomic force and confocal laser scanning microscopies revealed that, although the molecular aggregation states of amphiphiles both in the gel and sol remained unchanged with the cycles, the fibril density diversified to high and low density regions even after aging. The tracking of particles with different sizes indicated that the partial mesh size in the high density region and the characteristic length scale of the density fluctuation were smaller than 50 nm and 6 μm, respectively.. |
| 239. | Mansoor Ul Hassan Shah, Magaret Sivapragasam, Muhammad Moniruzzaman, Md Mahabubur Rahman Talukder, Suzana Bt Yusup, Masahiro Goto, Production of sophorolipids by Starmerella bombicola yeast using new hydrophobic substrates, Biochemical Engineering Journal, 10.1016/j.bej.2017.08.005, 127, 60-67, 2017.04, [URL], Sophorolipids (SLs) are surface active compounds that have excellent surface-lowering properties. Typically, SLs are produced using different hydrophobic substrates, such as alkanes, vegetable oils, and industrial effluents. The properties of the SLs are highly dependent on the hydrophobic substrate used for their production. The aim of the present study is to investigate the properties of SLs produced using three new hydrophobic substrates: Tapis oil, Melita oil, and Ratawi oil. The structures of the SLs were determined by Fourier transform infrared spectroscopy. The SLs yields using Tapis, Melita, and Ratawi oil were 26, 21, and 19 g L−1, respectively. The SLs produced using Tapis, Melita, and Ratawi oil reduced the surface tension of pure water to 36.38, 37.84, and 38.92 mN/m, respectively, corresponding to critical micelle concentrations (CMCs) of 54.39, 55.68, and 58.34 mg L−1. These values are comparable with SLs produced using palm oil (surface tension 35.38 mN/m and CMC 48.76 mg L−1). The SLs produced using Tapis oil show a maximum emulsification activity of 71.2%. The produced SLs are active over the pH range 2–10 and for salinity up to 20% (w/v) NaCl. Thus, they show potential for various applications, including microbial enhanced oil recovery and oil spill remediation.. |
| 240. | Yoshiro Tahara, Masahiro Goto, Transdermal protein delivery and immunization by a solid-in-oil nanodispersion technique, Drug Delivery System, 10.2745/dds.32.176, 32, 3, 176-183, 2017.04, [URL], Transcutaneous vaccination is an attractive strategy that delivers antigen molecules topically into the skin to induce protective or therapeutic immune responses. In the last two decades, the skin has been regarded as a potential administration site for vaccines due to the abundant antigen presenting cells in the skin such as Langerhans cells and dermal dendritic cells, which are found in the epidermis or dermis. To create an efficient transcutaneous vaccine, the antigen needs to be penetrated across the stratum corneum, which is the outermost layer of the skin and possesses a high barrier function. To overcome this issue, various types of drug delivery systems have been proposed such as ultrasound, jet immunization and microneedles as physical methods, and penetration peptides, liposomes and nanoparticles as chemical methods. In this review, a solid-in-oil (S/O) nanodispersion, which is an oil-based drug carrier for proteins and peptides, and its application for transcutaneous protein delivery and vaccination are summarized. Along with comparing the S/O nanodispersion with the other oil-based drug carriers, the transdermal delivery of proteins such as insulin is introduced. Finally, basic immunological responses via transcutaneous administration with the S/O nanodispersion containing a model antigen, and researches on protect and therapeutic applications are summarized.. |
| 241. | Kitaoka M, Naritomi A, Kawabe Y, Kamihira M, Kamiya N, Goto M, Transcutaneous pollinosis immunotherapy using a solid-in-oil nanodispersion system carrying T cell epitope peptide and R848., Bioengineering & translational medicine, 10.1002/btm2.10048, 2, 1, 102-108, 2017.03. |
| 242. | Rie Wakabayashi, Masahiro Goto, Norah Kamiya, Protein-Grafted Polymers Prepared Through a Site-Specific Conjugation by Microbial Transglutaminase for an Immunosorbent Assay, BIOMACROMOLECULES, 10.1021/acs.biomac.6b01538, 18, 2, 422-430, 2017.02. |
| 243. | Rie Wakabayashi, Kensuke Yahiro, Kounosuke Hayashi, Masahiro Goto, Noriho Kamiya, Protein-Grafted Polymers Prepared Through a Site-Specific Conjugation by Microbial Transglutaminase for an Immunosorbent Assay, Biomacromolecules, 10.1021/acs.biomac.6b01538, 18, 2, 422-430, 2017.02, [URL], Protein-polymer conjugates have been developed in many fields. Most hybrids are composed of one protein attached to one or several polymer chains. The other form of hybrid involves the construction of multiple proteins on one polymer chain, thereby facilitating protein assemblies that provide multivalent effects. Unfortunately, synthetic methods for production of these types of hybrids are limited and challenging because precise control of the conjugation sites is needed. Herein, a novel synthetic polymer that can enzymatically assemble multiple proteins was developed. Polyacrylamide grafted with multiple microbial transglutaminase (MTG)-recognizable peptide derivatives was synthesized, and MTG-catalyzed site-specific conjugation of proteins with the polymer was achieved. The application for immunological biosensing was demonstrated using the assembly of a fusion protein composed of antibody-binding and enzyme moieties. This enzymatic method to synthesize a one-dimensional protein assembly on a synthetic polymer is versatile and can be expanded to a wide range of applications.. |
| 244. | Rie Wakabayashi, Kensuke Yahiro, Kounosuke Hayashi, Masahiro Goto, Noriho Kamiya, Protein-Grafted Polymers Prepared Through a Site-Specific Conjugation by Microbial Transglutaminase for an Immunosorbent Assay, BIOMACROMOLECULES, 10.1021/acs.biomac.6b01538, 18, 2, 422-430, 2017.02, Protein polymer conjugates have been developed in many fields. Most hybrids are composed of one protein attached to one or several polymer chains. The other form of hybrid involves the construction of multiple proteins on one polymer chain, thereby facilitating protein assemblies that provide multivalent effects. Unfortunately, synthetic methods for production of these types of hybrids are limited and challenging because precise control of the conjugation sites is needed. Herein, a novel synthetic polymer that can enzymatically assemble multiple proteins was developed. Polyacrylamide grafted with multiple microbial transglutaminase (MTG)-recognizable peptide derivatives was synthesized, and MTG-catalyzed site-specific conjugation of proteins with the polymer was achieved. The application for immunological biosensing was demonstrated using the assembly of a fusion protein composed of antibody-binding and enzyme moieties. This enzymatic method to synthesize a one-dimensional protein assembly on a synthetic polymer is versatile and can be expanded to a wide range of applications.. |
| 245. | Norasikin Othman, Norul Fatiha Mohamed Noah, Lim Yin Shu, Zing Yi Ooi, Norela Jusoh, Mariani Idroas, Masahiro Goto, Easy removing of phenol from wastewater using vegetable oil-based organic solvent in emulsion liquid membrane process, Chinese Journal of Chemical Engineering, 10.1016/j.cjche.2016.06.002, 25, 1, 45-52, 2017.01, [URL], Phenol is considered as pollutant due to its toxicity and carcinogenic effect. Thus, variety of innovative methods for separation and recovery of phenolic compounds is developed in order to remove the unwanted phenol from wastewater and obtain valuable phenolic compound. One of potential method is extraction using green based liquid organic solvent. Therefore, the feasibility of using palm oil was investigated. In this research, palm oil based organic phase was used as diluents to treat a simulated wastewater containing 300 × 10-6of phenol solution using emulsion liquid membrane process (ELM). The stability of water-in-oil (W/O) emulsion on diluent composition and the parameters affecting the phenol removal efficiency and stability of the emulsion; such as emulsification speed, emulsification time, agitation speed, surfactant concentration, pH of external phase, contact time, stripping agent concentration and treat ratio were carried out. The results of ELM study showed that at ratio 7 to 3 of palm oil to kerosene, 5 min and 1300 r·min− 1of emulsification process the stabile primary emulsion were formed. Also, no carrier is needed to facilitate the phenol extraction. In experimental conditions of 500 r·min− 1of agitation speed, 3% Span 80, pH 8 of external phase, 5 min of contact time, 0.1 mol·L− 1NaOH as stripping agent and 1:10 of treat ratio, the ELM process was very promising for removing the phenol from the wastewater. The extraction performance at about 83% of phenol was removed for simulated wastewater and an enrichment of phenol in recovery phase as phenolate compound was around 11 times.. |
| 246. | Norasikin Othman, Norul Fatiha Mohamed Noah, Lim Yin Shu, Zing-Yi Ooi, Norela Jusoh, Mariani Idroas, Masahiro Goto, Easy removing of phenol from wastewater using vegetable oil-based organic solvent in emulsion liquid membrane process, Chinese Journal of Chemical Engineering, 10.1016/j.cjche.2016.06.002, 25, 1, 45-52, 2017.01, Phenol is considered as pollutant due to its toxicity and carcinogenic effect. Thus, variety of innovative methods for separation and recovery of phenolic compounds is developed in order to remove the unwanted phenol from wastewater and obtain valuable phenolic compound. One of potential method is extraction using green based liquid organic solvent. Therefore, the feasibility of using palm oil was investigated. In this research, palm oil based organic phase was used as diluents to treat a simulated wastewater containing 300 × 10-6of phenol solution using emulsion liquid membrane process (ELM). The stability of water-in-oil (W/O) emulsion on diluent composition and the parameters affecting the phenol removal efficiency and stability of the emulsion such as emulsification speed, emulsification time, agitation speed, surfactant concentration, pH of external phase, contact time, stripping agent concentration and treat ratio were carried out. The results of ELM study showed that at ratio 7 to 3 of palm oil to kerosene, 5 min and 1300 r·min− 1of emulsification process the stabile primary emulsion were formed. Also, no carrier is needed to facilitate the phenol extraction. In experimental conditions of 500 r·min− 1of agitation speed, 3% Span 80, pH 8 of external phase, 5 min of contact time, 0.1 mol·L− 1NaOH as stripping agent and 1:10 of treat ratio, the ELM process was very promising for removing the phenol from the wastewater. The extraction performance at about 83% of phenol was removed for simulated wastewater and an enrichment of phenol in recovery phase as phenolate compound was around 11 times.. |
| 247. | Tatsuo Maruyama, Masahiro Goto, Liquid-liquid extraction of enzymatically synthesized functional RNA oligonucleotides using reverse micelles with a DNA-surfactant, CHEMICAL COMMUNICATIONS, 10.1039/c6cc06985a, 52, 83, 12376-12379, 2016.12. |
| 248. | Momoko Kitaoka, Rie Wakabayashi, Norah Kamiya, Masahiro Goto, Solid-in-oil nanodispersions for transdermal drug delivery systems, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201600081, 11, 11, 1375-1385, 2016.11. |
| 249. | Lotfi, Meysam, Moniruzzaman, Muhammad, Masahiro Goto, Analysis of Multiple Solvation Interactions of Methotrexate and Ammonium Based Ionic Liquids Using COSMO-RS, PROCEEDING OF 4TH INTERNATIONAL CONFERENCE ON PROCESS ENGINEERING AND ADVANCED MATERIALS (ICPEAM 2016), 10.1016/j.proeng.2016.06.464, 148, 459-466, 2016.11. |
| 250. | Kousuke Moriyama, Masahiro Goto, Norah Kamiya, Enzymatically prepared redox-responsive hydrogels as potent matrices for hepatocellular carcinoma cell spheroid formation, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201600087, 11, 11, 1452-1460, 2016.11. |
| 251. | Zhigang Zhao, F. Kubota, Masahiro Goto, Development of novel adsorbent bearing aminocarbonylmethylglycine and its application to scandium separation, JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 10.1002/jctb.4884, 91, 11, 2779-2784, 2016.11. |
| 252. | Zhigang Zhao, Yuzo Baba, Wataru Yoshida, Fukiko Kubota, Masahiro Goto, Development of novel adsorbent bearing aminocarbonylmethylglycine and its application to scandium separation, JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 10.1002/jctb.4884, 91, 11, 2779-2784, 2016.11, BACKGROUND: Scandium (Sc) is an important metal element in high-technology industries and the demand for Sc has been increasing annually. However, because metallurgical processes for its purification and recovery are complex, an effective technique for its separation is required. This paper reports on the development of novel adsorbents that are capable of separating Sc efficiently. RESULTS: Novel adsorbents were prepared by introducing aminocarbonylmethylglycine functional groups onto two types of support materials, silica gels for determining suitable preparation conditions and an organic resin for practical use. Scandium adsorption and separation were carried out in sulfuric media using these adsorbents. The adsorbents exhibited high selectivity to Sc from Mg, Al, Ca, Cr, Mn, Co and Ni except for Fe(III). Adsorption-desorption experiments were conducted to examine the adsorbent reusability. The adsorbents showed similar results in reuse tests without any obvious loss. CONCLUSIONS: Aminocarbonylmethylglycine functional group introduction proved effective and efficient for Sc adsorption. The newly synthesized adsorbents showed high affinity for Sc and Fe(III). Sc was separated selectively from Fe by reducing Fe(III) to Fe(II) because the adsorbent showed no affinity for divalent Fe(II). The new resin based adsorbent can be used for the practical separation of Sc. (C) 2016 Society of Chemical Industry. |
| 253. | Kousuke Moriyama, Shono Naito, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Enzymatically prepared redox-responsive hydrogels as potent matrices for hepatocellular carcinoma cell spheroid formation, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201600087, 11, 11, 1452-1460, 2016.11, Cellular spheroids have been received much attention in the biological and biomedical fields, especially as a base material for drug assays, regenerative medicine, and tissue engineering. Hydrogels have potential for scalable preparation of spheroids because they provide a spatial environment suitable for three-dimensional cell cultivation. Herein, the potential use of a redox-responsive hydrogel as a scaffold for preparation and recovery of spheroids is reported. A hydrogel composed of poly(ethylene glycol) (PEG), which can be degraded using cysteine as a reducing agent under mild conditions, is prepared by mixing an octa-thiolated PEG derivative (8-arm PEG-SH), horseradish peroxidase and a small phenolic compound (Glycyl-L-tyrosine). Human hepatocellular carcinoma cells (HepG2) are encapsulated in the hydrogel and cellular spheroids formed by proliferation within the scaffolds. After seven days of cultivation, the size of the HepG2 spheroids reached a diameter between approximate to 40 and 60 mu m, depending on the 8-arm PEG-SH concentration. Liver-specific functions of the HepG2 spheroids such as albumin secretion and urea production are retained at higher levels than those of cells prepared from traditional two-dimensional monolayers. These results suggest that the system presented here has potential for preparation of cellular spheroids for tissue engineering applications.. |
| 254. | Momoko Kitaoka, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Solid-in-oil nanodispersions for transdermal drug delivery systems, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201600081, 11, 11, 1375-1385, 2016.11, Transdermal administration of drugs has advantages over conventional oral administration or administration using injection equipment. The route of administration reduces the opportunity for drug evacuation before systemic circulation, and enables long-lasting drug administration at a modest body concentration. In addition, the skin is an attractive route for vaccination, because there are many immune cells in the skin. Recently, solid-in-oil nanodisperison (S/O) technique has demonstrated to deliver cosmetic and pharmaceutical bioactives efficiently through the skin. S/O nanodispersions are nanosized drug carriers designed to overcome the skin barrier. This review discusses the rationale for preparation of efficient and stable S/O nanodispersions, as well as application examples in cosmetic and pharmaceutical materials including vaccines. Drug administration using a patch is user-friendly, and may improve patient compliance. The technique is a potent transcutaneous immunization method without needles.. |
| 255. | Adawiyah, Noorul, Moniruzzaman, Muhammad, Masahiro Goto, Ionic liquids as a potential tool for drug delivery systems, MEDCHEMCOMM, 10.1039/c6md00358c, 7, 10, 1881-1897, 2016.10. |
| 256. | Lili Jia, Masahiro Goto, Norah Kamiya, Synergistic degradation of arabinoxylan by free and immobilized xylanases and arabinofuranosidase, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.07.013, 114, 271-278, 2016.10. |
| 257. | Lili Jia, Geisa A. L. G. Budinova, Yusaku Takasugi, Shuhei Noda, Tsutomu Tanaka, Hirofumi Ichinose, Masahiro Goto, Noriho Kamiya, Synergistic degradation of arabinoxylan by free and immobilized xylanases and arabinofuranosidase, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.07.013, 114, 271-278, 2016.10, Effective degradation of hemicellulose is of utmost importance in a wide variety of applications in bioindustry. Five endoxylanases from different glycoside hydrolase families and microorganisms were tested with an arabinofuranosidase, Araf51A, for the hydrolysis of insoluble wheat arabinoxylan, which is a structural component of hemicellulose. The optimized combination was XynZ/Xyn11A/Araf51A with a loading ratio of 2:2:1, and the value of degree of synergy increased with the increase of Araf51A proportion in the enzyme mixture. Afterwards, selected enzymes were immobilized on commercial magnetic nanoparticles through covalent bonding. Both free and immobilized enzymes showed a similar conversion to reducing sugars after hydrolysis for 48 h. After 10 cycles, approximately 20% of the initial enzymatic activity of both the individual or mixture of immobilized enzymes was retained. A 5.5-fold increase in the production of sugars was obtained with a mixture of enzymes immobilized after 10 cycles in total compared with free enzymes. Importantly, a sustainable synergism between immobilized arabinofuranosidase and immobilized endoxylanases in the hydrolysis of arabinoxylan was demonstrated. (C) 2016 Elsevier B.V. All rights reserved.. |
| 258. | Yukio Hosomomi, Masahiro Goto, Diglycolic amic acid-modified E. coli as a biosorbent for the recovery of rare earth elements, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.06.005, 113, 102-106, 2016.09. |
| 259. | Yukiho Hosomomi, Rie Wakabayashi, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Diglycolic amic acid-modified E. coli as a biosorbent for the recovery of rare earth elements, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.06.005, 113, 102-106, 2016.09, Biosorption has recently attracted much attention as an alternative to conventional techniques for the recovery of rare earth elements (REEs). In this study, Escherichia coli (E. coli) was chemically modified to improve its performance as a biosorbent for REEs. The diglycolic amic acid group, which shows high affinity to REEs, was introduced by succinylation of the amine groups on the E. coli. Adsorption curves using the modified E. coli were characteristic of the diglycolic amic acid group. The adsorption performance for transition metal ions was not affected by the modification. These results suggest that modification of E. coli with a functional group with high affinity to REEs increases the effectiveness of adsorption. The maximum uptakes of REEs on the modified E. coli were doubled. Modification of E. coli is an effective method for enhancing the adsorption performance for REEs. (C) 2016 Elsevier B.V. All rights reserved.. |
| 260. | Sivapragasam, Magaret, Moniruzzaman, Muhammad, Masahiro Goto, Recent advances in exploiting ionic liquids for biomolecules: Solubility, stability and applications, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201500603, 11, 8, 1000-1013, 2016.08. |
| 261. | Uju, Masahiro Goto, Norah Kamiya, Powerful peracetic acid-ionic liquid pretreatment process for the efficient chemical hydrolysis of lignocellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2016.04.121, 214, 487-495, 2016.08. |
| 262. | Uju, Masahiro Goto, Noriho Kamiya, Powerful peracetic acid-ionic liquid pretreatment process for the efficient chemical hydrolysis of lignocellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2016.04.121, 214, 487-495, 2016.08, The aim of this work was to design a new method for the efficient saccharification of lignocellulosic biomass (LB) using a combination of peracetic acid (PAA) pretreatment with ionic liquid (IL)-HCl hydrolysis. The pretreatment of LBs with PAA disrupted the lignin fractions, enhanced the dissolution of LB and led to a significant increase in the initial rate of the IL-HCl hydrolysis. The pretreatment of Bagasse with PAA prior to its 1-buthyl-3-methylimidazolium chloride ([Bmim][Cl])-HCl hydrolysis, led to an improvement in the cellulose conversion from 20% to 70% in 1.5 h. Interestingly, the 1-buthyl-3-methylpyridium chloride ([Bmpy][Cl])-HCl hydrolysis of Bagasse gave a cellulose conversion greater than 80%, with or without the PAA pretreatment. For LB derived from seaweed waste, the cellulose conversion reached 98% in 1 h. The strong hydrolysis power of [Bmpy][Cl] was attributed to its ability to transform cellulose I to II, and lowering the degree of polymerization of cellulose. (C) 2016 Elsevier Ltd. All rights reserved.. |
| 263. | Magaret Sivapragasam, Muhammad Moniruzzaman, Masahiro Goto, Recent advances in exploiting ionic liquids for biomolecules: Solubility, stability and applications, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201500603, 11, 8, 1000-1013, 2016.08, The technological utility of biomolecules (e.g. proteins, enzymes and DNA) can be significantly enhanced by combining them with ionic liquids (ILs) - potentially attractive green and designer solvents - rather than using in conventional organic solvents or water. In recent years, ILs have been used as solvents, cosolvents, and reagents for biocatalysis, biotransformation, protein preservation and stabilization, DNA solubilization and stabilization, and other biomolecule-based applications. Using ILs can dramatically enhance the structural and chemical stability of proteins, DNA, and enzymes. This article reviews the recent technological developments of ILs in protein-, enzyme-, and DNA-based applications. We discuss the different routes to increase biomolecule stability and activity in ILs, and the design of biomolecule-friendly ILs that can dissolve biomolecules with minimum alteration to their structure. This information will be helpful to design IL-based processes in biotechnology and the biological sciences that can serve as novel and selective processes for enzymatic reactions, protein and DNA stability, and other biomolecule-based applications.. |
| 264. | Water Yoshida, Masahiro Goto, Cu(II)-Imprinted Chitosan Derivative Containing Carboxyl Groups for the Selective Removal of Cu(II) from Aqueous Solution, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.15we293, 49, 7, 630-634, 2016.07. |
| 265. | Wataru Yoshida, Tatsuya Oshima, Yoshinari Baba, Masahiro Goto, Cu(II)-Imprinted Chitosan Derivative Containing Carboxyl Groups for the Selective Removal of Cu(II) from Aqueous Solution, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.15we293, 49, 7, 630-634, 2016.07, We report a highly selective adsorbent for Cu(II) prepared using the metal-imprinted technique. As the base material, we used the natural adsorbent chitosan, which can be obtained from chitin by the deacetylation reaction. Chitosan was modified with ketoglutaric acid to introduce multiple functional carboxyl groups, which interact with metal cations. Cu(II)-imprinted chitosan was prepared by the imprinting technique and its behavior as an adsorbent for various metal ions, including Cu(II), Ni(II), Co(II), Zn(II), and Cd(II), was investigated. Cu(II)-imprinted chitosan exhibited extremely high selectivity for the imprinted Cu(II) ion compared with the other metal ions. This result indicates that the metal imprinting technique is very useful for the development of highly selective adsorbents. However, desorption of Cu(II) from the imprinted adsorbent was not sufficient because of the strong binding between Cu(II) and the imprinted adsorption sites.. |
| 266. | Mari Takahara, Masahiro Goto, Norah Kamiya, Enzymatic conjugation of multiple proteins on a DNA aptamer in a tail-specific manner, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201500560, 11, 6, 814-823, 2016.06. |
| 267. | Mari Takahara, Kounosuke Hayashi, Masahiro Goto, Noriho Kamiya, Enzymatic conjugation of multiple proteins on a DNA aptamer in a tail-specific manner, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201500560, 11, 6, 814-823, 2016.06, Conjugation of single-strand DNA aptamers and enzymes has been of great significance in bio-analytical and biomedical applications because of the unlimited functions provided by DNA aptamer direction. Therefore, we developed efficient tailing of a DNA aptamer, with end-specific conjugation of multiple enzymes, through enzymatic catalysis. Terminal deoxynucleotidyl transferase (TdT) added multiple Z-Gln-Gly (Z-QG) moieties to the 3'-end of a DNA aptamer via the addition of Z-QG-modified deoxyuridine triphosphate (Z-QG-dUTP) and deoxynucleoside triphosphates (dNTPs). The resultant (Z-QG)(m)-(dN)(l)-aptamer, whose Z-QGs with dN spacers served as stickers for microbial transglutaminase (MTG), were crosslinked between the Z-QGs on the DNA and a substrate peptide sequence containing lysine (K), fused to a recombinant enzyme (i.e. bacterial alkaline phosphatase; BAP) by MTG. The incorporation efficiency of Z-QG moieties on the aptamer tail and the subsequent conjugation efficiency with multiple enzyme molecules were dramatically altered by the presence of dNTPs, revealing that a combination of Z-QG-dUTP/dTTP comprised the best labeling efficiency and corresponding properties during analytical performance. Thus, a novel optimized platform for designing (BAP)(n)-(dT)(l)-DNA aptamers is demonstrated for the first time in this article, offering unique opportunities for tailoring new types of covalent protein-nucleic acid conjugates in a controllable way.. |
| 268. | Yuzo Baba, Masahiro Goto, Separation of cobalt(II) from manganese(II) using a polymer inclusion membrane with N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) as the extractant/carrier, JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 10.1002/jctb.4725, 91, 5, 1320-1326, 2016.05. |
| 269. | Elgharbawy, Amal A., Moniruzzaman, Muhammad, Masahiro Goto, Ionic liquid pretreatment as emerging approaches for enhanced enzymatic hydrolysis of lignocellulosic biomass, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.01.021, 109, 252-267, 2016.05. |
| 270. | Yuzo Baba, Masahiro Goto, Mutual Separation of Indium, Gallium, and Zinc with the Amic Acid-type Extractant D2EHAG Containing Glycine and Amide Moieties, SOLVENT EXTRACTION RESEARCH AND DEVELOPMENT-JAPAN, 23, 9-18, 2016.05. |
| 271. | Akira Tsuchiya, Masahiro Goto, Shinsuke Sando, BODIPY-labeled Fluorescent Aptamer Sensors for Turn-on Sensing of Interferon-gamma and Adenine Compounds on Cells, ANALYTICAL SCIENCES, 32, 5, 543-547, 2016.05. |
| 272. | Amal A. Elgharbawy, Md Zahangir Alam, Muhammad Moniruzzaman, Masahiro Goto, Ionic liquid pretreatment as emerging approaches for enhanced enzymatic hydrolysis of lignocellulosic biomass, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2016.01.021, 109, 252-267, 2016.05, Ionic liquids (ILs) have been increasingly exploited as solvents and/or reagents in many applications due to their "green" properties as well as their tunable physicochemical and biological properties. One of them is the pretreatment of lignocellulosic biomass prior to enzymatic hydrolysis for bioenergy and biomaterials production. Generally, the process composed of an IL pretreatment/recovered followed by enzymatic hydrolysis of lignocellulosic biomass. Another approach was developed in which simultaneous pretreatment and saccharification of biomass in ILs were performed. However, the use of ILs in this integrated process, in which enzymatic hydrolysis is done in the presence of IL applied for biomass pretreatment, can easily inactivate the enzymes. Cellulases, one of the most important hydrolytic enzymes used to catalyze the polysaccharide, showed good levels of stability in many ILs. In addition, various approaches were made including synthesis of enzyme-compatible ILs, screening ILs-tolerant enzymes and media engineering to improve cellulases performance. In this review paper, recent advances of the hydrolysis of lignocellulosic biomass in a single-step process in ILs will be highlighted. Various cellulase stabilization approaches and the design of enzyme compatible biomass-dissolving ILs are also discussed. We strongly believe that IL-compatible cellulase systems would eliminate the need to recover the regenerated biomass and lead to a simple, in situ saccharification of cellulosic materials, which would be beneficial in developing integrated bioprocesses. (C) 2016 Elsevier B.V. All rights reserved.. |
| 273. | Yuzo Baba, Fukiko Kubota, Masahiro Goto, Robert W. Cattrall, Spas D. Kolev, Separation of cobalt(II) from manganese(II) using a polymer inclusion membrane with N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) as the extractant/carrier, JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 10.1002/jctb.4725, 91, 5, 1320-1326, 2016.05, BACKGROUNDThe hydrometallurgical separation of Co(II) from Mn(II) poses a difficult problem because of their similar chemical and physical properties. A membrane separation method for Co(II) in the presence of Mn(II) has been developed which overcomes the potential technological, environmental and health issues associated with solvent extraction. This paper reports on the development of a polymer inclusion membrane (PIM) capable of efficiently separating these two metal ions. RESULTSThe PIM developed in this study contains 40 wt% N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl] glycine (D2EHAG) as the carrier, 30 wt% cellulose triacetate (CTA) as the base polymer and 30 wt% dioctylphthalate as a plasticizer. The potential of this membrane for Co(II) separation and preconcentration has been demonstrated by the complete transfer of Co(II) from a feed solution containing a similar concentration of Mn(II) into a sulfuric acid receiving solution with less than 5% Mn(II) being transported during the same period. CONCLUSIONSThe PIM developed as part of this study showed potential for the separation and preconcentration of Co(II) from its mildly acidic aqueous solutions in the presence of Mn(II) in applications such as hydrometallurgical processes or recovery of Co(II) from lithium ion batteries. (c) 2015 Society of Chemical Industry. |
| 274. | Yukiho Hosomomi, Masahiro Goto, Biocatalytic Formation of Gold Nanoparticles Decorated with Functional Proteins inside Recombinant Escherichia coli Cells, ANALYTICAL SCIENCES, 32, 3, 295-300, 2016.04. |
| 275. | Akira Tsuchiya, Siti N. Hashim, Shoko Ise, Takafumi Furuhata, Kiyohiko Kawai, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Shinsuke Sando, BODIPY-labeled fluorescent aptamer sensors for turn-on sensing of interferon-gamma and adenine compounds on cells, analytical sciences, 10.2116/analsci.32.543, 32, 5, 543-547, 2016.01, [URL], An on-cell aptamer sensor has the potential to reveal cell-cell communications by signalling molecules. We attempted to design new fluorescent aptamer sensors for the sensing of IFN-? and adenine compounds on cells. BODIPY-labeled external quencher-free aptamer sensors have allowed a turn-on detection of the target molecule with improved off/on efficiency.. |
| 276. | Yukiho Hosomomi, Teppei Niide, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Biocatalytic formation of gold nanoparticles decorated with functional proteins inside recombinant Escherichia coli cells, analytical sciences, 10.2116/analsci.32.295, 32, 3, 295-300, 2016.01, [URL], A novel strategy for the preparation of protein-decorated gold nanoparticles (Au NPs) was developed inside Escherichia coli cells, where an artificial oxidoreductase, composed of antibody-binding protein (pG), Bacillus stearothermophilus glycerol dehydrogenase (BsGLD) and a peptide tag with gold-binding affinity (H 6 C), was overexpressed in the cytoplasm. In situ formation of Au NPs was promoted by a natural electron-donating cofactor, nicotinamide adenine dinucleotide (NAD), which was regenerated to the reduced form of NADH by the catalytic activity of the fusion protein (pG-BsGLDH 6 C) overexpressed in the cytoplasm of E. coli, with the concomitant addition of exogenous glycerol to the reaction system. The fusion protein was self-immobilized on Au NPs inside the E. coli cells, which was confirmed by SDS-PAGE and western blotting analyses of the resultant Au NPs. Finally, the IgG binding ability of the pG moiety displayed on Au NPs was evaluated by an enzyme-linked immunosorbent assay. 2016. |
| 277. | Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Mutual separation of indium, gallium, and zinc with the amic acid-type extractant D2EHAG containing glycine and amide moieties, Solvent Extraction Research and Development, 10.15261/serdj.23.9, 23, 1, 9-18, 2016.01, [URL], Solvent extraction of indium (In3+), gallium (Ga3+), and zinc (Zn2+) was investigated using N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) and N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]-sarcosine (D2EHAS) which we have developed recently. Indium and gallium were selectively extracted from zinc under high acid conditions (0 > pH ≥ 2.0), and easily stripped using an acidic solution such as 2 mol dm-3 HNO3. The extraction behavior was compared to that of N,N-dioctyldiglycol amic acid (DODGAA), which has a similar molecular structure to D2EHAG, a commercial alkyl monocarboxylic acid extractant, neodecanoic acid (Versatic 10), or an organophosphorus extractant, di(2-ethylhexyl) phosphoric acid (D2EHPA). Based on the results, D2EHAG and D2EHAS were found to be useful for the separation of In3+ and Ga3+ from Zn2+. The extraction mechanisms of these ions with D2EHAG were investigated through slope analysis and loading tests.. |
| 278. | Zhigang Zhao, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Selective extraction of scandium from transition metals by synergistic extraction with 2-thenoyltrifluoroacetone and tri-n-octylphosphine oxide, Solvent Extraction Research and Development, 10.15261/serdj.23.137, 23, 2, 137-143, 2016.01, [URL], There has been an increasing demand for scandium (Sc). However the supply is insufficient because the separation and recovery of Sc as a byproduct from ores is difficult. In this study, extraction and separation of Sc3+ from a sulfuric acid solution containing transition metals such as Al3+, Fe3+, Mn2+, Co2+, Ni2+ and Zn2+ was investigated using a β-diketone, HTTA and a neutral extractant, TOPO. Due to the synergistic effect with the two extractants, Sc3+ was effectively and selectively separated even from Fe3+, the separation of which is difficult with HTTA alone. The extraction mechanism was examined and it was revealed that Sc3+ is extracted with three HTTA and one TOPO molecules. Scandium was readily stripped from the extracting phase by 1 M sulfuric acid. The potential use of the combination of the β-diketone with TOPO for the recovery of Sc3+ in a refining process was demonstrated.. |
| 279. | Momoko Kitaoka, Masahiro Goto, Transcutaneous immunization using nano-sized drug carriers, Methods in Pharmacology and Toxicology, 10.1007/978-1-4939-3121-7_18, 39, 349-367, 2016.01, © Springer Science+Business Media New York 2016. Growing knowledge about the immune system in the skin and recent advances in the preparation of nano-sized particles have encouraged research into the induction of an adaptive immune response via the trans-cutaneous route. Because the skin is abundant in dendritic cell subsets, vaccine administration through the transcutaneous route has promise for simple and efficient immunization and immunotherapy methods, which would provide a welcome alternative to the conventional injection technique. Strategies using a nanoparticle-based protein delivery into the skin depend on the types of nanoparticles, such as soft vesicular nanoparticles, hard inorganic and polymer nanoparticles, and surfactant-coated solid-in-oil nanoparticles. Here, we discuss the skin structure and the immune system in the skin, as well as the types of nanoparticles, routes of administration, and effects of adjuvants. In addition, a detailed description of the preparation and characteristics of solid-in-oil nanoparticles is provided for the future development of an efficient transcutaneous immunization system.. |
| 280. | Momoko Kitaoka, Masahiro Goto, Transcutaneous Peptide Immunotherapy of Japanese Cedar Pollinosis Using Solid-in-Oil Nanodispersion Technology., AAPS PharmSciTech, 10.1208/s12249-015-0333-x, 2015.12. |
| 281. | Momoko Kitaoka, Yoko Shin, Noriho Kamiya, Yoshinori Kawabe, Masamichi Kamihira, Masahiro Goto, Transcutaneous Peptide Immunotherapy of Japanese Cedar Pollinosis Using Solid-in-Oil Nanodispersion Technology, AAPS PHARMSCITECH, 10.1208/s12249-015-0333-x, 16, 6, 1418-1424, 2015.12, Peptide immunotherapy is an attractive approach to relieve allergic symptoms such as rhinitis and asthma. Treatment of Japanse cedar pollinosis (Cryptomeria japonica; Cj), from which over one quarter of Japanese population suffer, is becoming a great concern. Recently, oral feeding of a peptide (7crp) consisting of seven immunodominant human T cell epitopes derived from two enzymes present in Cj pollen was demonstrated to have a benefit in treating Cj pollinosis. In this work, we aimed to apply a novel transcutaneous administration system as a simple and easy peptide delivery for an immunotherapy using a T cell epitope peptide. A modified 7crp peptide (7crpR) which contained triarginine linkers between each epitopes was designed to increase water solubility and was encapsulated in a unique solid-in-oil (S/O) nanodispersion. The S/O nanodispersion consists of a nano-sized peptide-surfactant complex dispersed in an oil vehicle. The S/O nanopartilces having an average diameter of 230 nm facilitated the permeation of the peptide 7crpR into the skin and suppressed serum total IgE and antigen-specific IgE levels in a Cj pollinosis mouse model. Transcutaneous administration of the T cell epitope peptide using the S/O nanodispersion system has potential for future simple and easy immunotherapy of Cj pollinosis.. |
| 282. | Uju, Masahiro Goto, Noriho Kamiya, Great potency of seaweed waste biomass from the carrageenan industry for bioethanol production by peracetic acid-ionic liquid pretreatment, BIOMASS & BIOENERGY, 10.1016/j.biombioe.2015.05.023, 81, 63-69, 2015.10. |
| 283. | Uju, Agung Tri Wijayanta, Masahiro Goto, Noriho Kamiya, Great potency of seaweed waste biomass from the carrageenan industry for bioethanol production by peracetic acid-ionic liquid pretreatment, BIOMASS & BIOENERGY, 10.1016/j.biombioe.2015.05.023, 81, 63-69, 2015.10, Seaweed waste biomass from the carrageenan industry (SWBC) is a potential biomass feedstock for producing sustainable biofuel because it increases the product value and reduces the pollutant risk. Peracetic acid (PAA) followed by ionic liquid (IL) pretreatment has been used to increase the enzymatic saccharification of pretreated SWBC. The SWBC cellulose content was comparable with that of terrestrial biomasses. PAA + 1-hexylpyridinium chloride [(Hpy][Cl]), and PAA + 1-ethyl-3-methylimidazolium diethylphosphate ([Emim][DEP]) pretreatments produced saccharide and unknown oligosaccharide fractions in regenerated water (similar to 4-6% SWBC cellulose content). For 48 h of saccharification, the untreated SWBC and the SWBC pretreated using PAA followed by [Hpy][Cl], [Emim][DEP] or 1-ethyl-3-methylimidazole acetate ([Emim][OAc]) produced cellulose conversions of 77, 91, 84 and 62%, respectively. The untreated SWBC had a high cellulose conversion, which may be caused by the low lignin and hemicellulose contents of the SWBC. PAA + IL pretreatment could yield pretreated SWBCs with more amorphous cellulose structures, which lead to an almost-complete cellulose conversion. (c) 2015 Elsevier Ltd. All rights reserved.. |
| 284. | Masahiro Goto, Transcutaneous immunization against cancer using solid-in-oil nanodispersions, MEDCHEMCOMM, 10.1039/c5md00168d, 6, 7, 1387-1392, 2015.05, 特殊なナノコーティングによって、ガン抗原タンパク質をナノカプセル化し、担ガンマウスを用いて、ガンのワクチン効果を検証した。その結果、経皮投与によって、注射に匹敵するガンの抑制効果が観察された。. |
| 285. | Momoko Kitaoka, Masahiro Goto, Transdermal Immunization using Solid-in-oil Nanodispersion with CpG Oligodeoxynucleotide Adjuvants, PHARMACEUTICAL RESEARCH, 10.1007/s11095-014-1554-5, 32, 4, 1486-1492, 2015.04. |
| 286. | Jian Yan, Masahiro Goto, Separation of Gold(III) in Acidic Chloride Solution Using Porous Polymeric Ionic Liquid Gel, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we162, 48, 3, 197-201, 2015.04. |
| 287. | Tatsuo Maruyama, Masahiro Goto, Cancer Cell Death Induced by the Intracellular Self-Assembly of an Enzyme-Responsive Supramolecular Gelator, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 10.1021/ja510156v, 137, 2, 770-775, 2015.04. |
| 288. | 後藤 雅宏, Ionic liquid-mediated transcutaneous protein delivery with solid-in-oil nanodispersions, MEDCHEMCOMM, 10.1039/c5md00378d, 6, 12, 2124-2128, 2015.04. |
| 289. | Momoko Kitaoka, Masahiro Goto, Transdermal Immunization using Solid-in-oil Nanodispersion with CpG Oligodeoxynucleotide Adjuvants, PHARMACEUTICAL RESEARCH, 10.1007/s11095-014-1554-5, 32, 4, 1486-1492, 2015.04. |
| 290. | Momoko Kitaoka, Ayaka Naritomi, Yuya Hirakawa, Noriho Kamiya, Masahiro Goto, Transdermal Immunization using Solid-in-oil Nanodispersion with CpG Oligodeoxynucleotide Adjuvants, PHARMACEUTICAL RESEARCH, 10.1007/s11095-014-1554-5, 32, 4, 1486-1492, 2015.04, Purpose Simple and noninvasive vaccine administration alternatives to injections are desired. A solid-in-oil (S/O) nanodispersion system was able to overcome skin barriers and induce an immune response; however, antibody levels remained low. We applied an immune potentiator CpG oligodeoxynucleotide (ODN), to enhance the immune response by controlling the T helper 1 (Th1)/T helper 2 (Th2) balance. Methods S/O nanodispersions containing ovalbumin (OVA) and CpG ODN (CpG-A or CpG-B) were characterized by size distribution analysis and a protein release test. The skin permeation of fluorescence-labeled OVA was observed by fluorescence microscopy. Antigen-specific IgG, IgG1, and IgG2a responses were measured by enzyme-linked immunosorbent assay. Results Co-encapsulation of CpG ODNs in S/O nanodispersions enhanced induction of OVA-specific IgG. S/O nanodispersion containing OVA and CpG-A had a smaller mean particle size and permeated the skin more efficiently. In contrast, CpG-B showed the highest protein release and induction of OVA-specific IgG. IgG subclass analysis revealed that OVA induced a Th2-dominant immune response, while the S/O nanodispersion containing CpG-A skewed the immune response toward a Th1-bias. Conclusions In combination with CpG ODN, the S/O nanodispersion system efficiently induced an antigen-specific antibody response. The Th1/Th2 immune balance could be controlled by the selection of CpG ODN type.. |
| 291. | Jian Yang, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Separation of Gold(III) in Acidic Chloride Solution Using Porous Polymeric Ionic Liquid Gel, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we162, 48, 3, 197-201, 2015.03, A novel polymeric ionic liquid (PIL) gel was synthesized via radical polymerization of the ionic liquid monomers, 1-vinyl-3- ethylimidazoliumbis(trifluorometyl-sulfonyl) imide ([veim][Tf2N]). The gel was made porous by removing the water phase dispersed by polyoxyethylene (20) sorbitan monolaurate (Tween-20). The porous structure of the synthesized gel was observed by SEM imaging. In comparison to the nonporous PIL gel synthesized without Tween-20, the adsorption capacity of Au(III) onto porous PIL gel was enhanced. The adsorption behavior of the synthesized gel was studied in acidic chloride solutions containing various metal ions, and it was found that the gel selectively adsorbed Au(III) over other metal ions. Maximum adsorption capacity of Au(III) was more than 140 mg/g; whereas, those for Pt(IV) and Pd(II) were lower than 20 mg/g. The adsorbed Au(III) onto the gel can easily be desorbed using an acidified thiourea aqueous solution. The feasibility of utilizing the polymeric ionic liquid gel for the separation of Au(III) was thereby demonstrated.. |
| 292. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Site-specific conjugation of an antibody-binding protein catalyzed by horseradish peroxidase creates a multivalent protein conjugate with high affinity to IgG, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201400512, 10, 1, 222-226, 2015.01. |
| 293. | Kosuke Moriyama, Masahiro Goto, Noriho Kamiya, Enzyme-mediated preparation of hydrogels composed of poly(ethylene glycol) and gelatin as cell culture platforms, RSC ADVANCES, 10.1039/c4ra12334d, 5, 4, 3070-3073, 2015.01. |
| 294. | Kosuke Moriyama, Masahiro Goto, Noriho Kamiya, Characterization of enzymatically gellable, phenolated linear poly(ethylene glycol) with different molecular weights for encapsulating living cells, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2014.09.003, 93, 25-30, 2015.01. |
| 295. | M. Moniruzzaman, H. Mahmood, Noriho Kamiya, S. Yusup, Masahiro Goto, Activity and stability of enzyme immobilized with ionic liquid based polymer materials, Journal of Engineering Science and Technology, 10, 60-69, 2015.01, Enzyme immobilization methods are continuously being developed for a wide range of applications including biocatalysis and biotransformation. Compared to other immobilization methods, physical entrapment into a matrix is relatively simple and inexpensive, and causes a relatively small perturbation to the native enzyme structure and function. However, significant enzyme leaching from such biocatalytic polymers is the main constraint in using them for industrial levels. This study reports an ionic liquid (IL) polymer materials incorporating enzymes that can be used as active, stable and reusable biocatalysts to overcome the limitations. Lipase was microencapsulated in surfactant aggregates formed in an IL monomer or the solution of an IL monomer/IL and then incorporated into polymer frameworks through the free radical polymerization of an IL (1-vinyl-3-ethylimidazolium bis(trifluoromethylsulfonyl) amide ([veim][Tf2N]). The activity, stability and reusability of IL polymer materials containing lipase were evaluated using lipase-catalyzed hydrolysis of p-nitrophenyl butyrate (p-PNB) as a model reaction. It was found that lipase IL polymer materials exhibited excellent stability in aqueous solutions. More importantly, these biopolymer materials retained most of their activity after six reaction cycles. We firmly believe that enzyme containing IL polymeric materials developed in this study will provide several advantages over conventional polymer based methods for diverse enzymatic reactions.. |
| 296. | M. Moniruzzaman, H. Mahmood, N. Kamiya, S. Yusup, M. Goto, Activity and stability of enzyme immobilized with ionic liquid based polymer materials, Journal of Engineering Science and Technology, 10, 60-69, 2015.01, © School of Engineering, Taylor’s University. Enzyme immobilization methods are continuously being developed for a wide range of applications including biocatalysis and biotransformation. Compared to other immobilization methods, physical entrapment into a matrix is relatively simple and inexpensive, and causes a relatively small perturbation to the native enzyme structure and function. However, significant enzyme leaching from such biocatalytic polymers is the main constraint in using them for industrial levels. This study reports an ionic liquid (IL) polymer materials incorporating enzymes that can be used as active, stable and reusable biocatalysts to overcome the limitations. Lipase was microencapsulated in surfactant aggregates formed in an IL monomer or the solution of an IL monomer/IL and then incorporated into polymer frameworks through the free radical polymerization of an IL (1-vinyl-3-ethylimidazolium bis(trifluoromethylsulfonyl) amide ([veim][Tf2N]). The activity, stability and reusability of IL polymer materials containing lipase were evaluated using lipase-catalyzed hydrolysis of p-nitrophenyl butyrate (p-PNB) as a model reaction. It was found that lipase IL polymer materials exhibited excellent stability in aqueous solutions. More importantly, these biopolymer materials retained most of their activity after six reaction cycles. We firmly believe that enzyme containing IL polymeric materials developed in this study will provide several advantages over conventional polymer based methods for diverse enzymatic reactions.. |
| 297. | Akiko Tanaka, Yuld Fukuoka, Yuka Morimoto, Takafumi Honjo, Daisuke Koda, Masahiro Goto, Tatsuo Maruyama, Cancer Cell Death Induced by the Intracellular Self-Assembly of an Enzyme-Responsive Supramolecular Gelator, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 10.1021/ja510156v, 137, 2, 770-775, 2015.01, We report cancer cell death initiated by the intracellular molecular self-assembly of a peptide lipid, which was derived from a gelator precursor. The gelator precursor was designed to form nanofibers via molecular self-assembly, after cleavage by a cancer-related enzyme (matrix metalloproteinase-7, MMP-7), leading to hydrogelation. The gelator precursor exhibited remarkable cytotoxicity to five different cancer cell lines, while the precursor exhibited low cytotoxicity to normal cells. Cancer cells secrete excessive amounts of MMP-7, which converted the precursor into a supramolecular gelator prior to its uptake by the cells. Once inside the cells, the supramolecular gelator formed a gel via molecular self-assembly, exerting vital stress on the cancer cells. The present study thus describes a new drug where molecular self-assembly acts as the mechanism of cytotoxicity.. |
| 298. | Kousuke Moriyama, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Characterization of enzymatically gellable, phenolated linear poly(ethylene glycol) with different molecular weights for encapsulating living cells, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2014.09.003, 93, 25-30, 2015.01, Enzymatic hydrogelation has received much attention due to the high biocompatibility and the ease of control of reaction kinetics under physiological conditions. In particular, horseradish peroxidase (HRP)-mediated phenol coupling reaction has great potential for developing in situ hydrogelation systems. Herein, we report the HRP-catalyzed preparation and characterization of hydrogels composed of a terminally bis-phenolated linear poly(ethylene glycol) (PEG-Ph-OH) with different molecular weights (M(w)s 3100, 8800, 11,000, 20,000 g/mol). The gelation time of polymer solution can be controlled in the range from few second to few minute, suggestion that the PEG-Ph-OH has a potential as a in situ forming hydrogel. In addition, the physicochemical properties of the hydrogels, such as swelling ratio, mesh size and mechanical property, were controlled by the molecular weight of the PEG-Ph-OH. The results could be attributed to the alteration in the cross-linking density by the variation of molecular weight of the gel precursor. Furthermore, the viability of mammalian cells encapsulated in the PEG-Ph-OH hydrogels was approximately 90%. These results indicate that PEG-Ph-OH has potential for biomedical applications including tissue engineering. (C) 2014 Elsevier B.V. All rights reserved.. |
| 299. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Site-specific conjugation of an antibody-binding protein catalyzed by horseradish peroxidase creates a multivalent protein conjugate with high affinity to IgG, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201400512, 10, 1, 222-226, 2015.01, Cross-linking proteins offers an approach to enhance the distinct function of proteins due to the multivalent effect. In this study, we demonstrated the preparation of a multivalent antibody-binding protein possessing high affinity to IgG by conjugating a number of antibody-binding proteins using the horseradish peroxidase (HRP)-mediated protein conjugation method. By introducing a peptide tag containing a tyrosine (Y-tag) to the C-terminus of the model protein, a chimera protein of protein G and protein A (pG(2)pA), the Tyr residue in the Y-tag was efficiently recognized by HRP and cross-linked with each other to yield a pG(2)pA conjugate, composed of mainly two to three units of pG(2)pA. The cross-linking occurred site specifically at the Tyr residue in the Y-tag and introduction of the Y-tag showed no effect on the function of pG(2)pA. The affinity of the Y-tagged pG(2)pA conjugate against IgG clearly increased because of the multivalent effect, demonstrating the benefit of this protein cross-linking reaction, which yields functional protein oligomers. Such multivalent protein conjugates created by this reaction should have potential to be used in ELISA and Western blotting applications in which highly sensitive detection of target molecules is desired.. |
| 300. | Norlisa Othman, Masahiro Goto, Supported Liquid Membrane Extraction of Reactive Dye Using Fabricated Polypropylene Membrane, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we240, 47, 10, 761-769, 2014.10. |
| 301. | Rie Wakabayashi, Masahiro Goto, A novel surface-coated nanocarrier for efficient encapsulation and delivery of camptothecin to cells, MEDCHEMCOMM, 10.1039/c4md00179f, 5, 10, 1515-1519, 2014.10. |
| 302. | Jian Yan, Masahiro Goto, Application of cellulose acetate to the selective adsorption and recovery of Au(III), CARBOHYDRATE POLYMERS, 10.1016/j.carbpol.2014.05.003, 111, 768-774, 2014.10. |
| 303. | Rie Wakabayashi, Ryutaro Ishiyama, Noriho Kamiya, Masahiro Goto, A novel surface-coated nanocarrier for efficient encapsulation and delivery of camptothecin to cells, MEDCHEMCOMM, 10.1039/c4md00179f, 5, 10, 1515-1519, 2014.10, In the present study, we developed a novel surface-coated nanocarrier (SCN) for efficient and stable encapsulation of a poorly water-soluble anticancer agent, camptothecin (CPT). Using emulsification and freeze-drying processes in the presence of a hydrophilic surfactant, Pluronic F-68 or F-127, CPT-Pluronic complexes with crystalline features were synthesised. Investigation of the in vitro anticancer activities and cellular internalisation of the complexes revealed that the SCN efficiently delivered CPT to cells while maintaining anticancer activity.. |
| 304. | Jian Yang, Fukiko Kubota, Yuzo Baba, Noriho Kamiya, Masahiro Goto, Application of cellulose acetate to the selective adsorption and recovery of Au(III), CARBOHYDRATE POLYMERS, 10.1016/j.carbpol.2014.05.003, 111, 768-774, 2014.10, Cellulose acetyl derivatives were examined for the selective recovery of Au(III) from acidic chloride solutions as an adsorbent, and cellulose acetate fibers (CAF) were found to be effective for the separation of Au(III) from other metal ions, including the precious metal ions Pt(IV) and Pd(II). The amount of Au(III) adsorbed by the fibers increased with an increase in the hydrochloric acid concentration, but decreased with an increase in the ionic strength of the solution. The adsorption of Au(III) onto CAF took place quickly and an adsorption equilibrium was reached within I h. The maximum adsorption capacity of Au(III) was determined to be 110 mg/g at 2M hydrochloric acid. The loaded Au(III) was readily recovered by incineration. (C) 2014 Elsevier Ltd. All rights reserved.. |
| 305. | Norlisa Harruddin, Norasikin Othman, Ani Idris, Zing Yi Ooi, Masahiro Goto, Supported Liquid Membrane Extraction of Reactive Dye Using Fabricated Polypropylene Membrane, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we240, 47, 10, 761-769, 2014.10, This study investigates the transport of dye ions across a supported liquid membrane (SLM) by using tridodecylamine as a carrier and sodium hydroxide (NaOH) as a stripping agent. A microporous polypropylene membrane was used as a membrane support and prepared by the thermal induced phase separation (TIPS) technique. Two different TIPS techniques were used when preparing membranes: solidification and without solidification with polymer concentrations varied at 10, 15 and 20%. The results revealed that both techniques produced membranes with similar morphologies, but different pore size structures. The membrane with 15% polymer concentration which was prepared by the solidification technique produced a microporous membrane with a symmetric structure, defined pore size and high stability, and thus is feasible as the support material. The fabricated membrane was tested and the results revealed that 100% of reactive dyes was succesfully removed with 58% recovery from an aqueous solution. The fabricated membrane also exhibited high stability up to 25.5 h of extraction, thereby demonstrating an improved method for the separation of reactive dyes using a SLM.. |
| 306. | Tkahiko Kakoi, Masahiro Goto, Separation of Platinum and Palladium from Hydrochloric Acid Solutions with 1-Octyl-3-methylimidazolium Hexafluorophosphate as an Extractant, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we052, 47, 8, 666-670, 2014.08. |
| 307. | Kosuke Noriyama, Masahiro Goto, Noriho Kamiya, Enzymatic preparation of a redox-responsive hydrogel for encapsulating and releasing living cells, CHEMICAL COMMUNICATIONS, 10.1039/c3cc49766f, 50, 44, 5895-5898, 2014.08. |
| 308. | Zhigang Zhao, Masahiro Goto, Synergistic Extraction of Rare-Earth Metals and Separation of Scandium Using 2-Thenoyltriuoroacetone and Tri-n-octylphosphine Oxide in an Ionic Liquid System, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we360, 47, 8, 656-662, 2014.08. |
| 309. | Takahiko Kakoi, Mina Kawagoe, Masahiro Goto, Separation of Platinum and Palladium from Hydrochloric Acid Solutions with 1-Octyl-3-methylimidazolium Hexafluorophosphate as an Extractant, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we052, 47, 8, 666-670, 2014.08, The extraction behavior of platinum(II), platinum(IV) and palladium(II) with an ionic liquid, 1-octyl-3-methylimidazolium hexafluorophosphate ([Omim][PF6]), and a quaternary ammonium salt, distearyldimethylammonium chloride (DSDMAC), as extractants has been investigated in a liquid-liquid extraction system. In the present experimental conditions, platinum was extracted selectively over palladium by both extractants. It was found that DSDMAC possessed a higher extraction ability for the metals than that of [Omim][PF6]; on the other hand, more effective separation of platinum and palladium was achieved using [Omim][PF6] than using DSDMAC. The composition of the complex between their metals and extractants was elucidated by slope analysis and Job's method. The metals exist as chloro anion complexes in a hydrochloric acid solution, which reacted with extractant molecules in chloroform and were extracted into the organic solutions. Furthermore, platinum could be separated from palladium in an acidic chloride medium using the ionic liquid as an extractant.. |
| 310. | Zhigang Zhao, Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Synergistic Extraction of Rare-Earth Metals and Separation of Scandium Using 2-Thenoyltriuoroacetone and Tri-n-octylphosphine Oxide in an Ionic Liquid System, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.14we360, 47, 8, 656-662, 2014.08, The synergistic extraction of rare-earth metals by a beta-diketone and an organophosphine oxide is described. A combination of 2-thenoyltri'uor oacetone (HTTA) and tri-n-octyl phosphine oxide (TOPO) was found to be e degrees ective in synergistically extracting rare-earth metals into an ionic liquid (IL). The synergistic e degrees ect was strongly in(similar to)uenc ed by the diluent in which the extractants were dissolved. Extraction e ciencies for all the rare-earth metal ions were enhanced by synergy when a conventional organic solvent was used (n-dodecane). However, the synergistic e degrees ect in the IL preferentially improved the scandium extraction, leading to higher selectivity for Sc than for other rare-earth metals. Slope analysis was used to assess each extraction system, and the IL itself was found to be directly involved in the complex formation of the metal extraction system.. |
| 311. | Yuzo Baba, Masahiro Goto, Selective extraction of scandium from yttrium and lanthanides with amic acid-type extractant containing alkylamide and glycine moieties, RSC ADVANCES, 10.1039/c4ra08897b, 4, 92, 50726-50730, 2014.07. |
| 312. | Atsuomi Shundou, Masahiro Goto, Keiji Tanaka, Facile microcapsule fabrication by spray deposition of a supramolecular hydrogel, RSC ADVANCES, 10.1039/c4ra04636f, 4, 68, 36097-36100, 2014.06. |
| 313. | Tatsuo Maruyama, Masahiro Goto, Selective adsorption and recovery of precious metal ions using protein-rich biomass as efficient adsorbents, PROCESS BIOCHEMISTRY, 10.1016/j.procbio.2014.02.016, 49, 5, 850-857, 2014.05. |
| 314. | Jian Yang, Fukiko Kubota, Yuzo Baba, Noriho Kamiya, Masahiro Goto, One step effective separation of platinum and palladium in an acidic chloride solution by using undiluted ionic liquids, Solvent Extraction Research and Development, 10.15261/serdj.21.129, 21, 2, 129-135, 2014.05, [URL], Imidazolium-based ionic liquids (ILs) with Tf2N- as anions were studied as extractants without dilution for the extractive separation of platinum and palladium in an acidic chloride solution. The effect of the alkyl chain length on the extraction performance was evaluated and, based on the performance, the IL, 1-methyl-3-octylimidazolium bis(trifluoromethylsulfonyl) imide ([Omim][Tf2N]), was selected to be studied in detail. The extraction of Pt(IV) underwent little change over the HCl concentration studied, while that of Pd(II) decreased with increasing HCl concentration. The separation of Pt(IV) and Pd(II) was highly effective, and the highest separation factor between Pt(IV) and Pd(II) reached 312 at the optimum conditions in a binary component system composed of Pt(IV) and Pd(II). The effect of the initial Pt(IV) concentration on loading capacity and extraction efficiency of Pt(IV) was also investigated.. |
| 315. | Jian Yang, Fukiko Kubota, Yuzo Baba, Noriho Kamiya, Masahiro Goto, Separation of precious metals by using undiluted ionic liquids, Solvent Extraction Research and Development, 10.15261/serdj.21.89, 21, 1, 89-94, 2014.05, [URL], The ionic liquid (IL), 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Bmim][Tf2N]), was evaluated as an extractant without dilution for the separation and recovery of precious metals. Au(III) was efficiently extracted from the aqueous phase to the IL phase, and a concentrated Au(III) solution almost 8 times higher than the initial feed solutions could be produced. In contrast, Pd(II) was rarely extracted and Pt(IV) was partly extracted under the present experimental conditions. Furthermore, the effect of the IL anions on the extraction ability for the metal ions was examined, and it was found that an IL having an anion component slightly more hydrophilic compared to [Tf2N], such as 1-butyl-3-methylimidazolium hexafluorophosphate [Bmim][PF6], showed a higher extraction ability than [Bmim][Tf2N]. It was suggested that the extraction proceeded via an anion exchange mechanism and it was shown that ILs could be effective extractants for the separation of precious metals.. |
| 316. | Tatsuo Maruyama, Yasuki Terashima, Shinano Takeda, Fumiyoshi Okazaki, Masahiro Goto, Selective adsorption and recovery of precious metal ions using protein-rich biomass as efficient adsorbents, PROCESS BIOCHEMISTRY, 10.1016/j.procbio.2014.02.016, 49, 5, 850-857, 2014.05, Various types of protein-rich biomass were examined as selective and environment-friendly adsorbents for precious metal ions. In the presence of base metal ions, Au3+, Pd2+ and Pt4+ ions were selectively adsorbed to samples of protein-rich biomass. Among the biomass samples tested, egg-shell membrane exhibited the highest adsorption ability and had high selectivity for Au, Pd and Pt ions. The maximum adsorption amount of Au, Pd and Pt ions to egg-shell membrane was approximately 250,110 and 50 mg/g, respectively, in the presence of 0.1 M HCl. Microscopic observations and metal-ion desorption studies suggested that the precious metal ions were adsorbed and a portion of them was reduced to form metal nanoparticles on the egg-shell membrane, leading to high adsorption ratios. Investigations using glycoproteins indicated the importance of sugar chains in the adsorption of Au ions to the egg-shell membrane. Successful recovery of Au, Pd and Pt ions from industrial waste solutions was also demonstrated using eggshell membrane. Biomass sheets (1 mm thick) made from egg-shell membrane also exhibited adsorption abilities for precious metal ions. (C) 2014 Elsevier Ltd. All rights reserved.. |
| 317. | 二井手 哲平, 後藤 雅宏, 神谷 典穂, Enzymatic self-sacrificial display of an active protein on gold nanoparticles, RSC ADVANCES, 10.1039/c3ra46384b, 4, 12, 5995-5998, 2014.04. |
| 318. | Rie Wakabayashi, Masahiro Goto, The self-assembly and secondary structure of peptide amphiphiles determine the membrane permeation activity, RSC ADVANCES, 10.1039/c4ra02901a, 4, 58, 30654-30657, 2014.04. |
| 319. | Kojiro Shimojo, Fukiko Kubota, Masahiro Goto, Highly Efficient Extraction Separation of Lanthanides Using a Diglycolamic Acid Extractant, ANALYTICAL SCIENCES, 30, 2, 263-269, 2014.02. |
| 320. | Kojiro Shimojo, Masahiro Goto, Highly Efficient Extraction Separation of Lanthanides Using a Diglycolamic Acid Extractant, ANALYTICAL SCIENCES, 30, 2, 263-269, 2014.02. |
| 321. | Kojiro Shimojo, Noboru Aoyagi, Takumi Saito, Hiroyuki Okamura, Fukiko Kubota, Masahiro Goto, Hirochika Naganawa, Highly efficient extraction separation of lanthanides using a diglycolamic acid extractant, analytical sciences, 10.2116/analsci.30.263, 30, 2, 263-269, 2014.02, [URL], Liquid-liquid extraction of lanthanide ions (Ln 3+ ) using N,N-dioctyldiglycolamic acid (DODGAA) was comprehensively investigated, together with fluorescence spectroscopic characterization of the resulting extracted complexes in the organic phase. DODGAA enables the quantitative partitioning of all Ln 3+ ions from moderately acidic solutions, while showing selectivity for heavier lanthanides, and provides remarkably high extraction separation performance for Ln 3+ compared with typical carboxylic acid extractants. Furthermore, the mutual separation abilities of DODGAA for light lanthanides are higher than those of organophosphorus extractants. Slope analysis, loading tests, and electrospray ionization mass spectrometry measurements demonstrated that the transfer of Ln 3+ with DODGAA proceeded through a proton-exchange reaction, forming a 1:3 complex, Ln(DODGAA) 3 . The stripping of Ln 3+ from the extracting phase was successfully achieved under acidic conditions. Time-resolved laser-induced fluorescence spectroscopy revealed that the extracted Eu 3+ ions were completely dehydrated by complexation with DODGAA.. |
| 322. | Kojiro Shimojo, Noboru Aoyagi, Takumi Saito, Hiroyuki Okamura, Fukiko Kubota, Masahiro Goto, Hirochika Naganawa, Highly Efficient Extraction Separation of Lanthanides Using a Diglycolamic Acid Extractant, ANALYTICAL SCIENCES, 10.2116/analsci.30.263, 30, 2, 263-269, 2014.02, Liquid-liquid extraction of lanthanide ions (Ln(3+)) using N,N-dioctyldiglycolamic acid (DODGAA) was comprehensively investigated, together with fluorescence spectroscopic characterization of the resulting extracted complexes in the organic phase. DODGAA enables the quantitative partitioning of all Ln(3+) ions from moderately acidic solutions, while showing selectivity for heavier lanthanides, and provides remarkably high extraction separation performance for Ln(3+) compared with typical carboxylic acid extractants. Furthermore, the mutual separation abilities of DODGAA for light lanthanides are higher than those of organophosphorus extractants. Slope analysis, loading tests, and electrospray ionization mass spectrometry measurements demonstrated that the transfer of Ln(3+) with DODGAA proceeded through a proton-exchange reaction, forming a 1:3 complex, Ln(DODGAA)(3). The stripping of Ln(3+) from the extracting phase was successfully achieved under acidic conditions. Time-resolved laser-induced fluorescence spectroscopy revealed that the extracted Eu3+ ions were completely dehydrated by complexation with DODGAA.. |
| 323. | Masahiro Goto, Teppei Niide, Noriho Kamiya, Enzymatic self-sacrificial display of an active protein on gold nanoparticles, RSC ADVANCES, 10.1039/c3ra46384b, 4, 12, 5995-5998, 2014.01. |
| 324. | 北岡 桃子, Kana Imamura, Noriho Kamiya, Masahiro Goto, Sucrose laurate-enhanced transcutaneous immunization with a solid-in-oil nanodispersion, MEDCHEMCOMM, 10.1039/c3md00164d, 5, 1, 20-24, 2014.01. |
| 325. | Yuzo Baba, Fukiko Kubota, Masahiro Goto, Development of Novel Extractants with Amino Acid Structure for Efficient Separation of Nickel and Cobalt from Manganese Ions, INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 10.1021/ie403524a, 53, 2, 812-818, 2014.01. |
| 326. | Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Development of Novel Extractants with Amino Acid Structure for Efficient Separation of Nickel and Cobalt from Manganese Ions, INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 10.1021/ie403524a, 53, 2, 812-818, 2014.01, The solvent extraction separation of nickel and cobalt from manganese is an important issue to be resolved. Novel amic acid type extractants with the glycine or sarcosine moiety N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]glycine (D2EHAG) and N-[N,N-di(2-ethylhexyl)aminocarbonylmethyl]sarcosine (D2EHAS) were synthesized to achieve this separation. These extractants were prepared by a simple two-step reaction and were readily soluble in aliphatic organic solvents. The extraction behavior of Ni2+, Co2+, and Mn2+ with D2EHAG and D2EHAS in n-dodecane was investigated compared with that of conventional extractants. The novel extractants extracted Ni2+ and Co2+ preferentially with a high selectivity to Mn2+. The metal ions could be back-extracted quantitatively using 1 mol dm(-3) sulfuric acid. The extraction mechanism of the three metal ions with D2EHAG and D2EHAS was investigated, and results suggest that one divalent metal ion is extracted with two extractant molecules.. |
| 327. | Mari Takahara, Masahiro Goto, Noriho Kamiya, Tailing DNA aptamers with a functional protein by two-step enzymatic reaction, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1016/j.jbiosc.2013.05.025, 116, 6, 660-665, 2013.12. |
| 328. | Teppei Niide, Masahiro Goto, Noriho Kamiya, Enzymatic Fabrication of Protein-Decorated Gold Nanoparticles by the Aid of Artificial Peptides with Gold-Binding Affinity, LANGMUIR, 10.1021/la401327h, 29, 50, 15596-15605, 2013.12. |
| 329. | 北岡 桃子, Kana Imamura, Noriho Kamiya, Masahiro Goto, Needle-free immunization using a solid-in-oil nanodispersion enhanced by a skin-permeable oligoarginine peptide, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2013.10.006, 458, 2, 334-339, 2013.12, 注射を不要とするワクチン投与技術野開発に成功した。. |
| 330. | Teppei Niide, Kojiro Shimojo, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Enzymatic Fabrication of Protein-Decorated Gold Nanoparticles by the Aid of Artificial Peptides with Gold-Binding Affinity, LANGMUIR, 10.1021/la401327h, 29, 50, 15596-15605, 2013.12, Here, we report a new approach for the biofabrication of protein-immobilized gold nanoparticles (Au NPs), using oxidoreductase with gold-binding peptide-tagged recombinant proteins. The reduction of Au ions to Au-0 was achieved using a natural electron-donating cofactor, nicotinamide adenine dinucleotide, which was regenerated by the glycerol dehydrogenase (GLD) enzyme. First, we selected the A3 peptide (AYSSGAPPMPPF) as a gold binding moiety. The A3 peptide was introduced to the C-terminus of fusion proteins of immunoglobulin G (IgG)-binding domains of protein G and protein A. In the presence of the recombinant protein, the GLD-catalyzed cofactor reduction resulted in the efficient in situ fabrication of Au NPs immobilized with the fusion protein. Moreover, the protein-immobilized Au NPs were shown to have IgG binding activity. Although the A3 peptide had the ability to stabilize Au NPs, the results suggested that its binding affinity for Au NPs was unexpectedly weaker than that of His-tag. A cysteine residue was thus introduced to a recombinant protein adjacent to the A3 peptide. Finally, an artificial peptide, comprising A3 sequence with the C-terminal single cysteine residue, enabled the stable display of a fusion protein while maintaining its IgG binding activity through the Au-S bond. This enzyme-assisted one-pot methodology for protein-Au NPs conjugation offers one potent route for the facile fabrication of biomolecule-decorated metal NPs.. |
| 331. | Momoko Kitaoka, Kana Imamura, Yuya Hirakawa, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Needle-free immunization using a solid-in-oil nanodispersion enhanced by a skin-permeable oligoarginine peptide, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2013.10.006, 458, 2, 334-339, 2013.12, The objective of transcutaneous immunization is efficient vaccination using the skin's immune system. Although a less invasive administration procedure is involved, the effective delivery of antigen using this modality remains a problem. Here, we demonstrate the use of a solid-in-oil (S/O) nanodispersion system for the transcutaneous immunization of male ddY mice with ovalbumin (OVA) antigen. The S/O nanoparticles consisted of OVA and hydrophobic surfactant molecules and were dispersed in oil; enhanced induction of antigen-specific antibody was observed after the addition of polyarginine (R6) into the same S/O nanoparticle containing OVA. The improved S/O nanodispersion system induced a comparable level of OVA-specific antibody to that induced by subcutaneous injection of OVA at the same dose, advocating the potential application of the S/O system as a needle-free and easy-to-use immunization system. (C) 2013 Elsevier B.V. All rights reserved.. |
| 332. | Mari Takahara, Kounosuke Hayashi, Masahiro Goto, Noriho Kamiya, Tailing DNA aptamers with a functional protein by two-step enzymatic reaction, Journal of Bioscience and Bioengineering, 10.1016/j.jbiosc.2013.05.025, 116, 6, 660-665, 2013.12, An efficient, quantitative synthetic strategy for aptamer-enzyme conjugates was developed by using a two-step enzymatic reaction. Terminal deoxynucleotidyl transferase (TdT) was used to first incorporate a Z-Gln-Gly (QG) modified nucleotide which can act as a glutamine donor for a subsequent enzymatic reaction, to the 3'-OH of a DNA aptamer. Microbial transglutaminase (MTG) then catalyzed the cross-linking between the Z-QG modified aptamers and an enzyme tagged with an MTG-reactive lysine containing peptide. The use of a Z-QG modified dideoxynucleotide (Z-QG-ddUTP) or a deoxyuridine triphosphate (Z-QG-dUTP) in the TdT reaction enables the controlled introduction of a single or multiple MTG reactive residues. This leads to the preparation of enzyme-aptamer and (enzyme)n-aptamer conjugates with different detection limits of thrombin, a model analyte, in a sandwich enzyme-linked aptamer assay (ELAA). Since the combination of two enzymatic reactions yields high site-specificity and requires only short peptide substrates, the methodology should be useful for the labeling of DNA/RNA aptamers with proteins. © 2013 The Society for Biotechnology, Japan.. |
| 333. | Hiromu Yoshiura, Noriho Kamiya, Masahiro Goto, Ionic Liquid-in-Oil Microemulsions as Potential Carrier for the Transdermal Delivery of Methotrexate, J. Chem. Eng. Japan, 46, 11, 794-796, 2013.11. |
| 334. | Hiromu Yoshiura, Miki Tamura, Makoto Aso, Noriho Kamiya, Masahiro Goto, Ionic liquid-in-oil microemulsions as potential carriers for the transdermal delivery of Methotrexate, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.13we009, 46, 11, 794-796, 2013.11, [URL], Ionic liquid-in-oil (IL/o) microemulsion (ME) techniques have been employed to increase the solubility of sparingly soluble drugs and enhance the extent of their topical and transdermal delivery. Methotrexate (MTX) has been used as a model drug in the current study. The size and size distributions of the ME droplets in the presence and in the absence of MTX were determined by dynamic light scattering analysis. The mean droplet diameter of the ME droplets containing 4 mg/mL of MTX was less than 20 nm, and smaller than the corresponding value observed in the absence of MTX. MTX was incorporated into IL droplets as well as other formulations and its permeation across Yucatan micropig (YMP) porcine skin evaluated. The use of IL/o ME has been shown to dramatically increase MTX administration. The results obtained in this study reveal the versatility of IL/o MEs as efficient drug delivery systems for sparingly soluble drugs.. |
| 335. | Yukiho Hosomomi, Fukiko Kubota, Masahiro Goto, Biosorption of Rare Earth Elements by Escherichia coli, J. Chem. Eng. Japan, 46, 7, 450-454, 2013.09. |
| 336. | Hiroki Abe, Masahiro Goto, Noriho Kamiya, Split Spy0128 as a potent scaffold for protein cross-linking and immobilization, Bioconjugate Chem., 22, 242-250, 2013.08. |
| 337. | Yukiho Hosomomi, Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Biosorption of rare earth elements by Escherichia coli, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.13we031, 46, 7, 450-454, 2013.08, [URL], Biosorption, which takes place by passive metal-sequestering, has recently attracted attention as an alternative to conventional separation processes such as precipitation and solvent extraction. In this work, the adsorption behavior of rare earth elements (REEs) onto an Escherichia coli (E. coli) bacterial adsorbent was examined. The adsorption of REEs increased with increasing pH of the feed solution. Also, E. coli showed a higher selectivity for heavier REEs, especially for scandium. To elucidate the adsorption mechanism, the functional groups on the E. coli were chemically modified. By analyzing the adsorption behavior and FT-IR spectra of these E. coli samples before and after adsorption, it was confirmed that REEs are adsorbed at phosphate and carboxyl groups on the surface of E. coli. It is concluded that E. coli is a potential novel adsorbent for REEs.. |
| 338. | Kosuke Moriyama, Masahiro Goto, Noriho Kamiya, Enzymatic preparation of streptavidin-immobilized hydrogel using a phenolated linear poly(ethylene glycol), BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2013.04.007, 76, 37-42, 2013.07. |
| 339. | Tatsuaya Okuda, Masahiro Goto, Satoru Kidoaki, S/O-nanodispersion electrospun fiber mesh effective for sustained release of healthy plasmid DNA with the structural and functional integrity, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 10.1080/09205063.2012.755600, 24, 10, 1277-1290, 2013.07. |
| 340. | Masahiro Goto, Kosuke Moriyama, Noriho Kamiya, Enzymatic preparation of streptavidin-immobilized hydrogel using a phenolated linear poly(ethylene glycol), BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2013.04.007, 76, 37-42, 2013.07. |
| 341. | Atsuomi Shundo, Masahiro Goto, Keiji Tanaka, Spatial Heterogeneity in the Sol-gel Transition of a Supramolecular System, Soft Matter,, 9, 5166-5172, 2013.07. |
| 342. | Kousuke Moriyama, Kosuke Minamihata, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya, Enzymatic preparation of streptavidin-immobilized hydrogel using a phenolated linear poly(ethylene glycol), BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2013.04.007, 76, 37-42, 2013.07, Hybrid gels constructed from proteins and polymers have attracted a wide range of attention in the field of biomedicine and bioengineering. We report herein the enzymatic preparation of polymer-protein hybrid hydrogels composed of terminally bis-functionalized linear poly(ethylene glycol) (PEG) and streptavidin (SA). PEG was conjugated with tyramine to introduce terminal phenolic hydroxyl (Ph-OH) groups. A peptide tag containing a tyrosine residue (G(4)Y-tag) was genetically introduced at the C-terminus of SA. The Ph-OH-modified PEG and G(4)Y-tagged SA (SA-G(4)Y) were treated by horseradish peroxidase (HRP) in the presence of hydrogen peroxide (H2O2) to yield (PEG-Ph-OH)-(SA-G(4)Y) hybrid gels. Biotinylated enhanced green fluorescent protein (biotin-EGFP) was selectively captured in the obtained hybrid gels, indicating that SA-G(4)Y retained its biological function. The amount of biotin-EGFP immobilized in the hybrid gels depended on the concentration of SA-G(4)Y. In addition, biotinylated bacterial alkaline phosphatase (biotin-BAP) was immobilized in the hybrid gel. The immobilized biotin-BAP exhibited more than 95% of the initial activity after 5 rounds of recycling. The results suggest the facile functionalization of the hybrid gel with a variety of biotinylated functional molecules. (C) 2013 Elsevier B.V. All rights reserved.. |
| 343. | Tatsuya Okuda, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Satoru Kidoaki, S/O-nanodispersion electrospun fiber mesh effective for sustained release of healthy plasmid DNA with the structural and functional integrity, JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 10.1080/09205063.2012.755600, 24, 10, 1277-1290, 2013.07, Localized and sustained delivery of the therapeutic genes using a solid carrier matrix is a potential approach to develop highly curative treatments. Electrospun nanofiber mesh of biodegradable polymer has been applied extensively as a carrier for localized and sustained delivery of drugs, proteins, and DNA, but it remains difficult to release sufficient amounts of DNA while maintaining structural and functional integrity. To realize the stable sustained release of the healthy plasmid DNA (pDNA) from electrospun fiber mesh, a novel method was examined for loading pDNA into the fibers based on solid-in-oil (S/O) nanodispersion of pDNA in organic solvent for electrospinning polymer solution: S/O nanodispersion electrospinning. A prepared pDNA-loaded fiber mesh made of biodegradable polymer showed sustained release of pDNA without burst release. From luciferase activity-based in vitro transcriptiontranslation assay, pDNA released from meshes of the S/O nanodispersion retained about 60% luciferase activity of control pDNA, whereas pDNA released from the meshes of simple mixing showed only about 5% activity, indicating that S/O nanodispersion electrospinning is effective for loading pDNA into electrospun fiber meshes while maintaining their healthy functions. Effectiveness of S/O nanodispersion electrospinning was verified for fabricating a sustained release carrier matrix for high molecular weight bioactives, including therapeutic genes.. |
| 344. | Fan Yang, Fukiko Kubota, Masahiro Goto, Selective extraction and recovery of rare earth metals from phosphor powders in waste fluorescent lamps using an ionic liquid system, JOURNAL OF HAZARDOUS MATERIALS, 10.1016/j.jhazmat.2013.03.026, 254, 79-88, 2013.06. |
| 345. | Masahiro Goto, Noriho Kamiya, Uju, Peracetic acid-ionic liquid pretreatment to enhance enzymatic saccharification of lignocellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2013.03.147, 138, 87-94, 2013.06. |
| 346. | David P. Penaloza, Atsuomi Shundo, Keigo Matsumoto, Masashi Ohno, Katsuaki Miyaji, Masahiro Goto, Keiji Tanaka, Spatial heterogeneity in the sol-gel transition of a supramolecular system, Soft Matter, 10.1039/c3sm50225b, 9, 21, 5166-5172, 2013.06, [URL], Heating and then cooling down a dispersion of a peptide amphiphile in water forms hierarchical fibril structures leading to a supramolecular hydrogel. When the gel was physically broken apart by shaking, it transformed into a sol state. After aging it at room temperature for a given time, it returned to the gel state (re-gelation). To obtain a better understanding of such re-gelation processes, we have applied particle tracking to the sol obtained by disrupting the gel, as a function of aging time. The sol was more heterogeneous at the micrometer scale than the initial gel in terms of its viscoelastic properties, and the extent of the heterogeneity in the sol decreased as the re-gelation proceeded. The origin of the heterogeneity could be directly associated with a fibril network confirmed from Fourier-transform infrared spectroscopic, small-angle X-ray scattering and fluorescence microscopic measurements. The particle tracking study using different particle sizes suggested that the characteristic length scale of the heterogeneous network was not larger than 3 μm. This knowledge might be useful for understanding and controlling the gelation, thereby leading to the design and functionalization of soft materials.. |
| 347. | Uju, Kojiro Abe, Nobuyuki Uemura, Toyoji Oshima, Masahiro Goto, Noriho Kamiya, Peracetic acid-ionic liquid pretreatment to enhance enzymatic saccharification of lignocellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2013.03.147, 138, 87-94, 2013.06, To enhance enzymatic saccharification of pine biomass, the pretreatment reagents peracetic acid (PAA) and ionic liquid (IL) were validated in single reagent pretreatments or combination pretreatments with different sequences. In a 1 h saccharification, 5-25% cellulose conversion was obtained from the single pretreatment of PAA or IL In contrast, a marked enhancement in conversion rates was achieved by PAA-IL combination pretreatments (45-70%). The PAA followed by IL (PAA + IL) pretreatment sequence was the most effective for preparing an enzymatic digestible regenerated biomass with 250-fold higher glucose formation rates than untreated biomass and 2- to 12-fold higher than single pretreatments with PAA or IL alone. Structural analysis confirmed that this pretreatment resulted in biomass with highly porous structural fibers associated with the reduction of lignin content and acetyl groups. Using the PAA + IL sequence, biomass loading in the pretreatment step can be increased from 5% to 15% without significant decrease in cellulose conversion. (C) 2013 Elsevier Ltd. All rights reserved.. |
| 348. | Fan Yang, Fukiko Kubota, Yuzo Baba, Noriho Kamiya, Masahiro Goto, Selective extraction and recovery of rare earth metals from phosphor powders in waste fluorescent lamps using an ionic liquid system, JOURNAL OF HAZARDOUS MATERIALS, 10.1016/j.jhazmat.2013.03.026, 254, 79-88, 2013.06, The recycling of rare earth metals from phosphor powders in waste fluorescent lamps by solvent extraction using ionic liquids was studied. Acid leaching of rare earth metals from the waste phosphor powder was examined first. Yttrium (Y) and europium (Eu) dissolved readily in the acid solution; however, the leaching of other rare earth metals required substantial energy input. Ionization of target rare earth metals from the waste phosphor powders into the leach solution was critical for their successful recovery. As a high temperature was required for the complete leaching of all rare earth metals, ionic liquids, for which vapor pressure is negligible, were used as an alternative extracting phase to the conventional organic diluent. An extractant, N, N-dioctyldiglycol amic acid (DODGAA), which was recently developed, showed a high affinity for rare earth metal ions in liquid-liquid extraction although a conventional commercial phosphonic extractant did not. An effective recovery of the rare earth metals, Y, Eu, La and Ce, from the metal impurities, Fe, Al and Zn, was achieved from the acidic leach solution of phosphor powders using an ionic liquid containing DODGAA as novel extractant system. (C) 2013 Elsevier B.V. All rights reserved.. |
| 349. | 安部 祐子, 後藤 雅宏, 薬物漏洩を制御した多層エマルションの調製と経皮吸収促進効果, 日本膜学会, 38, 2, 92-96, 2013.05. |
| 350. | Uju, Masahiro Goto, Noriho Kamiya, Low melting point pyridinium ionic liquid pretreatment for enhancing enzymatic saccharification of cellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2012.06.096, 135, 103-108, 2013.05. |
| 351. | Fan Yang, Fukiko Kubota, Masahiro Goto, Extraction of Rare-Earth Ions with an 8-Hydroxyquinoline Derivative in an Ionic Liquid, Solvent Extraction Research and Development, Japan, 20, 1, 123-129, 2013.05. |
| 352. | Fan Yang, Fukiko Kubota, Masahiro Goto, A Comparative Study of Ionic Liquids and a Conventional Organic Solvent on the Extraction of Rare-earth Ions with TOPO, Solvent Extraction Research and Development, Japan, 20, 1, 225-232, 2013.05. |
| 353. | Uju, Aya Nakamoto, Yasuhiro Shoda, Masahiro Goto, Wataru Tokuhara, Yoshiyuki Noritake, Satoshi Katahira, Nobuhiro Ishida, Chiaki Ogino, Noriho Kamiya, Low melting point pyridinium ionic liquid pretreatment for enhancing enzymatic saccharification of cellulosic biomass, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2012.06.096, 135, 103-108, 2013.05, The potential of 1-hexylpyridinium chloride ([Hpy][Cl]), to pretreat cellulosic feedstocks was investigated using microcrystalline cellulose (Avicel) and Bagasse at 80 degrees C or 100 degrees C. Short [Hpy][Cl] pretreatments, |
| 354. | 細樅 侑貴穂, 馬場 雄三, 久保田 富生子, 神谷 典穂, 後藤 雅宏, 希土類金属の新規吸着剤としての大腸菌の応用, 希土類 = Rare earths, 62, 176-177, 2013.05. |
| 355. | Yutaro Mori, Masahiro Goto, Noriho Kamiya, Protein supramolecular complex formation by site-specific avidin-biotin interactions, ORGANIC & BIOMOLECULAR CHEMISTRY, 10.1039/c2ob26625c, 11, 6, 914-922, 2013.04. |
| 356. | T. Monjo, Masahiro Goto, Tatsuo Maruyama, Preparation of affnity membranes using thermally induced phase separation for one-step puri?cation of recombinant proteins, Anal. Biochem., 434, 269-274, 2013.04. |
| 357. | Shinya Furukawa, Masahiro Goto, Noriho Kamiya, Enzymatic synthesis of Z-aspartame in liquefied amino acid substrates, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2012.10.002, 70, 84-87, 2013.04. |
| 358. | Shizuka Egusa, Masahiro Goto, Takuya Kitaoka, Facile and direct synthesis of long-chain chitin from chitobiose via proton-assisted nonaqueous biocatalysis, Journal of Molecular Catalysis B: Enzymatic, 10.1016/j.molcatb.2012.10.005, 87, 69-74, 2013.03, [URL], Facile and direct enzymatic synthesis of long-chain chitin from chitobiose without activation of an anomeric carbon via traditional organic chemistry was first achieved in a one-step and one-pot reaction by the combined use of a surfactant-enveloped enzyme (SEE) and an organic protic acid co-catalyst in the aprotic nonaqueous solvent, N,N-dimethylacetamide. The SEE biocatalyst was successfully prepared by enveloping lysozyme, having chitinase activity, with sucrose oleate surfactant. When o-nitrobenzenesulfonic acid was used as a co-catalyst, a degree of polymerization of synthesized chitin reached ca. 210 in ca. 79% yield by proton-assisted SEE-mediated biocatalysis. The conversion ratios and average chain lengths depended on the types of organic protic acids, and high catalytic efficiencies were maintained in each case, resulting in high yields of ca. 40-80%. The SEE biocatalyst, which has enzymatic activity even in aprotic organic media containing strong organic acids, allowed the facile and high-yielding efficient synthesis of long-chain chitin from chitobiose in its original form. Therefore, proton-assisted SEE-mediated biocatalysis should prove useful for the glycosynthesis of many glycomaterials.. |
| 359. | Takafumi Honjo, Kazuki Hoe, Shunsuke Tabayashi, Tsutomu Tanaka, Josui Shimada, Masahiro Goto, Hideto Matsuyama, Tatsuo Maruyama, Preparation of affinity membranes using thermally induced phase separation for one-step purification of recombinant proteins, Analytical Biochemistry, 10.1016/j.ab.2012.11.027, 434, 2, 269-274, 2013.03, [URL], We synthesized several surfactant-like ligands and prepared affinity membranes by introducing them into porous polymeric membranes using the thermally induced phase separation method. The ligands (nitrilotriacetate, iminodiacetate, and glutathione) were successfully displayed on the surfaces of cellulose diacetate membranes. Membranes functionalized with nitrilotriacetate and glutathione captured and released hexahistidine-tagged enhanced green fluorescent protein (His-tag GFP) and glutathione S-transferase (GST) selectively under appropriate conditions. The affinity membranes also enabled highly selective purification of target proteins (GFP and GST) from cell lysates. The protein-binding capacity was 15 μg/cm2 for His-tag GFP and 13 μg/cm2 for GST. The application-specific membranes described in this work will aid high-throughput screening and high-throughput analysis of recombinant proteins.. |
| 360. | Shizuka Egusa, Masahiro Goto, Takuya Kitaoka, Facile and direct synthesis of long-chain chitin from chitobiose via proton-assisted nonaqueous biocatalysis, JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 10.1016/j.molcatb.2012.10.005, 87, 69-74, 2013.03, Facile and direct enzymatic synthesis of long-chain chitin from chitobiose without activation of an anomeric carbon via traditional organic chemistry was first achieved in a one-step and one-pot reaction by the combined use of a surfactant-enveloped enzyme (SEE) and an organic protic acid co-catalyst in the aprotic nonaqueous solvent, N,N-dimethylacetamide. The SEE biocatalyst was successfully prepared by enveloping lysozyme, having chitinase activity, with sucrose oleate surfactant. When o-nitrobenzenesulfonic acid was used as a co-catalyst, a degree of polymerization of synthesized chitin reached ca. 210 in ca. 79% yield by proton-assisted SEE-mediated biocatalysis. The conversion ratios and average chain lengths depended on the types of organic protic acids, and high catalytic efficiencies were maintained in each case, resulting in high yields of ca. 40-80%. The SEE biocatalyst, which has enzymatic activity even in aprotic organic media containing strong organic acids, allowed the facile and high-yielding efficient synthesis of long-chain chitin from chitobiose in its original form. Therefore, proton-assisted SEE-mediated biocatalysis should prove useful for the glycosynthesis of many glycomaterials. (C) 2012 Elsevier B.V. All rights reserved.. |
| 361. | Takafumi Honjo, Kazuki Hoe, Shunsuke Tabayashi, Tsutomu Tanaka, Josui Shimada, Masahiro Goto, Hideto Matsuyama, Tatsuo Maruyama, Preparation of affinity membranes using thermally induced phase separation for one-step purification of recombinant proteins, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2012.11.027, 434, 2, 269-274, 2013.03, We synthesized several surfactant-like ligands and prepared affinity membranes by introducing them into porous polymeric membranes using the thermally induced phase separation method. The ligands (nitrilotriacetate, iminodiacetate, and glutathione) were successfully displayed on the surfaces of cellulose diacetate membranes. Membranes functionalized with nitrilotriacetate and glutathione captured and released hexahistidine-tagged enhanced green fluorescent protein (His-tag GFP) and glutathione S-transferase (GST) selectively under appropriate conditions. The affinity membranes also enabled highly selective purification of target proteins (GFP and GST) from cell lysates. The protein-binding capacity was 15 mu g/cm(2) for His-tag GFP and 13 mu g/cm(2) for GST. The application-specific membranes described in this work will aid high-throughput screening and high-throughput analysis of recombinant proteins. (c) 2012 Elsevier Inc. All rights reserved.. |
| 362. | 安部祐子, 田原義朗, 若林里衣, 神谷典穂, 後藤雅宏, 薬物漏洩を制御した多層エマルションの調製と経皮吸収促進効果, 膜, 10.5360/membrane.38.92, 38, 2, 92-96, 2013.03, A transdermal drug delivery system (TDDS) has attracted much attention due to several advantages over the other administration routes such as injection from the viewpoint of a less harmful method and avoiding first pass through liver. However, its real drug application has been limited to small or lipophilic drugs that can be permeated through the stratum corneum, which has a strong barrier function. Here, we focused on Solid-in-Oil-in-Water (S/O/W) emulsions as a novel TDDS carrier. This technique can encapsulate large hydrophilic molecules such as oligopeptides, proteins and DNAs in the inner oil phase of Oil-in-Water (O/W) emulsion by coating the hydrophilic macromolecules with surfactant molecules. Dispersing hydrophilic macromolecular drugs into the oil phase, S/O/W emulsion containing the hydrophilic drugs can raise the affinity and distribute to the hydrophobic stratum corneum. In this study, we encapsulated hydrophilic macromolecules into S/O/W and investigated the penetration behavior of hydrophilic macromolecules through the skin.. |
| 363. | Hiroki Abe, Rie Wakabayashi, Hiroaki Yonemura, Sunao Yamada, Masahiro Goto, Noriho Kamiya, Split Spy0128 as a potent scaffold for protein cross-linking and immobilization, Bioconjugate Chemistry, 10.1021/bc300606b, 24, 2, 242-250, 2013.02, [URL], Site-specific cross-linking techniques between proteins and additional functional groups have become increasingly important for expanding the utility of proteins in biochemistry and biotechnology. In order to explore powerful techniques for practical bioconjugation applications, we have validated a technique mediated by a unique property of Streptcoccus pyogenes pilin subunit Spy0128, an autocatalytic intramolecular isopeptide formation in Spy0128. Recently, it has been revealed that Spy0128 can be split into two fragments (split-Spy0128 (residues 18-299 of Spy0128) and isopeptag (residues 293-308 of Spy0128)) that were capable of forming an intermolecular covalent complex. We focused on this unique reconstitution property and first studied the bioconjugation of blue and green fluorescent proteins, enabling the direct monitoring of cross-linking reactions by Förster resonance energy transfer (FRET). A fluorescence lifetime study shows that spatial control of two proteins on the Spy0128 scaffold is possible when one protein is fused to the N-terminus of split-Spy0128 and another one is tethered at the N- or C-terminus of the isopeptag. Furthermore, we demonstrated site-specific protein immobilization mediated by the reconstitution of split-Spy0128 and isopeptag. In this case, a split-Spy0128 mutant with a free N-terminal Cys residue was first immobilized onto beads chemically modified with a maleimide group through a Michael addition process. Then, an isopeptagged protein was successfully immobilized onto the split-Spy0128-immobilized beads. These results suggest that Spy0128 is a potent proteinaceous scaffold available for bioconjugation both in solution and at a solid surface.. |
| 364. | Hiroki Abe, Rie Wakabayashi, Hiroaki Yonemura, Sunao Yamada, Masahiro Goto, Noriho Kamiya, Split Spy0128 as a Potent Scaffold for Protein Cross-Linking and Immobilization, BIOCONJUGATE CHEMISTRY, 10.1021/bc300606b, 24, 2, 242-250, 2013.02, Site-specific cross-linking techniques between proteins and additional functional groups have become increasingly important for expanding the utility of proteins in biochemistry and biotechnology. In order to explore powerful techniques for practical bioconjugation applications, we have validated a technique mediated by a unique property of Streptcoccus pyogenes pilin subunit Spy0128, an autocatalytic intramolecular isopeptide formation in Spy0128. Recently, it has been revealed that Spy0128 can be split into two fragments (split-Spy0128 (residues 18-299 of Spy0128) and isopeptag (residues 293-308 of Spy0128)) that were capable of forming an intermolecular covalent complex. We focused on this unique reconstitution property and first studied the bioconjugation of blue and green fluorescent proteins, enabling the direct monitoring of cross-linking reactions by Forster resonance energy transfer (FRET). A fluorescence lifetime study shows that spatial control of two proteins on the Spy0128 scaffold is possible when one protein is fused to the N-terminus of split-Spy0128 and another one is tethered at the N- or C-terminus of the isopeptag. Furthermore, we demonstrated site-specific protein immobilization mediated by the reconstitution of split-Spy0128 and isopeptag. In this case, a split-Spy0128 mutant with a free N-terminal Cys residue was first immobilized onto beads chemically modified with a maleimide group through a Michael addition process. Then, an isopeptagged protein was successfully immobilized onto the split-Spy0128-immobilized beads. These results suggest that Spy0128 is a potent proteinaceous scaffold available for bioconjugation both in solution and at a solid surface.. |
| 365. | 麻生 慎, 神谷 典穂, 後藤 雅宏, 経皮薬物投与を目指したイオン液体製剤の開発 (特集 イオン液体応用技術の新展開), 化學工業, 64, 2, 116-121, 2013.02. |
| 366. | M. Goto, Directed aggregation and fusion of vesicles induced by a DNA-surfactant, Liaison Functions 2013 - Core Programming Area at the 2013 AIChE Annual Meeting: Global Challenges for Engineering a Sustainable Future, 24, 2013.01. |
| 367. | Shinya Furukawa, Kazuhiro Hasegawa, Ichiro Fuke, Koji Kittaka, Terumitsu Nakakoba, Masahiro Goto, Noriho Kamiya, Enzymatic synthesis of Z-aspartame in liquefied amino acid substrates, Biochemical Engineering Journal, 10.1016/j.bej.2012.10.002, 70, 84-87, 2013.01, In this paper, we designed and validated a new media for biotransformation aided by ionic liquefied amino acid substrates. Thermolysin-catalyzed synthesis of Z-aspartame (N-carbobenzoxy-l-aspartame) in which ionic liquids play dual roles as both substrate and reaction medium was conducted. If the protease can retain catalytic activity in this new liquefied amino acid substrate/media, the effective substrate concentration can be maximized, leading to theoretically high yields. In fact, we observed a 34-fold enhancement in the catalytic activity compared with that obtained in a previous report. The yield of Z-aspartame reached at approximately 660mM at 24h with 50mgmL-1 of the enzyme, thus submolar range productivity was achieved. The results suggest the successful construction of a high productivity reaction system for peptide synthesis. © 2012 Elsevier B.V.. |
| 368. | Fan Yang, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, A comparative study of ionic liquids and a conventional organic solvent on the extraction of rare-earth ions with TOPO, Solvent Extraction Research and Development, 10.15261/serdj.20.225, 20, 225-232, 2013, [URL], A comparative study of ionic liquids (ILs) and a conventional organic solvent on the extraction of rare-earth ions from a nitrate-contained solution with TOPO has been investigated. A slope analysis was carried out to determine the extraction mechanism, and it was found that more TOPO molecules and the ionic constituents of the ILs have taken part in the extraction reaction in the ILs-based TOPO extraction systems. The numbers of TOPO molecules coordinated to the metal ion in the extracted complexes were 6 and 4 in the [C4mim] and [C8mim][Tf2N] systems, although 3 TOPO molecules were needed in the n-dodecane system. Higher extraction efficiency was obtained in the extraction system in which the higher coordinating number of TOPO was shown. The extraction ability of [C8mim][Tf2N]-based TOPO depends significantly on the ionic constituents of the ILs in the extracting phase, but depends only slightly on the anionic nitrate ion from the aqueous phase, and [C4mim][Tf2N]-based TOPO is not dependent on the nitrate ion.. |
| 369. | Fan Yang, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Extraction of rare-earth ions with an 8-hydroxyquinoline derivative in an ionic liquid, Solvent Extraction Research and Development, 10.15261/serdj.20.123, 20, 123-129, 2013, [URL], The extraction behavior of rare-earth ions with an 8-hydroxyquinoline derivative, HO8Q (5-octyloxymethyl-8-quinolinol), was studied using an ionic liquid, [C8mim][Tf2N] (1-octyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide), as the extracting phase. Compared with a conventional organic solvent, n-dodecane, the ionic liquid system showed a higher extraction ability for a heavy rare earth, Dy, and a better selectivity between Dy and Nd (separation factor βDy/Nd: 108). In the liquid-liquid extraction system, the color of the extracting phase changed from colorless to light yellow along with the extraction of rare-earth ions. Furthermore, the extraction efficiency was enhanced by the addition of TOPO (tri-n-octylphosphine oxide) as a co-extractant.. |
| 370. | Uju, Masahiro Goto, Noriho Kamiya, Low melting point pyridinium ionic liquid pretreatment for enhancing enzymatic saccharification of cellulosic biomass, Bioresource Technology, 48, 874-882, 2012.12. |
| 371. | Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Transdermal delivery of insulin using a solid-in-oil nanodispersion enhanced by arginine-rich peptides, MEDCHEMCOMM, 10.1039/c2md20059g, 3, 12, 1496-1499, 2012.12. |
| 372. | S. Egusa, Masahiro Goto, Takuya Kitaoka, Facile and direct synthesis oflong-chain chitinfromchitobiose via proton-assisted nonaqueous biocatalysis, J. Molecular Catal. B, Enzymatic, 87, 69-74, 2012.12. |
| 373. | Yoshiro Tahara, Shota Honda, Noriho Kamiya, Masahiro Goto, Transdermal delivery of insulin using a solid-in-oil nanodispersion enhanced by arginine-rich peptides, MEDCHEMCOMM, 10.1039/c2md20059g, 3, 12, 1496-1499, 2012.12, A solid-in-oil nanodispersion that utilizes an oil-based vehicle of proteins was developed as a unique protein-delivery system into the skin. We enhanced the permeability of insulin and accomplished transdermal delivery of insulin by the collaborative effects of a S/O nanodispersion and arginine-rich peptides.. |
| 374. | 後藤 雅宏, レアメタルの今 : 海底資源利用の可能性はあるのか?, 日本海水学会誌 = Bulletin of the Society of Sea Water Science, Japan, 10.11457/swsj.66.307, 66, 6, 307-307, 2012.12. |
| 375. | Masahiro Goto, Kosuke Minamihata, Noriho Kamiya, Activation of Pyrococcus furiosus alkaline phosphatase by divalent metal ions, BIOTECHNOLOGY LETTERS, 10.1007/s10529-012-0998-0, 34, 11, 2055-2060, 2012.11. |
| 376. | Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-oil dispersion A novel core technology for drug delivery systems, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2012.09.007, 438, 1-2, 249-257, 2012.11, [URL], Drug delivery systems using a solid-in-oil (S/O) dispersion as a core technology have advanced significantly over the past ten years. A novel, effective and practical preparation method for a S/O dispersion was originally established in 1997 as a tool for enzymatic catalysis in organic media. This oil-based dispersion containing proteins in non-aqueous media had great potential for applications to other research with one of the most successful being its adaptation as a drug delivery system. The history and features of novel processes for preparing S/O dispersions are presented in this article. In addition, recent research into the use of S/O dispersions for innovative oral and skin drug delivery systems is discussed.. |
| 377. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Activation of Pyrococcus furiosus alkaline phosphatase by divalent metal ions, BIOTECHNOLOGY LETTERS, 10.1007/s10529-012-0998-0, 34, 11, 2055-2060, 2012.11, Treatment of a hyperthermophilic enzyme, alkaline phosphatase from Pyrococcus furiosus (PfuAP), with EDTA completely deactivated PfuAP, indicating that the presence of one or more divalent metal ions is essential for its catalytic activity. Subsequent addition of various divalent metal ions to the apoprotein recovered the enzymatic activity and, in particular, the addition of Co(II) resulted in an over 50-fold increase in activity compared with PfuAP before EDTA treatment. Intriguingly, PfuAP with Co(II) exhibited weaker stability toward heat treatment, suggesting that Co2+ destabilizes the tertiary structure of PfuAP at high temperature.. |
| 378. | Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-oil dispersion: A novel core technology for drug delivery systems, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2012.09.007, 438, 1-2, 249-257, 2012.11, Drug delivery systems using a solid-in-oil (S/O) dispersion as a core technology have advanced significantly over the past ten years. A novel, effective and practical preparation method for a S/O dispersion was originally established in 1997 as a tool for enzymatic catalysis in organic media. This oil-based dispersion containing proteins in non-aqueous media had great potential for applications to other research with one of the most successful being its adaptation as a drug delivery system. The history and features of novel processes for preparing S/O dispersions are presented in this article. In addition, recent research into the use of S/O dispersions for innovative oral and skin drug delivery systems is discussed. (c) 2012 Elsevier B.V. All rights reserved.. |
| 379. | Muhammad Moniruzzaman, Keishirou Ino, Noriho Kamiya, Masahiro Goto, Lipase incorporated ionic liquid polymers as active, stable and reusable biocatalysts, Organic and Biomolecular Chemistry, 10.1039/c2ob25529d, 10, 38, 7707-7713, 2012.10, [URL], The aim of this study was to develop ionic liquid (IL) polymer materials incorporating enzymes that can be used as active, stable and reusable biocatalysts. To this goal, Candida rugosa lipase has been microencapsulated in surfactant aggregates formed in an IL monomer or the solution of an IL monomer/IL and then incorporated into polymer frameworks through the free radical polymerization of an IL (1-vinyl-3-ethylimidazolium bis(trifluoromethyl- sulfonyl) amide) ([veim][Tf2N]). The activity, stability and reusability of such IL polymer materials containing lipase were evaluated using lipase-catalyzed hydrolysis of p-nitrophenyl butyrate (p-PNB) as a model reaction. Lipase encapsulated within ionic liquid polymer materials remained active and exhibited excellent stability in aqueous solutions. More importantly, these biopolymer materials retained most of their activity after five reaction cycles, in which biopolymers were recovered from the reaction mixture simply by centrifugation. This study promulgates a direction toward the design of IL-an interesting class of tunable and designable solvents-based polymer materials containing biomolecules via a combination of polymer and supramolecular chemistry for diverse applications.. |
| 380. | Fang Yang, Noriho Kamiya, Masahiro Goto, Transdermal delivery of the anti-rheumatic agent methotrexate using a solid-in-oil nanocarrier, EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 10.1016/j.ejpb.2012.05.016, 82, 1, 158-163, 2012.09. |
| 381. | S. Egusa, Masahiro Goto, Takuya Kitaoka, One-Step Synthesis of Cellulose from Cellobiose via Protic Acid-Assisted Enzymatic Dehydration in Aprotic Organic Media, BIOMACROMOLECULES, 10.1021/bm3006775, 13, 9, 2716-2722, 2012.09. |
| 382. | Shizuka Egusa, Masahiro Goto, Takuya Kitaoka, One-Step Synthesis of Cellulose from Cellobiose via Protic Acid-Assisted Enzymatic Dehydration in Aprotic Organic Media, BIOMACROMOLECULES, 10.1021/bm3006775, 13, 9, 2716-2722, 2012.09, Direct and efficient enzymatic synthesis of long-chain cellulose from cellobiose in its original form was successfully achieved via the combination of a surfactant-enveloped enzyme (SEE) and a protic acid in an aprotic organic solvent, lithium chloride/N,N-dimethylacetamide system. The SEE biocatalyst was prepared by protecting the surface of cellulase with the nonionic surfactant dioleyl-N-D-glucona-L-glutamate for keeping its enzymatic activity in nonaqueous media. Fourier transform infrared and nuclear magnetic resonance analyses elucidated the successful synthesis of cellulose, beta-1,4-linked D-glucopyranose polymer, through the reverse hydrolysis of cellobiose. By using protic acid cocatalysts, a degree of polymerization of assynthesized cellulose reached more than 120, in a ca. 26% conversion, which was 5 times higher than that obtained in an acid-free SEE system. A novel-concept biocatalysis, i.e., a protic acid-assisted SEE-mediated reaction, enables a facile, one-step chain elongation of carbohydrates without any activation via multistep organic chemistry, and can provide potential applications in the functional design of glycomaterials.. |
| 383. | Fan Yang, Noriho Kamiya, Masahiro Goto, Transdermal delivery of the anti-rheumatic agent methotrexate using a solid-in-oil nanocarrier, EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 10.1016/j.ejpb.2012.05.016, 82, 1, 158-163, 2012.09, Transdermal delivery of methotrexate (MIX) was investigated by using the solid-in-oil (S/O) technique. Because MTX was coated with nonionic surfactant molecules, the resulting complex was easy to dissolve in various organic solvents and provided a transparent solution in isopropyl myristate (IPM). The stability of MIX-surfactant complexes are enhanced by the addition of a basic amino acid such as L-Arginine (L-Arg) or L-Lysine (L-Lys). The average size of the dispersed complex of MIX and amino acid was reduced to below 100 nm and gave a uniform distribution. A transdermal delivery experiment was conducted using the S/O nanocarrier, and the permeation behavior of MIX through Yucatan micropig (YMP) skin was evaluated with a Franz diffusion cell. The permeation efficiency for the S/O nanocarrier (not urea addition) was two- to threefold increased compared to that of the control aqueous solution because the oil-based nanocarrier is effective for penetrating the stratum corneum. Furthermore, addition of urea has dramatically improved the release property of MIX from the S/O nanocarrier, and the S/O nanocarrier containing urea showed an optimal permeation efficiency of approximately 8.8-fold increased compared to that of the control aqueous solution after 24 h (p |
| 384. | Masahiro Goto, Yoshiro Tahara, Noriho Kamiya, A novel double-coating carrier produced by solid-in-oil and solid-in-water nanodispersion technology for delivery of genes and proteins into cells, J. Controlled Release, 16, 713-721, 2012.08. |
| 385. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Control of a Tyrosyl Radical Mediated Protein Cross-Linking Reaction by Electrostatic Interaction, BIOCONJUGATE CHEMISTRY, 10.1021/bc300137s, 23, 8, 1600-1609, 2012.08. |
| 386. | Yoshiro Tahara, Takeshi Kaneko, Riki Toita, Chiharu Yoshiyama, Takuya Kitaoka, Takuro Niidome, Yoshiki Katayama, Noriho Kamiya, Masahiro Goto, A novel double-coating carrier produced by solid-in-oil and solid-in-water nanodispersion technology for delivery of genes and proteins into cells, Journal of Controlled Release, 10.1016/j.jconrel.2012.05.001, 161, 3, 713-721, 2012.08, [URL], A novel intracellular delivery method both for genes and proteins is one of the most coveted systems in the drug delivery field. In the present study, we developed a double-coating carrier loaded with gene and protein produced by solid-in-oil and solid-in-water nanodispersion technology. The double-coating carriers did not require electrostatic interactions during the preparation so were able to encapsulate plasmid DNA, ovalbumin (pI 4.5), horseradish peroxidase (pI 7.2), and cytochrome-c (pI 10.5) in a consistent manner. The carriers had practical encapsulation efficiencies and release profiles for genes and proteins. Furthermore, effective gene expression and cellular uptakes of both anionic and cationic proteins were achieved by modification of carriers with functional molecules. These findings indicate that the double-coating carrier has high potential for cellular delivery of various drugs and is a novel, superior method for both gene and protein delivery into cells.. |
| 387. | Yoshiro Tahara, Takeshi Kaneko, Riki Toita, Chiharu Yoshiyama, Takuya Kitaoka, Takuro Niidome, Yoshiki Katayama, Noriho Kamiya, Masahiro Goto, A novel double-coating carrier produced by solid-in-oil and solid-in-water nanodispersion technology for delivery of genes and proteins into cells, JOURNAL OF CONTROLLED RELEASE, 10.1016/j.jconrel.2012.05.001, 161, 3, 713-721, 2012.08, A novel intracellular delivery method both for genes and proteins is one of the most coveted systems in the drug delivery field. In the present study, we developed a double-coating carrier loaded with gene and protein produced by solid-in-oil and solid-in-water nanodispersion technology. The double-coating carriers did not require electrostatic interactions during the preparation so were able to encapsulate plasmid DNA, ovalbumin (pI 4.5), horseradish peroxidase (pI 7.2), and cytochrome-c (pI 10.5) in a consistent manner. The carriers had practical encapsulation efficiencies and release profiles for genes and proteins. Furthermore, effective gene expression and cellular uptakes of both anionic and cationic proteins were achieved by modification of carriers with functional molecules. These findings indicate that the double-coating carrier has high potential for cellular delivery of various drugs and is a novel, superior method for both gene and protein delivery into cells. (c) 2012 Elsevier B.V. All rights reserved.. |
| 388. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Control of a Tyrosyl Radical Mediated Protein Cross-Linking Reaction by Electrostatic Interaction, BIOCONJUGATE CHEMISTRY, 10.1021/bc300137s, 23, 8, 1600-1609, 2012.08, Herein, we demonstrate the control of protein heteroconjugation via a tyrosyl coupling reaction by using electrostatic interaction. Aspartic acid and arginine were introduced. to a tyrosine containing peptide tag (Y-tag) to provide electrostatic charge. Designed negatively or positively charged Y-tags were tethered to the C-terminus of Escherichia coli alkaline phosphatase (BAP) and streptavidin (SA), and these model proteins were subjected to horseradish peroxidase (HRP) treatment The negatively charged Y-tags showed low reactivity due to repulsive interactions between the Y-tags with the negatively charged BAP and SA. In contrast, the positively charged Y-tags showed high reactivity, indicating that the electrostatic interaction between Y-tags and proteins significantly affects the tyrosyl radical mediated protein cross linking From the heteroconjugation reaction of BAP and SA, the SA with the positively charged Y-tags exhibited favorable cross linking toward negatively charged BAP, and the BAP SA conjugates prepared from BAP with GY-tag (GGGGY) and SA with RYR-tag (RRYRR) had the best performance on a biotin coated microplate. Encompassing the reactive tyrosine residue with arginine residues reduced the reactivity against HRP, enabling the modulation of cross linking reaction rates with BAP-GY. Thus, by introducing a proper electrostatic interaction to Y-tags, it is possible to kinetically control the heteroconjugation behavior of proteins, thereby maximizing the functions of protein heteroconjugates.. |
| 389. | Kojiro Shimojo, Masahiro Goto, Noriho Kamiya, Facile, rapid and efficient biofabrication of gold nanoparticles decorated with functional proteins, Analyst., 137, 2300-2303, 2012.07. |
| 390. | Momoko Kitaoka, Masayuki Mitsumori, Kounosuke Hayashi, Yoshiyuki Hiraishi, Hisao Yoshinaga, Koji Nakano, Katsuyuki Miyawaki, Sumihare Noji, Masahiro Goto, Noriho Kamiya, Transglutaminase-mediated in situ hybridization (TransISH) system A new methodology for simplified mRNA detection, Analytical chemistry, 10.1021/ac2034198, 84, 14, 5885-5891, 2012.07, [URL], Figure Persented: Detection and localization of specific DNA or RNA sequences in cells and tissues are of great importance for biological research, diagnosis, and environmental monitoring. However, the most common procedure for in situ hybridization employs laborious immunostaining techniques. In the present study, we report proof-of-concept for a new RNA-enzyme conjugated probe for the detection of mRNA on tissue sections with a simple procedure. An RNA probe modified with a specific dipeptide substrate of transglutaminase was prepared. Alkaline phosphatase was then covalently and site-specifically combined to the dipeptide-labeled RNA using microbial transglutaminase. The new RNA probe labeled with alkaline phosphatase was validated by in situ hybridization (ISH) and proved to be a sensitive and sequence specific probe for mRNA detection in tissues. The new transglutaminase-mediated ISH (TransISH) strategy is free from antigen-antibody reaction, leads to one-step signal amplification after hybridization, and thus will be widely applicable for highly sensitive nucleic acid detection.. |
| 391. | Momoko Kitaoka, Masayuki Mitsumori, Kounosuke Hayashi, Yoshiyuki Hiraishi, Hisao Yoshinaga, Koji Nakano, Katsuyuki Miyawaki, Sumihare Noji, Masahiro Goto, Noriho Kamiya, Transglutaminase-Mediated in Situ Hybridization (TransISH) System: A New Methodology for Simplified mRNA Detection, ANALYTICAL CHEMISTRY, 10.1021/ac2034198, 84, 14, 5885-5891, 2012.07, Detection and localization of specific DNA or RNA sequences in cells and tissues are of great importance for biological research, diagnosis, and environmental monitoring. However, the most common procedure for in situ hybridization employs laborious immunostaining techniques. In the present study, we report proof-of-concept for a new RNA enzyme conjugated probe for the detection of mRNA on tissue sections with a simple procedure. An RNA probe modified with a specific dipeptide substrate of transglutaminase was prepared. Alkaline phosphatase was then covalently and site specifically combined to the dipeptide-labeled RNA using microbial transglutaminase. The new RNA probe labeled with alkaline phosphatase-was validated by in situ hybridization (ISH) and proved to be a sensitive and sequence specific probe for mRNA detection in tissues.. The new transglutaminase-mediated ISH (TransISH) strategy is free from antigen-antibody reaction, leads to one-step signal amplification after hybridization, and thus will be widely applicable for highly sensitive nucleic acid detection.. |
| 392. | K. Nose, Masahiro Goto, Yoshiki Katayama, Gold nanorods in an oil-base formulation for transdermal treatment of type 1 diabetes in mice, Nanoscale, 4, 3776-3780, 2012.06. |
| 393. | Momoko Kitaoka, Masahiro Goto, Noriho Kamiya, Transglutaminase-mediated in situ hybridization (TransISH) system: A new methodology for simplified mRNA detection., Anal. Chem, 84, 5885-5891, 2012.06. |
| 394. | Tatsuo Maruyama, Masahiro Goto, Versatile Supramolecular Gelators That Can Harden Water, Organic Solvents and Ionic Liquids, LANGMUIR, 10.1021/la301442f, 28, 25, 9259-9266, 2012.06. |
| 395. | Keisuke Nose, Dakrong Pissuwan, Masahiro Goto, Yoshiki Katayama, Takuro Niidome, Gold nanorods in an oil-base formulation for transdermal treatment of type 1 diabetes in mice, Nanoscale, 10.1039/c2nr30651d, 4, 12, 3776-3780, 2012.06, [URL], Efficient transdermal insulin delivery to the systemic circulation would bring major benefit to diabetic patients. We investigated the possibility of using gold nanorods (GNRs) that formed a complex with an edible surfactant and insulin (INS) in an oil phase to form a solid-in-oil (SO) formulation (SO-INS-GNR) for transdermal treatment of diabetes. Diabetic mice comprised the model for our study. In vitro, there was high penetration of insulin through the stratum corneum (SC) and the dermis in mouse skin treated with an SO-INS-GNR complex plus near-infrared (NIR) light irradiation. Blood glucose levels in the diabetic mice were significantly decreased after treatment with SO-INS-GNR plus irradiation. To our knowledge, this is the first study to use gold nanorods for systemic insulin delivery through the skin. The use of an SO-INS-GNR complex combined with NIR irradiation may provide the possibility of transdermal insulin delivery to diabetic patients.. |
| 396. | Nami Minakuchi, Kazuki Hoe, Daisuke Yamaki, Seiichiro Ten-no, Kazunori Nakashima, Masahiro Goto, Minoru Mizuhata, Tatsuo Maruyama, Versatile Supramolecular Gelators That Can Harden Water, Organic Solvents and Ionic Liquids, LANGMUIR, 10.1021/la301442f, 28, 25, 9259-9266, 2012.06, We developed novel supramolecular gelators with simple molecular structures that could harden a broad range of solvents: aqueous solutions of a wide pH range, organic solvents, edible oil, biodiesel, and ionic liquids at gelation concentrations of 0.1-2 wt %. The supramolecular gelators were composed of a long hydrophobic tail, amino acids and gluconic acid, which were prepared by liquid-phase synthesis. Among seven types of the gelators synthesized, the gelators containing L-Val, L-Leu, and L-Ile exhibited high gelation ability to various solvents. These gelators were soluble in aqueous and organic solvents, and also in ionic liquids at high temperature. The gelation of these solvents was thermally reversible. The microscopic observations (TEM, SEM, and CLSM) and small-angle X-ray scattering (SAXS) measurements suggested that the gelator molecules self-assembled to form entangled nanofibers in a large variety of solvents, resulting in the gelation of these solvents. Molecular mechanics and density functional theory (DFT) calculations indicated the possible molecular packing of the gelator in the nanofibers. Interestingly, the gelation of an ionic liquid by our gelator did not affect the ionic conductivity of the ionic liquid, which would provide an advantage to electrochemical applications.. |
| 397. | T. Niide, M. Goto, N. Kamiya, Biocatalytic synthesis of gold nanoparticles with cofactor regeneration in recombinant Escherichia coli, Chem. Comm., 47, 7350-7352, 2012.05. |
| 398. | Uju, Masahiro Goto, Noriho Kamiya, Short time ionic liquids pretreatment on lignocellulosic biomass to enhance enzymatic saccharification, Bioresour. Technol., 103, 446-452, 2012.05. |
| 399. | Masahiro Goto, Josui Shimada, Noriho Kamiya, Microplate assay for aptamer-based thrombin detection using a DNA-enzyme conjugate based on His-tag chemistry, Anal. Biochem., 421, 541-546, 2012.05. |
| 400. | Masahiro Goto, Josui Shimada, Noriho Kamiya, Programmable protein protein conjugation via DNA-based self-assembly, Chem. Commun, 48, 6226-6228, 2012.05. |
| 401. | Fang Yang, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Extraction and Separation of Rare Earth Metal Ions with DODGAA in Ionic liquids, Solv. Extr. Res. Dev. Jpn,, 19, 1, 69-76, 2012.05. |
| 402. | Takahiko Kakoi, Masahiro Goto, Extraction Behavior of Gold from Hydrochloric Acid Solution with Ionic Liquids as Extractants, Solvent Extraction Research and Development, Japan, 19, 63-68, 2012.05. |
| 403. | Kojiro Shimojo, Teppei Niide, Tomitsugu Taguchi, Hirochika Naganawa, Noriho Kamiya, Masahiro Goto, Facile, rapid and efficient biofabrication of gold nanoparticles decorated with functional proteins, Analyst, 10.1039/c2an35172b, 137, 10, 2300-2303, 2012.05, [URL], We report a one-pot biological approach to fabricate gold nanoparticle (AuNP)-ZZ domain conjugates using peptide-functionalized proteins that can simultaneously direct both biomineralization and surface modification of AuNPs. In addition, immuno-AuNPs are readily prepared through the specific binding of antibodies to the ZZ domain on the AuNPs.. |
| 404. | Josui Shimada, Tatsuo Maruyama, Momoko Kitaoka, Hisao Yoshinaga, Koji Nakano, Noriho Kamiya, Masahiro Goto, Programmable protein-protein conjugation via DNA-based self-assembly, Chemical Communications, 10.1039/c2cc30618b, 48, 50, 6226-6228, 2012.05, [URL], Protein molecules were precisely arrayed on a designable DNA scaffold close to each other using a DNA aptamer. By adding a chemical cross-linker, the neighboring protein molecules were effectively and covalently cross-linked to each other without losing their activities.. |
| 405. | Fukiko Kubota, Yuzo Baba, Masahiro Goto, Application of ionic liquids for the separation of rare earth metals, Solvent Extraction Research and Development, 10.15261/serdj.19.17, 19, 17-28, 2012.05, [URL], Liquid-liquid extraction is one of the most important techniques for the separation of rare earth metals in hydrometallurgy. Recently, ionic liquids (ILs) have attracted much attention as green alternatives to conventional organic solvents. Due to the additional advantage of good radiation stability, their application to the separation of fission products in nuclear fuel reprocessing has been promoted. In this article, we summarize the IL-based extraction of rare earth metals and advanced techniques are described.. |
| 406. | Fan Yang, Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Extraction and separation of rare earth metal ions with DODGAA in ionic liquids, Solvent Extraction Research and Development, 10.15261/serdj.19.69, 19, 69-76, 2012.05, [URL], In order to apply ionic liquids (ILs) to the separation of rare earth metals, liquid-liquid extraction of a series of rare earth elements into the ILs was investigated mainly using 1-octyl-3-methylimidazolium bis(trifluoromethyl sulfonyl) imide, [C8mim][Tf2N], with N,N-dioctyldiglycol amic acid (DODGAA) as the extractant. A higher selectivity was exhibited for the heavier rare earth elements as in the n-dodecane system, and the order of the extractability of Y(III) in the IL system, situated in the heavy rare earth metals, was between Tb and Dy. This position is a little different from that for the common solvent extraction system employing organophosphorus extractants such as bis (2-ethylhexyl)phosphoric acid (D2EHPA) and 2-ethylhexylphosphonic acid mono-2-ethylhexyl ester (PC-88A). Quantitative extraction was achieved for all rare earth metals with DODGAA from sulfuric acid solutions from pH 1.5 to 4. It was confirmed that rare earth metal ions were extracted with 3 DODGAA molecules in the ILs.. |
| 407. | 後藤 雅宏, 馬場 雄三, 久保田 富生子, 神谷 典穂, イオン液体を抽出媒体とした希土類金属の分離特性, 希土類 = Rare earths, 60, 28-29, 2012.05. |
| 408. | 後藤 雅宏, 馬場 雄三, 久保田 富貴子, 神谷 典穂, 海底資源マンガン団塊からの溶媒抽出法による有価金属の分離, 日本海水学会誌 = Bulletin of the Society of Sea Water Science, Japan, 66, 3, 131-131, 2012.05. |
| 409. | Eiichi Toorisaka, Masahiro Goto, Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery, Acta Biomaterialia, 8, 653-658, 2012.04. |
| 410. | Eiichi Toorisaka, Kikumi Watanabe, Hiroshige Ono, Makoto Hirata, Noriho Kamiya, Masahiro Goto, Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery, Acta Biomaterialia, 10.1016/j.actbio.2011.09.023, 8, 2, 653-658, 2012.02, [URL], Oral administration of biomolecular drugs such as peptides, proteins, and DNA is an attractive delivery method because of the safety and convenience of delivery in contrast to injection administration. However, oral delivery of biomolecules has several potential barriers such as enzymatic degradation in the gastrointestinal tract and low permeability across an intestinal membrane. In this study, we proposed an intestinal patch system that included surfactant-coated insulin for oral delivery. The intestinal patches, which have mucoadhesive and drug-impermeable layers, induced sustained unidirectional insulin release toward intestinal mucosa and inhibition of insulin leakage from the patches. Moreover, the surfactant-coated insulin, which has high compatibility with cell membranes, enhanced insulin transport across the intestinal membrane. This study demonstrates that the intestinal patches might improve protein permeability in the intestinal mucosa, thereby offering an innovative therapeutic strategy.. |
| 411. | Josui Shimada, Tatsuo Maruyama, Momoko Kitaoka, Noriho Kamiya, Masahiro Goto, Microplate assay for aptamer-based thrombin detection using a DNA-enzyme conjugate based on histidine-tag chemistry, Analytical Biochemistry, 10.1016/j.ab.2011.11.028, 421, 2, 541-546, 2012.02, [URL], We report a method to prepare a DNA-enzyme conjugate using histidine-tag (His-tag) chemistry. A DNA oligonucleotide was modified with nitrilotriacetate (NTA), whose Kd was approximately 10-6 (M-1) toward a His-tag present on a recombinant protein via the complexation of Ni2+. His-tagged alkaline phosphatase (His-AP) was used as the model enzyme. Enzyme immobilization on the microplate revealed the conjugation of His-AP and the NTA-modified DNA via an Ni2+ complex. SPR measurements also proved the conjugation of His-AP with the NTA-modified DNA via an Ni 2+ complex. The DNA-enzyme conjugate was then used for the detection of thrombin using a DNA aptamer. The DNA-AP conjugate successfully amplified the binding signal between the DNA aptamer and the thrombin, and the signal was measured as the fluorescent intensity derived from the AP-catalyzed reaction. The detection limit was 11 nM. Finally, we studied the effect of the release of the immobilized His-AP from the microplate on the AP activity, because the present strategy used a cleavable linker for the conjugation and the enzyme immobilization. The DNase-catalyzed release of the immobilized His-AP resulted in a 1.7-fold higher AP activity than observed when the His-AP was surface-immobilized.. |
| 412. | Eiichi Toorisaka, Kikumi Watanabe, Hiroshige Ono, Makoto Hirata, Noriho Kamiya, Masahiro Goto, Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery, ACTA BIOMATERIALIA, 10.1016/j.actbio.2011.09.023, 8, 2, 653-658, 2012.02, Oral administration of biomolecular drugs such as peptides, proteins, and DNA is an attractive delivery method because of the safety and convenience of delivery in contrast to injection administration. However, oral delivery of biomolecules has several potential barriers such as enzymatic degradation in the gastrointestinal tract and low permeability across an intestinal membrane. In this study, we proposed an intestinal patch system that included surfactant-coated insulin for oral delivery. The intestinal patches, which have mucoadhesive and drug-impermeable layers, induced sustained unidirectional insulin release toward intestinal mucosa and inhibition of insulin leakage from the patches. Moreover, the surfactant-coated insulin, which has high compatibility with cell membranes, enhanced insulin transport across the intestinal membrane. This study demonstrates that the intestinal patches might improve protein permeability in the intestinal mucosa, thereby offering an innovative therapeutic strategy. (C) 2011 Acta Materialia Inc. Published by Elsevier Ltd. All rights reserved.. |
| 413. | Josui Shimada, Tatsuo Maruyama, Momoko Kitaoka, Noriho Kamiya, Masahiro Goto, Microplate assay for aptamer-based thrombin detection using a DNA-enzyme conjugate based on histidine-tag chemistry, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2011.11.028, 421, 2, 541-546, 2012.02, We report a method to prepare a DNA-enzyme conjugate using histidine-tag (His-tag) chemistry. A DNA oligonucleotide was modified with nitrilotriacetate (NTA), whose K-d was approximately 10(-6) (M-1) toward a His-tag present on a recombinant protein via the complexation of Ni2+. His-tagged alkaline phosphatase (His-AP) was used as the model enzyme. Enzyme immobilization on the microplate revealed the conjugation of His-AP and the NTA-modified DNA via an Ni2+ complex. SPR measurements also proved the conjugation of His-AP with the NTA-modified DNA via an Ni2+. complex. The DNA-enzyme conjugate was then used for the detection of thrombin using a DNA aptamer. The DNA-AP conjugate successfully amplified the binding signal between the DNA aptamer and the thrombin, and the signal was measured as the fluorescent intensity derived from the AP-catalyzed reaction. The detection limit was 11 nM. Finally, we studied the effect of the release of the immobilized His-AP from the microplate on the AP activity, because the present strategy used a cleavable linker for the conjugation and the enzyme immobilization. The DNase-catalyzed release of the immobilized His-AP resulted in a 1.7-fold higher AP activity than observed when the His-AP was surface-immobilized. (C) 2011 Elsevier Inc. All rights reserved.. |
| 414. | 南畑孝介, 後藤雅宏, 神谷典穂, チロシルラジカルの電荷指向型カップリング反応によるタンパク質架橋, 化学工学会年会研究発表講演要旨集(CD-ROM), 77th, ROMBUNNO.B214, 2012.02. |
| 415. | 境慎司, 足立辰弥, 南畑孝介, 後藤雅宏, 神谷典穂, 川上幸衛, 田谷正仁, チロシンタグ導入タンパク質/フェノール性水酸基含有ヒドロゲル融合基材の開発, 化学工学会年会研究発表講演要旨集(CD-ROM), 77th, ROMBUNNO.A113, 2012.02. |
| 416. | Uju, Yasuhiro Shoda, Aya Nakamoto, Masahiro Goto, Wataru Tokuhara, Yoshiyuki Noritake, Satoshi Katahira, Nobuhiro Ishida, Kazunori Nakashima, Chiaki Ogino, Noriho Kamiya, Short time ionic liquids pretreatment on lignocellulosic biomass to enhance enzymatic saccharification, Bioresource Technology, 10.1016/j.biortech.2011.10.003, 103, 1, 446-452, 2012.01, [URL], The potential of 1-buthyl-3-methylpyridinium chloride, [Bmpy][Cl], as a pretreatment solvent for lignocellulosic biomasses, Bagasse and Eucalyptus, was investigated. The yields of regenerated biomasses ranged between 35% and 96%, and varied according to the pretreatment time, type of ionic liquid (IL) and biomass. The pretreatment of the biomass with [Bmpy][Cl] resulted in up to 8-fold increase in the cellulose conversion when compared with the untreated biomass. For a short pretreatment period (i.e., 10. min), [Bmpy][Cl] showed better performance than 1-ethyl-3-methylimidazolium acetate ([Emim][OAc]) with respect to the initial enzymatic saccharification rates. The increase in the reaction rates with [Emim][OAc] treatment was because of a reduction in the cellulose crystallinity. In contrast, a decrease in the crystallinity index was not clearly observed for the biomass pretreated with [Bmpy][Cl], and the enhancement of the enzymatic saccharification rates using this IL is presumably due to a reduction in the degree of polymerization of cellulose in the biomass.. |
| 417. | Tatsuo Maruyama, Shunsuke Tabayashi, Takafumi Honjo, Kazuki Hoe, Tsutomu Tanaka, Josui Shimada, Masahiro Goto, Hideto Matsuyama, Task-specific membranes for the isolation of recombinant proteins with peptide tags, RSC Advances, 10.1039/c1ra00856k, 2, 1, 125-127, 2012.01, [URL], Task-specific membranes for recombinant proteins with peptide tags were developed by introducing surfactant-like ligands to polymeric membranes, which allowed the simple and rapid purification of target proteins from E. coli cell lysates.. |
| 418. | Uju, Yasuhiro Shoda, Aya Nakamoto, Masahiro Goto, Wataru Tokuhara, Yoshiyuki Noritake, Satoshi Katahira, Nobuhiro Ishida, Kazunori Nakashima, Chiaki Ogino, Noriho Kamiya, Short time ionic liquids pretreatment on lignocellulosic biomass to enhance enzymatic saccharification, BIORESOURCE TECHNOLOGY, 10.1016/j.biortech.2011.10.003, 103, 1, 446-452, 2012.01, The potential of 1-buthyl-3-methylpyridinium chloride, [Bmpy][Cl], as a pretreatment solvent for lignocellulosic biomasses, Bagasse and Eucalyptus, was investigated. The yields of regenerated biomasses ranged between 35% and 96%, and varied according to the pretreatment time, type of ionic liquid (IL) and biomass. The pretreatment of the biomass with [Bmpy][Cl] resulted in up to 8-fold increase in the cellulose conversion when compared with the untreated biomass. For a short pretreatment period (i.e., 10 min), [Bmpy][Cl] showed better performance than 1-ethyl-3-methylimidazolium acetate ([Emim][OAc]) with respect to the initial enzymatic saccharification rates. The increase in the reaction rates with [Emim][OAc] treatment was because of a reduction in the cellulose crystallinity. In contrast, a decrease in the crystallinity index was not clearly observed for the biomass pretreated with [Bmpy][Cl], and the enhancement of the enzymatic saccharification rates using this IL is presumably due to a reduction in the degree of polymerization of cellulose in the biomass. (C) 2011 Published by Elsevier Ltd.. |
| 419. | 後藤 雅宏, 化学工学会における情報サービス, 化学工学 = Chemical engineering, 76, 1, 1-1, 2012.01. |
| 420. | Takahiko Kakoi, Mayumi Yoshiyama, Hiroyuki Ariyoshi, Masako Komai, Masahiro Goto, Extraction behavior of gold from hydrochloric acid solutions with ionic liquids as extractants, Solvent Extraction Research and Development, 10.15261/serdj.19.63, 19, 63-68, 2012, [URL], The extraction mechanism of gold(III) with ionic liquids as extractants has been investigated in a liquid-liquid extraction system. Ionic liquids were found to possess a high extraction potential for gold. The composition of the complex between gold and an ionic liquid was elucidated by slope analysis and Job's method. The gold exists as a tetrachloroaurate anion complex in hydrochloric acid solutions, which reacted with an ionic liquid molecule in chloroform and was extracted into the organic solutions. Furthermore, gold could be separated from copper in an acidic chloride medium by using the ionic liquid as the extractant.. |
| 421. | Hiroki Abe, Masahiro Goto, Noriho Kamiya, Protein lipidation catalyzed by microbial transglutaminase, Chemistry - A European Journal, 10.1002/chem.201102121, 17, 50, 14004-14008, 2011.12, [URL], Fattening up: Artificially constructed lipid-protein conjugates can be used to control protein activity and localization at either biological or artificial membrane interfaces. Here, we report a facile technique for the lipid modification of proteins catalyzed by microbial transglutaminase (MTG). MTG-mediated protein lipidation proceeded efficiently without perturbing protein functionality (see figure).. |
| 422. | Hiroki Abe, Masahiro Goto, Noriho Kamiya, Protein Lipidation Catalyzed by Microbial Transglutaminase, CHEMISTRY-A EUROPEAN JOURNAL, 10.1002/chem.201102121, 17, 50, 14004-14008, 2011.12, Fattening up: Artificially constructed lipid-protein conjugates can be used to control protein activity and localization at either biological or artificial membrane interfaces. Here, we report a facile technique for the lipid modification of proteins catalyzed by microbial transglutaminase (MTG). MTG-mediated protein lipidation proceeded efficiently without perturbing protein functionality (see figure). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.. |
| 423. | Hongyu Piao, Noriho Kamiya, Fude Cui, Masahiro Goto, Preparation of a solid-in-oil nanosuspension containing l-ascorbic acid as a novel long-term stable topical formulation, International Journal of Pharmaceutics, 10.1016/j.ijpharm.2011.08.025, 420, 1, 156-160, 2011.11, [URL], l-Ascorbic acid (AA, vitamin C) easily decomposes into inactive compounds in aqueous solutions and this has limited its topical use. This work reports the preparation of a solid-in-oil nanosuspension (SONS) containing AA and validation of its basic storage stability. Although AA itself is water-soluble, it can readily be nanosuspended in squalane via complex formation involving a combination of sucrose erucate (i.e. lipophilic surfactant) and sucrose monolaureate (i.e. hydrophilic surfactant) to yield SONS with a very low moisture content ( |
| 424. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Protein heteroconjugation by the peroxidase-catalyzed tyrosine coupling reaction, Bioconjugate Chemistry, 10.1021/bc200420v, 22, 11, 2332-2338, 2011.11, [URL], Combining different proteins can integrate the functions of each protein to produce novel protein conjugates with wider ranges of applications. We have previously introduced a peptide containing tyrosine residues (Y-tag) at the C-terminus of Escherichia coli alkaline phosphatase (BAP). The tyrosine residues in the Y-tag were efficiently recognized by horseradish peroxidase (HRP) and were site-specifically cross-linked with each other to yield BAP homoconjugates. In this study, the HRP-catalyzed tyrosine coupling reaction was used for protein heteroconjugation. Streptavidin (SA) was selected as the conjugation partner for BAP. The Y-tag (GGGGY) was genetically introduced to the C-terminus of SA. Prior to heteroconjugation, the reactivity of the Y-tagged SA was examined. The Y-tagged SA cross-linked to form an SA homoconjugate upon HRP treatment, whereas wild-type SA remained essentially intact. In the heteroconjugation reaction of BAP and SA, the Y-tagged BAP and SA were efficiently cross-linked with each other upon HRP treatment. The functions of the BAP-SA conjugates were evaluated by measuring the BAP enzymatic activity on a biotin-coated plate. The BAP-SA conjugate tethered to the plate showed BAP enzymatic activity, indicating that both BAP and SA retained their functions following heteroconjugation. The BAP-SA conjugate prepared from both Y-tagged BAP and SA showed the highest enzymatic activity on the biotin-coated plates. This result illustrates the advantage of the protein conjugation reaction in which multiple numbers of proteins can be conjugated at the same time.. |
| 425. | Yuzo Baba, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Recent advances in extraction and separation of rare-earth metals using ionic liquids, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.10we279, 44, 10 SPEC. ISSUE, 679-685, 2011.11, [URL], In the present review article, we summarize recent advances in extraction and separation of rare-earth metals using ionic liquids. Rare-earth metals have unique electronic and magnetic properties. In Japan, increasing amounts of rare-earth metals are being used every year in industries employing cutting-edge technology. Therefore, maintaining a stable supply of rare-earth metals is important. In recent times, extensive research has been carried out on the use of ionic liquids for the extraction of rare-earth metals; this is because the extraction ability and/or selectivity for rare-earth metals have been found to increase when using hydrophobic ionic liquids, which have potential applications in liquid-liquid extraction processes. In the octyl(phenyl)-N,N-diisobutyl carbamoylmethyl phosphine oxide (CMPO) extraction system using ionic liquids, the extraction ability was more than 103 times better than that when using n-dodecane; however, stripping of the extracted metal ions was difficult in the former case. In initial research on the extraction processes based on ionic liquids, industrial extractant PC-88A was employed as well as CMPO, but issues resulting from the low solubility of these extractants and their metal complexes remain to be addressed. To overcome this problem, a new extractant, N,N-dioctyldiglycol amic acid (DODGAA), which is highly soluble in the ionic liquids, has been synthesized. DODGAA shows better performance for the separation of rare-earth metals in ionic liquids than in n-dodecane. Furthermore, a liquid membrane system based on ionic liquids has been developed for the separation and recovery of rare-earth metals. The use of a liquid membrane system may help in reducing the amount of ionic liquids required for metal recovery.. |
| 426. | Hongyu Piao, Noriho Kamiya, Fude Cui, Masahiro Goto, Preparation of a solid-in-oil nanosuspension containing L-ascorbic acid as a novel long-term stable topical formulation, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2011.08.025, 420, 1, 156-160, 2011.11, L-Ascorbic acid (AA, vitamin C) easily decomposes into inactive compounds in aqueous solutions and this has limited its topical use. This work reports the preparation of a solid-in-oil nanosuspension (SONS) containing AA and validation of its basic storage stability. Although AA itself is water-soluble, it can readily be nanosuspended in squalane via complex formation involving a combination of sucrose erucate (i.e. lipophilic surfactant) and sucrose monolaureate (i.e. hydrophilic surfactant) to yield SONS with a very low moisture content ( |
| 427. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Protein Heteroconjugation by the Peroxidase-Catalyzed Tyrosine Coupling Reaction, BIOCONJUGATE CHEMISTRY, 10.1021/bc200420v, 22, 11, 2332-2338, 2011.11, Combining different proteins can integrate the functions of each protein to produce novel protein conjugates with wider ranges of applications. We have previously introduced a peptide containing tyrosine residues (Y-tag) at the C-terminus of Escherichia coli alkaline phosphatase (BAP). The tyrosine residues in the Y-tag were efficiently recognized by horseradish peroxidase (HRP) and were site-specifically cross-linked with each other to yield BAP homoconjugates. In this study, the HRP-catalyzed tyrosine coupling reaction was used for protein heteroconjugation. Streptavidin (SA) was selected as the conjugation partner for BAP. The Y-tag (GGGGY) was genetically introduced to the C-terminus of SA. Prior to heteroconjugation, the reactivity of the Y-tagged SA was examined. The Y-tagged SA cross-linked to form an SA homoconjugate upon HRP treatment, whereas wild-type SA remained essentially intact. In the heteroconjugation reaction of BAP and SA, the Y-tagged BAP and SA were efficiently cross-linked with each other upon FIR? treatment. The functions of the BAP-SA conjugates were evaluated by measuring the BAP enzymatic activity on a biotin-coated plate. The BAP-SA conjugate tethered to the plate showed BAP enzymatic activity, indicating that both BAP and SA retained their functions following heteroconjugation. The BAP-SA conjugate prepared from both Y-tagged BAP and SA showed the highest enzymatic activity on the biotin-coated plates. This result illustrates the advantage of the protein conjugation reaction in which multiple numbers of proteins can be conjugated at the same time.. |
| 428. | Y. Mori, M. Goto, N. Kamiya, Transglutaminase-mediated internal protein labeling with a designed peptide loop, Biochem. Biophys. Res. Commun., 410, 829-833, 2011.10. |
| 429. | Ryozo Kato, Yibin Xu, Masahiro Goto, Development of a frequency-domain method using completely optical techniques for measuring the interfacial thermal resistance between the metal film and the substrate, Japanese Journal of Applied Physics, 10.1143/JJAP.50.106602, 50, 10, 2011.10, In this paper, we describe the development of a new frequency-domain (FD) method using completely optical techniques for determining the interfacial thermal resistance between a metal film and its substrate. The 3ω method, which is a FD method based on the technique of photolithography to define a metal-film heater/thermometer pattern, has been most widely used so far. The 2ω method implemented a thermoreflectance technique for measuring ac temperature. In this study we additionally implement a laser technique for periodic heating. Our new method can provide the absolute value of interfacial thermal resistance between a film and its substrate, using the known thermophysical properties of the substrate material, even though the optical power of the pump laser and the optical properties of the metal film are unknown. To verify the method, we measure the thermal resistance of interfaces such as, Au-Al2O3, Bi-Al2O3, Au-SiO2 (thermally oxidized), and Bi-SiO2 (thermally oxidized). The results of the measurements show good agreement with the data obtained by the 2ω method and with the data theoretically predicted using the diffusion mismatch model (DMM). © 2011 The Japan Society of Applied Physics.. |
| 430. | E. Toorisaka, K. Watanabe, H. Ono, M. Hirata, N. Kamiya, M. Goto, Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery, Acta Biomaterialia, 8, 965-968, 2011.09. |
| 431. | Y.Mori, K. Minamihata, H. Abe, M. Goto, N. Kamiya, protein assemblies by site-specific avidin-biotin interactions, Org. Biomol. Chem., 9, 5641-5644, 2011.09. |
| 432. | Muhammad Moniruzzaman, Masahiro Goto, Molecular assembly-assisted biocatalytic reactions in ionic liquids., Methods in molecular biology (Clifton, N.J.), 10.1007/978-1-61779-132-1_4, 743, 37-49, 2011.09, [URL], Room temperature ionic liquids (RTILs), having no measurable vapor pressure, represent an interesting class of tunable designer solvents. Due to their many unique properties, ILs have been used as attractive alternatives to environmentally harmful ordinary organic solvents in a wide range of applications including enzymatic biotransformation. Compared to conventional organic solvents, ILs offer many advantages for biocatalysis such as enhanced conversion rates, high enantioselectivity, better enzyme stability, and improved catalyst recoverability and recyclability. However, biocatalysis in ILs has not yet fully achieved its potential because many biocatalysts are insoluble in most ILs. This limitation could be overcome by the formation of nano/micrometer-sized aqueous microemulsion droplets in an IL continuous phase (referred to as water-in-IL microemulsions) stabilized by a layer of surfactants. Enzymes can be dissolved in such water droplets and protected from the unfavorable effect of ILs by the surfactant layer. In this chapter, a simple and effective method for the development of aqueous microemulsion droplets in a hydrophobic IL comprising an anionic surfactant sodium bis(2-ethyl-1-hexyl) sulfosuccinate (AOT) is presented. For this approach, we have synthesized a hydrophobic IL [C(8)mim][Tf(2)N] (1-octyl-3-methyl imidazolium bis(trifluoromethyl sulfonyl) amide) containing a long pendant hydrocarbon chain to facilitate the dissolution of AOT molecules. A detailed description of the procedure for the potential use of this newly developed water-in-IL reverse microemulsion for biocatalysis is also included.. |
| 433. | Muhammad Moniruzzaman, Masahiro Goto, Molecular assembly-assisted biocatalytic reactions in ionic liquids., Methods in molecular biology (Clifton, N.J.), 10.1007/978-1-61779-132-1_4, 743, 37-49, 2011.09, Room temperature ionic liquids (RTILs), having no measurable vapor pressure, represent an interesting class of tunable designer solvents. Due to their many unique properties, ILs have been used as attractive alternatives to environmentally harmful ordinary organic solvents in a wide range of applications including enzymatic biotransformation. Compared to conventional organic solvents, ILs offer many advantages for biocatalysis such as enhanced conversion rates, high enantioselectivity, better enzyme stability, and improved catalyst recoverability and recyclability. However, biocatalysis in ILs has not yet fully achieved its potential because many biocatalysts are insoluble in most ILs. This limitation could be overcome by the formation of nano/micrometer-sized aqueous microemulsion droplets in an IL continuous phase (referred to as water-in-IL microemulsions) stabilized by a layer of surfactants. Enzymes can be dissolved in such water droplets and protected from the unfavorable effect of ILs by the surfactant layer. In this chapter, a simple and effective method for the development of aqueous microemulsion droplets in a hydrophobic IL comprising an anionic surfactant sodium bis(2-ethyl-1-hexyl) sulfosuccinate (AOT) is presented. For this approach, we have synthesized a hydrophobic IL [C(8)mim][Tf(2)N] (1-octyl-3-methyl imidazolium bis(trifluoromethyl sulfonyl) amide) containing a long pendant hydrocarbon chain to facilitate the dissolution of AOT molecules. A detailed description of the procedure for the potential use of this newly developed water-in-IL reverse microemulsion for biocatalysis is also included.. |
| 434. | H. Piao, N. Kamiy, F. Cui, M. Goto, Preparation of a solid-in-oil nanosuspension containing l-ascorbic acid as a novel long-term stable topical formulation, Int. J. Pharm., 420, 156-160, 2011.08. |
| 435. | Atsuomi Shundo, Keiko Mizuguchi, Misao Miyamoto, Masahiro Goto, Keiji Tanaka, Controllable heterogeneity in a supramolecular hydrogel, Chemical Communications, 10.1039/c1cc12733k, 47, 31, 8844-8846, 2011.08, [URL], A dispersion of a peptide amphiphile into water forms hierarchical fibril structures, leading to a supramolecular hydrogel. We here report that there exists dynamic heterogeneity in the gel, which might be induced by the heterogeneous fibril network. The network, and therefore, the heterogeneity, can be easily regulated by changing the temperatures used to dissolve the gelator in water.. |
| 436. | Yutaro Mori, Kosuke Minamihata, Hiroki Abe, Masahiro Goto, Noriho Kamiya, Protein assemblies by site-specific avidin-biotin interactions, Organic and Biomolecular Chemistry, 10.1039/c1ob05428g, 9, 16, 5641-5644, 2011.08, [URL], Exploiting self-assembly systems with biological building blocks is of significant interest in the fabrication of advanced biomaterials. We assessed the potential use of site-specific ligand labeling of protein building blocks in designing functional protein self-assemblies by combining site-specifically biotinylated bacterial alkaline phosphatase (as a bidentate or tetradentate ligand unit) and streptavidin (as a tetrameric receptor).. |
| 437. | 南畑孝介, 後藤雅宏, 神谷典穂, ストレプトアビジンー酵素ハイブリッドの新規調製法の開発, 化学工学会秋季大会研究発表講演要旨集(CD-ROM), 43rd, ROMBUNNO.P1O054, 2011.08. |
| 438. | Uju, Y. Shoda, A. Nakamoto, M. Goto, W. Tokuhara, Y. Noritake, S. Katahira, N. Ishida, K. Nakashima, C. Ogino, N. Kamiya, Short Time Ionic Liquids Pretreatment On Lignocellulosic Biomass To Enhance Enzymatic Saccharification, Bioresource Technology, 52, 954-958, 2011.07. |
| 439. | A. Shundo, K. Mizuguchi, M. Miyamoto, M. Goto, K. Tanaka, Controllable Heterogeneity in a Supramolecular Hydrogel, Chem. Commun., 47, 31, 8844-8846, 2011.07. |
| 440. | T. Maruyama, S. Tabayashi, T. Honjo, K. Hoe, T. Tanaka, J. Shimada, M. Goto, H. Matsuyama, Task-specific membranes for the isolation of recombinant proteins with peptide-tags, RSC Advances, 8, 1254-1259, 2011.07. |
| 441. | Teppei Niide, Masahiro Goto, Noriho Kamiya, Biocatalytic synthesis of gold nanoparticles with cofactor regeneration in recombinant Escherichia coli cells, Chemical Communications, 10.1039/c1cc12302e, 47, 26, 7350-7352, 2011.07, [URL], Here we report the enzymatic synthesis of gold nanoparticles (Au NPs) by an engineered Escherichia coli harboring an NADH cofactor regeneration system coupled with glycerol dehydrogenase, which can be triggered by the addition of exogenous glycerol.. |
| 442. | Josui Shimada, Tatsuo Maruyama, Momoko Kitaoka, Noriho Kamiya, Masahiro Goto, DNA-enzyme conjugate with a weak inhibitor that can specifically detect thrombin in a homogeneous medium, Analytical Biochemistry, 10.1016/j.ab.2011.02.035, 414, 1, 103-108, 2011.07, [URL], We present the DNA-assisted control of enzymatic activity for the detection of a target protein using a new type of DNA-enzyme conjugate. The conjugate is composed of an enzyme inhibitor to regulate enzyme activity and a DNA aptamer to be responsive toward the analyte protein. Glutathione S-transferase (GST) and thrombin were selected as a model enzyme and an analyte protein. A hexahistidine tag was genetically attached to the C terminus of the GST, and the 5′ end of an oligonucleotide was conjugated with nitrilotriacetic acid (NTA) for the site-specific conjugation of the DNA with the GST based on a Ni2+ complex interaction. We found that fluorescein acted as a weak inhibitor of GST and succeeded in the regulation of GST activity by increasing the local concentration of the weak inhibitor by the hybridization of a 3′-end fluorescein-modified DNA. The catalytic activity of the DNA aptamer-enzyme conjugate showed a dose-dependent response to thrombin, indicating that the GST activity was clearly recovered by the binding of the DNA aptamer to thrombin. The current system enables the sensitive and specific detection of thrombin simply by measuring the enzymatic activity in a homogeneous medium.. |
| 443. | Josui Shimoda, Tatsuo Maruyama, Momoko Kitaoka, Noriho Kamiya, Masahiro Goto, DNA-enzyme conjugate with a weak inhibitor that can specifically detect thrombin in a homogeneous medium, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2011.02.035, 414, 1, 103-108, 2011.07, We present the DNA-assisted control of enzymatic activity for the detection of a target protein using a new type of DNA-enzyme conjugate. The conjugate is composed of an enzyme inhibitor to regulate enzyme activity and a DNA aptamer to be responsive toward the analyte protein. Glutathione S-transferase (GST) and thrombin were selected as a model enzyme and an analyte protein. A hexahistidine tag was genetically attached to the C terminus of the GST, and the 5' end of an oligonucleotide was conjugated with nitrilotriacetic acid (NTA) for the site-specific conjugation of the DNA with the GST based on a Ni(2+) complex interaction. We found that fluorescein acted as a weak inhibitor of GST and succeeded in the regulation of GST activity by increasing the local concentration of the weak inhibitor by the hybridization of a 3'-end fluorescein-modified DNA. The catalytic activity of the DNA aptamer-enzyme conjugate showed a dose-dependent response to thrombin, indicating that the GST activity was clearly recovered by the binding of the DNA aptamer to thrombin. The current system enables the sensitive and specific detection of thrombin simply by measuring the enzymatic activity in a homogeneous medium. (C) 2011 Elsevier Inc. All rights reserved.. |
| 444. | Yutaro Mori, Masahiro Goto, Noriho Kamiya, Transglutaminase-mediated internal protein labeling with a designed peptide loop, BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 10.1016/j.bbrc.2011.06.073, 410, 4, 829-833, 2011.07, Post-translational internal protein labeling was explored through the insertion of a 13-mer peptidyl loop specifically recognized by microbial transglutaminase (MTG). The peptidyl loop included one lysine residue (abbreviated as the K-loop), and was designed and inserted into two different regions of the protein bacterial alkaline phosphatase (BAP). MTG-mediated selective labeling of a lysine residue in the K-loop was achieved with a functional Gln-donor substrate. Internal protein labeling in the vicinity of the active site of BAP (residues 91-93) markedly decreased the activity of the enzyme. Conversely, insertion of the K-loop at a site distal from the active site (residues 219-221) afforded site-specific and covalent internal protein labeling without impairing the activity of the enzyme. (C) 2011 Elsevier Inc. All rights reserved.. |
| 445. | K. Moriyama, K. Sung, M. Goto, N. Kamiya, Immobilization of bacterial alkaline phosphatase on magnetic particles by site-specific and covalent cross-linking catalyzed by microbial transglutaminase, J. Biosci. Bioeng., 111, 650-653, 2011.06. |
| 446. | J. Shimada, T. Maruyama, M. Kitaoka, N. Kamiya, M. Goto, DNA-enzyme conjugate with a weak inhibitor that can specifically detect thrombin in a homogeneous medium, Anal. Biochem., 414, 103-108, 2011.06. |
| 447. | F.Kubota, Y. Shimobori, Y. Baba, Y. Koyanagi, K. Shimojo, N. Kamiya, M. Goto, Application of ionic liquids to extraction separation of rare earth metals with an effective diglycol amic acid extractant, J. Chem. Eng. Japan, 51, 878-882, 2011.06. |
| 448. | M. Kitaoka, Y. Tanaka, Y. Tada, M. Goto, K. Miyawaki, S. Noji, N. Kamiya, Conjugation of enzymes on RNA probes through Cu(I) catalyzed alkyne-azide cycloaddition, Biotechnol. J., 7, 156-162, 2011.06. |
| 449. | Kousuke Moriyama, Kyunga Sung, Masahiro Goto, Noriho Kamiya, Immobilization of alkaline phosphatase on magnetic particles by site-specific and covalent cross-linking catalyzed by microbial transglutaminase, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1016/j.jbiosc.2011.02.002, 111, 6, 650-653, 2011.06, Bacterial alkaline phosphatase (BAP) was site-specifically and covalently immobilized on magnetic particles (MPs) using the enzymatic reaction of microbial transglutaminase (MTG). Immobilization efficiency was affected by the chemical surface treatment of MPs and immobilized BAP exhibited more than 90% of the initial activity after 10 rounds of recycling. (C) 2011, The Society for Biotechnology, Japan. All rights reserved.. |
| 450. | 後藤雅宏, 田原義朗, S/O®技術を用いたタンパク性医薬品の経皮吸収改善と経皮免疫への応用, 遺伝子医学MOOK別冊 – ペプチド・タンパク性医薬品の新規DDS製剤の開発と応用 –, pp.141-147, 2011.06. |
| 451. | T. Mouri, N. Kamiya, M. Goto, New strategy to enhance catalytic performance of Escherichia coli whole cell biocatalysts harboring P450cam mutants, 53, 229-233, 2011.05. |
| 452. | K. Minamihata, M. Goto, N. Kamiya, Site-Specific Protein Cross-Linking by Peroxidase-Catalyzed Activation of a Tyrosine-Containing Peptide Tag, Bioconjugate Chem., 22, 74-81, 2011.05. |
| 453. | M. Kitaoka, Y. Tsuruda, Y. Tanaka, M. Goto, M. Mitsumori, K. Hayashi, Y. Hiraishi, K. Miyawaki, S. Noji, N. Kamiya, Transglutaminase-mediated synthesis of a novel DNA-(enzyme)n probe for highly sensitive DNA detection, Chem. Eur. J., 17, 19, 5387-5392, 2011.05. |
| 454. | Y. Baba, F. Kubota, N. Kamiya, M. Goto, Selective Recovery of Dysprosium and Neodymium Ions by a Supported Liquid Membrane Based on Ionic Liquids, Solvent Extraction Research and Development, Japan, 18, 193-198, 2011.05. |
| 455. | Momoko Kitaoka, Yukito Tsuruda, Yukari Tanaka, Masahiro Goto, Masayuki Mitsumori, Kounosuke Hayashi, Yoshiyuki Hiraishi, Katsuyuki Miyawaki, Sumihare Noji, Noriho Kamiya, Transglutaminase-Mediated Synthesis of a DNA-(Enzyme)(n) Probe for Highly Sensitive DNA Detection, CHEMISTRY-A EUROPEAN JOURNAL, 10.1002/chem.201003744, 17, 19, 5387-5392, 2011.05, A new synthetic strategy for DNA-enzyme conjugates with a novel architecture was explored using a natural cross-linking catalyst, microbial transglutaminase (MTG). A glutamine-donor substrate peptide of MTG was introduced at the 5-position on the pyrimidine of deoxyuridine triphosphate to prepare a DNA strand with multiple glutamine-donor sites by polymerase chain reaction (PCR). A substrate peptide that contained an MTG-reactive lysine residue was fused to the N terminus of a thermostable alkaline phoshatase from Pyrococcus furiosus (PfuAP) by genetic engineering. By combining enzymatically the substrate moieties of MTG introduced to the DNA template and the recombinant enzyme, a DNA-(enzyme)(n) conjugate with 1:n stoichiometry was successfully obtained. The enzyme/DNA ratio of the conjugate increased as the benzyloxycarbonyl-L-glutaminylglycine (ZQG) moiety increased in the DNA template. The potential utility of the new conjugate decorated with signaling enzymes was validated in a dot blot hybridization assay. The DNA-(enzyme)(n) probe could clearly detect 10(4) copies of the target nucleic acid with the complementary sequence under harsh hybridization conditions, thereby enabling a simple detection procedure without cumbersome bound/free processes associated with a conventional hapten-antibody reaction-based DNA-detection system.. |
| 456. | 久保田 富生子, 馬場 雄三, 神谷 典穂, 後藤 雅宏, イオン液体による分離システムの希土類リサイクルへの応用, 希土類 = Rare earths, 58, 18-19, 2011.05. |
| 457. | 後藤雅宏, 田原義朗, タンパク質の経皮デリバリーは本当に可能か？, 化学, 66, pp.54-57, 2011.05. |
| 458. | M. Sakono, K. Motomura, T. Maruyama, N. Kamiya, M. Goto, Alpha casein micelles show not only molecular chaperone-like aggregation inhibition properties but also protein refolding activity from the denatured state, Biochem. Biophys. Res. Commu, 26, 494-497, 2011.04. |
| 459. | D. Pissuwan, K. Nose, R. Kurihara, K. Kaneko, Y. Tahara, N. Kamiya, M. Goto, Y. Katayama, T. Niidome, A solid-in-oil dispersion of gold nanorods can enhance trandermal protein delivery and skin vaccination, Small, 7, 215-220, 2011.04. |
| 460. | Momoko Kitaoka, Yukari Tanaka, Yutaka Tada, Masahiro Goto, Katsuyuki Miyawaki, Sumihare Noji, Noriho Kamiya, Conjugation of enzymes on RNA probes through Cu(I) catalyzed alkyne-azide cycloaddition, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201000249, 6, 4, 470-476, 2011.04, Northern and Southern blots are the most commonly used techniques for the confirmation of presence and expression of target genes. Molecular tools available for this purpose include radioisotope-, enzyme-and hapten-labeled nucleic acid probes. In particular, the use of enzyme-labeled probes are easy and safe, and do not require bound/free processes after hybridization associated with an antibody-based detection system. However, there are few approaches that enable the post-transcriptional modification of RNA with enzymes or proteins. In this study, we applied the Cu(I)-catalyzed [3 + 2] azide-alkyne cycloaddition (CuAAC) reaction to the labeling of an RNA strand with enzymes. The C-5 position of UTP was modified with an alkyne group and alkyne-bearing RNA was prepared by in vitro transcription using T7 RNA polymerase. Surface amino groups of bacterial alkaline phosphatase (BAP) were randomly derivatized with azide groups at different modification ratios. The CuAAC reaction occurred selectively between the alkyne-modified RNA and the azide-modified enzyme. The RNA probe conjugated with BAP using this technique could detect a specific RNA by dot blot northern hybridization.. |
| 461. | 船津麻美, 田原義朗, 山中桜子, 後藤雅宏, Solid–in–Oil(S/O®)製剤技術を利用したオイルゲルシート, 膜, 10.5360/membrane.36.57, 36, 2, 57-62, 2011.03, In this article, we report a novel oil gel sheet, which is contained ascorbic acid and hyaluronic acid as an ingredient of cosmetics. An efficient permeation method of the ingredients into a deep skin would be a key technology to develop novel functional cosmetics. The outer surface of the skin that is stratum corneum has a strong barrier to avoid the invasion of hazardous materials into our body. The barrier function causes the difficulty in the transport of effective ingredients into a deep region of our skin. To overcome this problem, solid-in-oil (S/O) nano dispersion technique has been developed by coating the ingredients with hydrophobic surfactant molecules. The coated hyaluronic acid was well dispersed in an oil phase and its permeation rate into the skin was significantly enhanced by the formation of the complex. An oil gel sheet was created by utilizing the S/O techniques for ascorbic acid and hyaluronic acid. The oil gel sheet could improve the moisture condition of faces by using at least 30 minutes.. |
| 462. | 南畑孝介, 後藤雅宏, 神谷典穂, チロシン酸化反応を用いた異種タンパク質架橋体の酵素合成, 化学工学会年会研究発表講演要旨集(CD-ROM), 76th, ROMBUNNO.A318, 2011.02. |
| 463. | 後藤 雅宏, 神谷 典穂, 九州大学大学院工学研究院応用化学部門バイオプロセス化学講座, 化学工学 = Chemical engineering, 75, 2, 96-96, 2011.02. |
| 464. | Dakrong Pissuwan, Keisuke Nose, Ryohsuke Kurihara, Kenji Kaneko, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Yoshiki Katayama, Takuro Niidome, A Solid-in-Oil Dispersion of Gold Nanorods Can Enhance Transdermal Protein Delivery and Skin Vaccination, SMALL, 10.1002/smll.201001394, 7, 2, 215-220, 2011.01, A high-molecular-weight model protein, ovalbumin (OVA), can be delivered through the skin and induce an immune response in mice by a solid-in-oil dispersion of gold nanorods after irradiation with near-infrared light. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.. |
| 465. | Masafumi Sakono, Konomi Motomura, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Alpha casein micelles show not only molecular chaperone-like aggregation inhibition properties but also protein refolding activity from the denatured state, BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 10.1016/j.bbrc.2010.12.009, 404, 1, 494-497, 2011.01, Casein micelles are a major component of milk proteins. It is well known that casein micelles show chaperone-like activity such as inhibition of protein aggregation and stabilization of proteins. In this study, it was revealed that casein micelles also possess a high refolding activity for denatured proteins. A buffer containing caseins exhibited higher refolding activity for denatured bovine carbonic anhydrase than buffers including other proteins. In particular, a buffer containing alpha-casein showed about a twofold higher refolding activity compared with absence of alpha-casein. Casein properties of surface hydrophobicity, a flexible structure and assembly formation are thought to contribute to this high refolding activity. Our results indicate that casein micelles stabilize milk proteins by both chaperone-like activity and refolding properties. (C) 2010 Elsevier Inc. All rights reserved.. |
| 466. | Tsuyoshi Mouri, Noriho Karniya, Masahiro Goto, New strategy to enhance catalytic performance of Escherichia coli whole cell biocatalysts harboring P450cam mutants, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2010.09.016, 53, 2, 229-233, 2011.01, Cytochrome P450cam mutants (Y96F and F87W-Y96F) can catalyze the oxidation of dichlorobenzene and other aromatic compound that wild type P450cam cannot catalyze. The expression of the single mutant Y96F in an Escherichia coli host resulted in indigo formation (approximately 23 mg/l), of which productivity was comparable to the highest reported so far using other P450cam mutant cultures. On the other hand, recombinant E. coli that harbored F87W-Y96F exhibited little activity for indigo production. However, co-expression of E. coli glycerol dehydrogenase (GLD) with F87W-Y96F triggered a marked increase in the productivity of indigo (approximately 20 mg/l) without external glycerol addition. These results indicate the potential of introducing GLD-mediated NADH regeneration that utilizes endogenous NAD(+) and glycerol in E. coli to enhance markedly the catalytic performance of a low-activity recombinant P450cam system. The present E. coli whole-cell biocatalysts might be applicable to practical microbial indigo production. (C) 2010 Elsevier B.V. All rights reserved.. |
| 467. | Kosuke Minamihata, Masahiro Goto, Noriho Kamiya, Site-Specific Protein Cross-Linking by Peroxidase-Catalyzed Activation of a Tyrosine-Containing Peptide Tag, BIOCONJUGATE CHEMISTRY, 10.1021/bc1003982, 22, 1, 74-81, 2011.01, Protein modification methods represent fundamental techniques that are applicable in many fields. In this study, a site-specific protein cross-linking based on the oxidative tyrosine coupling reaction was demonstrated. In the presence of horseradish peroxidase (HRP) and H(2)O(2), tyrosine residues undergo one-electron oxidation reactions and form radicals in their phenolic moieties, and these species subsequently react with each other to form dimers or further react to generate polymers. Here, a peptide-tag containing a tyrosine residue(s) (Y-tag, of which the amino acid sequences were either GGGGY or GGYYY) was genetically introduced at the C-terminus of a model protein, Escherichia coli alkaline phosphatase (BAP). Following the incubation of recombinant BAPs with HRP and H(2)O(2), Y-tagged BAPs were efficiently cross-linked with each other, whereas wild-type BAP did not undergo cross-linking, indicating that the tyrosine residues in the Y-tags were recognized by HRP as the substrates. To determine the site-specificity of the cross-linking reaction, the Y-tag was selectively removed by thrombin digestion. The resultant BAP without the Y-tag showed no reactivity in the presence of HRP and H(2)O(2). Conversely, Y-tagged BAPs cross-linked by HRP treatment were almost completely digested into monomeric BAP units following incubation with the protease. Moreover, cross-linked Y-tagged BAPs retained similar to 95% of their native enzymatic activity. These results show that HRP catalyzed the site-specific cross-linking of BAPs through tyrosine residues positioned in the C-terminal Y-tag. The site-selective enzymatic oxidative tyrosine coupling reaction should offer a practical option for site-specific and covalent protein modifications.. |
| 468. | S. Egusa, T. Kitaoka, K. Igarashi, M. Samejima, M. Goto, H. Wariishi, Preparation and enzymatic behavior of surfactant-enveloped enzymes for glycosynthesis in nonaqueous aprotic media, Journal of Molecular Catalysis B: Enzymatic, 67, 225-230, 2010.12. |
| 469. | Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto, Ionic liquid based microemulsion with pharmaceutically accepted components: Formulation and potential applications, JOURNAL OF COLLOID AND INTERFACE SCIENCE, 10.1016/j.jcis.2010.08.035, 352, 1, 136-142, 2010.12, In this paper, we report a novel ionic liquid-in-oil (IL/o) microemulsion which is able to dissolve pharmaceuticals that are insoluble or sparingly soluble in water and most of pharmaceutical grade organic liquids. Towards this approach, the nanometer-sized ionic liquid droplets in isopropyl myristate (IPM) were formed with a blend of nonionic surfactants, polyoxyethylene sorbitan monooleate (Tween-80), and sorbitan laurate (Span-20). A set of ionic liquids (ILs) was tested as a dispersed phase, and it was observed that ILs possessing coordinating anions which are strong hydrogen bond acceptor were most effective in forming microemulsion droplets. The possible formation mechanism was also studied. Ternary phase behavior study clearly indicated the formation of optically transparent and thermodynamically stable microemulsions with a wide range of IL content. The shape, size and size distribution of the aggregates in microemulsions were characterized using dynamic light scattering (DLS), which demonstrated the formation of spherical micelles in the range of 8-34 nm. In order to explore the use of newly developed microemulsion as a potential drug carrier, we have investigated the solubility of some drug molecules (e.g., acyclovir, methotrexate and 1-[(5-(p-nitrophenyl) furfurylidene) amino] hydantoin sodium) that are insoluble or sparingly soluble in most of the conventional solvents. Very significantly, the solubility studies indicated a high degree of solubilization of such drugs in IL microemulsions. We believe that this microemulsion formed with ILs having the unique physical, chemical and biological properties may offer novel opportunities to develop a potential drug delivery carrier for poorly soluble drugs molecules. (C) 2010 Elsevier Inc. All rights reserved.. |
| 470. | Shizuka Egusa, Takuya Kitaoka, Kiyohiko Igarashi, Masahiro Samejima, Masahiro Goto, Hiroyuki Wariishi, Preparation and enzymatic behavior of surfactant-enveloped enzymes for glycosynthesis in nonaqueous aprotic media, JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 10.1016/j.molcatb.2010.08.010, 67, 3-4, 225-230, 2010.12, Surfactant-enveloped enzymes (SEEs) were prepared from pure cellulases, cellobiohydrolase I and endoglucanase I (Cel7A and Cel7B, respectively), via simply freeze-drying water-in-oil emulsions, wherein the aqueous phase containing each cellulase was stabilized with the nonionic surfactant, dioleyl-N-D-glucona-L-glutamate. The enzymatic tolerance of SEEs to various nonaqueous solvents was investigated, aiming at a novel synthetic approach in biocatalytic glycoengineering. SEE-Cel7A preserved ca. 67% of the original activity after 3 h incubation in lithium chloride (LiCl)/dimethylacetamide (DMAc) that is a good solvent for carbohydrates but completely deactivates intact enzymes. This excellent enzymatic durability depended on the preparation conditions of SEEs, e.g. pH and salt species of the aqueous phase during SEE preparation. SEE-Cel7A or SEE-Cel7B was applied as a biocatalyst to synthesize cellulose, a sugar polymer which is insoluble in common solvents but dissolves in LiCl/DMAc. Both SEEs could catalyze the direct dehydration of cellobiose without any activation of the anomeric carbon, a property that is indispensable for conventional chemo-enzymatic synthesis. The SEE-Cel7A provided short-chain cellulose with the degree of polymerization (DP) ca. 20, and longer-chain cellulose with DP ca. 60 was preferentially obtained by the SEE-Cel7B, possibly through preferential reverse hydrolysis instead of inherent hydrolysis. Nonaqueous SEE-mediated biocatalysis using inexpensive glycohydrolases and sugars that do not need to be chemically modified beforehand would have potentially wide applications in glycoengineering. (C) 2010 Elsevier B.V. All rights reserved.. |
| 471. | Y. Tahara, K. Namatsu, N. Kamiya, M. Hagimori, S. Kamiya, M. Arakawa, M. Goto, Transcutaneous immunization by a solid-in-oil nanodispersion, Chem. Comm., 33, 341-343, 2010.11. |
| 472. | Momoko Kitaoka, Takuya Wada, Takeshi Nishio, Masahiro Goto, Fluorogenic Ribonuclease Protection (FRIP) Analysis of Single Nucleotide Polymorphisms (SNPs) in Japanese Rice (Oryza sativa L.) DNA for Cultivar Discrimination, BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 10.1271/bbb.100351, 74, 11, 2189-2193, 2010.11, A rapid and easy method to discriminate plant cultivars is indispensable to confirm food labeling. We established a fluorogenic ribonuclease protection (FRIP) assay to discriminate Japanese rice (Oryza sativa L.) cultivars based on single nucleotide polymorphisms (SNPs). The FRIP assay uses a hybridization technique between fluorescent probes and the target sequence prepared by run-off transcription, but the requirement of two PCR thermocycles is the problem when preparing template DNA for run-off transcription from rice genomic DNA. in this study, we designed new PCR primers with asymmetric melting temperatures. These primers amplified the target SNP marker containing a T7 RNA polymerase promoter sequence upstream of the target sequence in a single PCR. Moreover, 100 cultivars were discriminated with the patterns of 15 SNPs. The assay can be used as a rapid method of analysis to discriminate Japanese rice cultivars.. |
| 473. | Muhammad Moniruzzaman, Miki Tamura, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Ionic liquid-in-oil microemulsion as a potential carrier of sparingly soluble drug: Characterization and cytotoxicity evaluation, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2010.08.034, 400, 1-2, 243-250, 2010.11, Pharmaceutical industries have posed challenges in the topical and transdermal administration of drugs which are poorly soluble or insoluble in water and most of organic solvents. In an approach to overcome this limitation, ionic liquid-in-oil (IL/o) microemulsions (MEs) were employed to increase the solubility of a sparingly soluble drug to enhance its topical and transdermal delivery. The formulation of MEs was composed of a blend of nonionic surfactants, polyoxyethylene sorbitan monooleate (Tween-80) and sorbitan laurate (Span-20), isopropyl myristate (IPM) as an oil phase, and IL [C(i)mim],[(CH(3)O)(2)PO(2)] (dimethylimidazolium dimethylphosphate) as a pseudophase. Among various weight ratios of Tween-80 to Span-20 investigated in the ME systems, the ratio 3:2 showed excellent solubility and skin permeation enhancing effect for acyclovir (ACV) used as a model sparingly soluble drug. The size and size distribution of the ME droplets with and without drug were determined by dynamic light scattering. The permeability study of ACV incorporated in IL droplets as well as other formulations was performed into and across the Yucatan micropig (YMP) porcine skin, and the use of IL/o MEs has been shown to dramatically increase ACV administration. Finally, the cytotoxicity of the new carrier was evaluated in vitro using the reconstructed human epidermal model LabCyte (TM) EPI-MODEL12. It was found that the cell viability of IL/o MEs containing 4 wt% IL was over 80% compared to Dulbecco's Phosphate-Buffered Salines, indicating low cytotoxicity of the carrier. Taken together these results, it can be assumed that IL-assisted nonaqueous ME could serve as a versatile and efficient nanodelivery system for insoluble or sparingly soluble drug molecules that require solubilizing agents for delivery. (C) 2010 Elsevier B.V. All rights reserved.. |
| 474. | 後藤 雅宏, 廃家電品からの希土類元素のリサイクル : その現状と将来, 希土類 = Rare earths, 57, 37-42, 2010.11. |
| 475. | 田原義朗, 金子丈志, 戸井田力, 神谷典穂, 新留琢郎, 片山佳樹, 後藤雅宏, 新規カチオン性ダブルコーティング型キャリアによる遺伝子デリバリー, 日本バイオマテリアル学会大会予稿集, 32nd, 192, 2010.11. |
| 476. | M. Moniruzzaman, M. Tamura, Y. Tahara, N. Kamiya, M. Goto, Ionic liquid-in-oil microemulsion as a potential carrier of sparingly soluble drug: Characterization and cytotoxicity evaluation, Int. J. Pharm., 400, 243-250, 2010.10. |
| 477. | 後藤 雅宏, 海水は将来の金属資源となり得るか?, 日本海水学会誌, 64, 5, 243-243, 2010.10. |
| 478. | M. Moniruzzaman, N. Kamiya, M. Goto, Ionic Liquid Based Microemulsion with Pharmaceutically Accepted Components: Formulation and Potential Applications, Journal of Colloid & Interface Science, 352, 136-142, 2010.09. |
| 479. | H. Abe, M. Goto, N. Kamiya, Enzymatic single-step preparation of multifunctional proteins, Chem. Commun., 33, 213-215, 2010.08. |
| 480. | Yuri Okutani, Shizuka Egusa, Yukiko Ogawa, Takuya Kitaoka, Masahiro Goto, Hiroyuki Wariishi, One-Step Lactosylation of Hydrophobic Alcohols by Nonaqueous Biocatalysis, CHEMCATCHEM, 10.1002/cctc.201000051, 2, 8, 950-952, 2010.08. |
| 481. | 尾上佳大, 神谷典穂, 南畑孝介, 安倍弘喜, 後藤雅宏, 部位特異的タンパク質修飾のための高反応性トランスグルタミナーゼ基質ペプチド配列の探索, 化学工学会秋季大会研究発表講演要旨集(CD-ROM), 42nd, ROMBUNNO.L1P60, 2010.08. |
| 482. | M. Kitaoka, T. Wada, T. Nishio, M. Got, Fluorogenic Ribonuclease Protection (FRIP) Analysis of Single Nucleotide Polymorphisms (SNPs) in Japanese Rice (Oryza sativa L.) DNA for Cultivar Discrimination, Biosci. Biotech. Biochem., 45, 256-261, 2010.07. |
| 483. | 島田雪子、二井手哲平、久保田富生子、神谷典穂、後藤雅宏, バイオマス性素材を利用した貴金属イオンの選択的分離, 化学工学論文集, 36, 4, 255-258, 2010.07. |
| 484. | 尾上佳大, 神谷典穂, 南畑孝介, 安倍弘喜, 毛利剛, 後藤雅宏, 人見清隆, ファージディスプレイ法を用いた部位特異的タンパク質修飾のためのペプチドタグの探索, 化学関連支部合同九州大会・外国人研究者交流国際シンポジウム講演予稿集, 47th, 255, 2010.07. |
| 485. | Y. Okutani, S. Egusa, Y. Ogawa, T. Kitaoka, M. Goto, H. Wariishi, One-Step Lactosylation of Hydrophobic Alcohols by Nonaqueous Biocatalysis, Chem. Cat. Chem., 2, 950-952, 2010.06. |
| 486. | J. Okada, T. Maruyama, K. Motomura, K. Kuroki, K. Maenaka, M. Sakono, M. Goto, Enzyme-Mediated Protein Refolding, Chem. Comm., 2009, 7197-7199, 2010.05. |
| 487. | T. Niide, H. Shiraki, T. Oshima, Y. Baba, N. Kamiya, M. Goto, Quaternary ammonium bacterial cellulose for adsorption of proteins, Solvent Extr. Res. Dev., Jpn, 17, 73-81, 2010.05. |
| 488. | F. Kubota, Y. Shimobori, Y. Koyanagi, K. Shimojo, N. Kamiya, M. Goto, Uphill Transport of Rare Earth Metals through Highly Stable Supported Liquid Membrane Based on Ionic Liquid, Anal. Sci., 26, 289-290, 2010.05. |
| 489. | Shuichi Yamamoto, Masahiro Goto, Minoru Seki, Teruyuki Nagamune, Editorial: Asia Pacific Biochemical engineering, BIOTECHNOLOGY JOURNAL, 10.1002/biot.201000094, 5, 5, 436-437, 2010.05. |
| 490. | Kyunga Sung, Noriho Kamiya, Noriyuki Kawata, Shinji Kamiya, Masahiro Goto, Functional glass surface displaying a glutamyl donor substrate for transglutaminase-mediated protein immobilization, BIOTECHNOLOGY JOURNAL, 10.1002/biot.200900302, 5, 5, 456-462, 2010.05, A chemically modified glass surface displaying a glutamyl donor substrate peptide (Z-QG) was developed for microbial transglutaminase (MTG)-mediated immobilization of recombinant proteins tagged with an MTG-reactive lysine-containing substrate peptide (K-tag). To evaluate the surface modification conditions affecting the enzymatic protein immobilization, we employed an amino-modified 96-well glass plate as a base and prepared three types of glass surfaces displaying Z-QG. Validation of the Z-QG modified glass surfaces with recombinant enhanced green fluorescent proteins revealed that the insertion of a di(ethylene glycol) linker between the terminal Z-QG moiety and the base not only enhances enzymatic protein immobilization efficiency but also decreases nonselective protein adsorption. A bacterial alkaline phosphatase fused with a K-tag at the N terminus was also successfully immobilized to the designed glass surface, suggesting that the chemically modified glass surface displaying a spatially controlled glutamyl donor substrate is a potential platform for MTG-mediated fabrication of protein-based solid biomaterials.. |
| 491. | 下条 晃司郎, 久保田 富生子, 後藤 雅宏, 長縄 弘親, 希土類元素抽出における簡便かつ高機能性抽出剤DODGAAの開発, 希土類 = Rare earths, 56, 192-193, 2010.05. |
| 492. | 田原義朗, 金子丈志, 戸井田力, 神谷典穂, 新留琢郎, 片山佳樹, 後藤雅宏, 新規ダブルコーティング型キャリアの開発と非ウイルス性遺伝子デリバリーへの応用, Drug Deliv Syst, 25, 3, 334, 2010.05. |
| 493. | 田原義朗, 金子丈志, 戸井田力, 神谷典穂, 新留琢郎, 片山佳樹, 後藤雅宏, 独自のエマルション化技術を利用した新規ダブルコーティング型キャリアの開発, Drug Deliv Syst, 25, 3, 302, 2010.05. |
| 494. | K. Sung, N. Kamiya, N. Kawata, S. Kamiya and M. Goto, Functional glass surface displaying a glutamyl donor substrate for transglutaminase-mediated protein immobilization, Biotechnol. J., 5, 456-462, 2010.04. |
| 495. | Fukiko Kubota, Yousuke Shimobori, Yusuke Koyanagi, Kojiro Shimojo, Noriho Kamiya, Masahiro Goto, Uphill Transport of Rare-Earth Metals through a Highly Stable Supported Liquid Membrane Based on an Ionic Liquid, ANALYTICAL SCIENCES, 10.2116/analsci.26.289, 26, 3, 289-290, 2010.03, We have developed a highly stable supported liquid membrane based on ionic liquids (ILs) for the separation of rare-earth metals, employing N,N-dioctyldiglycol amic acid as a mobile carrier. The quantitative transport of Y and Eu through the membrane was successfully attained, and separation from metal impurities, Zn, was efficiently accomplished. A membrane stable enough for long-term operation was constructible from imidazolium-based ILs having a longer alkyl chain, such as octyl or dodecyl groups in an imidazolium cation.. |
| 496. | Muhammad Moniruzzaman, Kazunori Nakashima, Noriho Kamiya, Masahiro Goto, Recent advances of enzymatic reactions in ionic liquids, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2009.10.002, 48, 3, 295-314, 2010.02, The tremendous potential of room temperature ionic liquids as an alternative to environmentally harmful ordinary organic solvents is well recognized. Ionic liquids, having no measurable vapor pressure, are an interesting class of tunable and designer solvents, and they have been used extensively in a wide range of applications including enzymatic biotransformation. In fact, ionic liquids can be designed with different cation and anion combinations, which allow the possibility of tailoring reaction solvents with specific desired properties, and these unconventional solvent properties of ionic liquids provide the opportunity to carry out many important biocatalytic reactions that are impossible in traditional solvents. As compared to those observed in conventional organic solvents, the use of enzymes in ionic liquids has presented many advantages such as high conversion rates, high enantioselectivity, better enzyme stability, as well as better recoverability and recyclability. To date, a wide range of pronounced approaches have been taken to further improve the performance of enzymes in ionic liquids. This review presents the recent technological developments in which the advantages of ionic liquids as a medium for enzymes have been gradually realized. (C) 2009 Elsevier B.V. All rights reserved.. |
| 497. | 南畑孝介, 神谷典穂, 後藤雅宏, 新たなタンパク質複合化技術を用いた固定化酵素調製法, 化学工学会年会研究発表講演要旨集(CD-ROM), 75th, ROMBUNNO.D106, 2010.02. |
| 498. | D. Koda, T. Maruyama, N. Minakuchi, K. Nakashima, and M. Goto, Proteinase-mediated drastic morphological change of peptide-amphiphile to induce supramolecular hydrogelation, Chem. Commun. , 46, 978-981, 2010.01. |
| 499. | M. Moniruzzaman, Y. Tahara, M. Tamura, N. Kamiya and M. Goto, Ionic liquid-assisted transdermal delivery of sparingly soluble drugs, Chem. Commun.,, 46, 1452-1454, 2010.01. |
| 500. | 大熊愛子、朴洪宇、田原義朗、神谷典穂、後藤雅宏, Solid-in-Oil化技術を利用したアスコルビン酸誘導体の経皮デリバリーシステム, 膜, 34, 4, 227-232, 2009.11. |
| 501. | Josui Shimada, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Design of a molecular detection system by a DNA-regulated enzyme conjugate, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1016/j.jbiosc.2009.08.327, 108, S112-S112, 2009.11. |
| 502. | Yoshiro Tahara, Shota Honda, Noriho Kamiya, Masahiro Goto, Development and clarification of a novel transcutaneous protein delivery system and its mechanism by a solid-in-oil nanodispersion, Journal of Bioscience and Bioengineering, 108, pp.S39-S40, 2009.11. |
| 503. | Noriho Kamiya, Hiroki Abe, Masahiro Goto, Yukiko Tsuji, Hiroyuki Jikuya, New fluorescent substrates designed for covalent protein labeling catalyzed by microbial transglutaminase, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1016/j.jbiosc.2009.08.283, 108, S97-S97, 2009.11. |
| 504. | N. Kamiya, Y. Shiotari, M. Tokunaga, H. Matsunaga, H. Yamanouchi, K. Nakano, M. Goto, Stimuli-responsive nanoparticles composed of naturally occurring amphiphilic proteins, Chem. Commun, 54, 789-791, 2009.10. |
| 505. | M. Kukisaki, M. Goto, A Comparative Study of SPG Membrane Emulsification in the Presence and Absence of Continuous-Phase Flow, J. Chem. Eng. Japan, 42, 7, 520-530, 2009.10. |
| 506. | 北岡 桃子, 神谷 典穂, 後藤 雅宏, 水産物の産地偽装解明のための簡易遺伝子解析法の開発, 日本海水学会誌, 63, 5, 312-315, 2009.10. |
| 507. | N. Kamiya, H. Abe, M. Goto, Y. Tsuji, H. Jikuya, Fluorescent substrates for covalent protein labeling catalyzed by microbial transglutaminase, Org. Biomol. Chem., , 8, 678-681, 2009.09. |
| 508. | Tsuyoshi Mouri, Takeshi Shimizu, Noriho Kamiya, Masahiro Goto, Hirofumi Ichinose, Design of a Cytochrome P450BM3 Reaction System Linked by Two-Step Cofactor Regeneration Catalyzed by a Soluble Transhydrogenase and Glycerol Dehydrogenase, BIOTECHNOLOGY PROGRESS, 10.1002/btpr.231, 25, 5, 1372-1378, 2009.09, A cytochrome P450BM3-catalyzed reaction system linked by a two-step cofactor regeneration was investigated in a cell-free system. The two-step cofactor regeneration of redox cofactors, NADH and NADPH, was constructed by NAD(+)-dependent bacterial glycerol dehydrogenase (GLD) and bacterial soluble transhydrogenase (STH) both from Escherichia coli. In the present system, the reduced cofactor (NADH) was regenerated by GLD from the oxidized cofactor (NAD(+)) using glycerol as a sacrificial cosubstrate. The reducing equivalents were subsequently transferred to NADP(+) by STH as a cycling catalyst. The resultant regenerated NADPH was used for the substrate oxidation catalyzed by cytochrome P450BM3. The initial rate of the P450BM3-catalyzed reaction linked by the two-step cofactor regeneration showed a slight increase (approximately twice) when increasing the GLD units 10-fold under initial reaction conditions. In contrast, a 10-fold increase in STH units resulted in about a 9-fold increase in the initial reaction rate, implying that transhydrogenation catalyzed by STH was the rate-determining step. In the system lacking the two-step cofactor regeneration, 34% conversion of 50 mu M of a model substrate (p-nitrophenoxydecanoic acid) was attained using 50 mu M NADPH. In contrast, with the two-step cofactor regeneration, the same amount of substrate was completely converted using 5 mu M of oxidized cofactors (NAD(+) and NADP(+)) within 1 h. Furthermore, a 10-fold dilution of the oxidized cofactors still led to approximately 20% conversion in 1 h. These results indicate the potential of the combination of GLD and STH for use in redox cofactor recycling with catalytic quantities of NAD(+) and NADP(+). (c) 2009 American Institute of Chemical Engineers Biotechnol. Prog., 25: 1372-1378, 2009. |
| 509. | K. Esaka, S. Yokota, S. Egusa, Y. Okutani, Y. Ogawa, T. Kitaoka, M. Goto, Preparation of Lactose-Modified Cellulose Films by a Nonaqueous Enzymatic Reaction and their Biofunctional Characteristics as a Scaffold for Cell Culture, Biomacromolecules, 10, 1265-1269, 2009.08. |
| 510. | 南畑 孝介, 神谷 典穂, 後藤 雅宏, 1Ep12 チロシンを介した新規タンパク質修飾技術の創製(タンパク質工学,一般講演), 日本生物工学会大会講演要旨集, 平成21年度, 55-55, 2009.08. |
| 511. | M. Kitaoka, H. Ichinose, M. Goto, Simultaneous visual detection of single-nucleotide variations in tuna DNA using DNA/RNA chimeric probes and ribonuclease A, Analytical Biochem., , 389, 6-11, 2009.07. |
| 512. | F. Kubota, Y. Shimobori, Y. Koyanagi, K. Nakashima, K. Shimojo, N. Kamiya, M. Goto, Extraction Behavior of Indium with TOPO into Ionic Liquids, Solvent Extraction Research Development, Japan, 16, 142-146, 2009.07. |
| 513. | Kosuke Minamihata, Masamichi Tokunaga, Noriho Kamiya, Shiro Kiyoyama, Haruhiko Sakuraba, Toshihisa Ohshima, Masahiro Goto, Development of a novel immobilization method for enzymes from hyperthermophiles, BIOTECHNOLOGY LETTERS, 10.1007/s10529-009-9974-8, 31, 7, 1037-1041, 2009.07, Peptide tags containing tyrosines (Y-tag) were introduced at the C-terminus of a hyperthermophilic enzyme, alkaline phosphatase from Pyrococcus furiosus (PfuAP). Immobilization of the recombinant PfuAPs onto water-in-oil-in-water (W/O/W) type microcapsules was performed by an in situ polymerization method. All the recombinant PfuAPs prepared in this study were quantitatively immobilized onto microcapsules. The PfuAP-immobilized microcapsules showed no significant loss of enzymatic activity until the 5th round of assays. This result implies that the recombinant PfuAPs were covalently immobilized onto microcapsules. Immobilized PfuAP tagged with a Y-tag having the sequence GGYYY exhibited approximately a twofold higher catalytic activity compared with the wild-type PfuAP.. |
| 514. | 大熊愛子, 朴洪宇, 田原義朗, 神谷典穂, 後藤雅宏, Solid–in–Oil化技術を利用したアスコルビン酸誘導体の経皮デリバリーシステム, 膜, 10.5360/membrane.34.227, 34, 4, 227-232, 2009.07, A solid–in–oil (S/O)solution containing L–ascorbic acid phosphate magnesium salt (VC)was prepared to investi-gate the permeation behavior of VC into epidermis and dermis. The VC was coated with hydrophobic surfactant mol-ecules. Therefore, the coated–VC was well dispersed in an oil phase. Using a Yucatan micropig skin as a model skin,we validated if the S/O technique is applicable to carry a hydrophilic biomolecules into the cutaneous tissue. Theobservation of the cross-sectional skin by a fluorescent microscope confirmed that VC is present inside the skin tis-sue. The results indicated that the S/O solution can deliver VC into the skin. Since VC works as an inhibitor againstmelanin formation at epidermis and dermis, it is suggested that the VC–S/O solution can be applied to a whiteningagent and a cosmetic ingredient.. |
| 515. | 神谷 典穂, 後藤 雅宏, イオン液体存在下で機能する酵素, 化学工学 = Chemical engineering, 73, 7, 341-343, 2009.07. |
| 516. | K. Minamihata, M. Tokunaga, N. Kamiya, S. Kiyoyama, H. Sakuraba, T. Ohshima, M. Goto, Development of a novel immobilization method for enzymes from hyperthermophiles, Biotechnology Letters, 21, 125, 128, 2009.06. |
| 517. | 田原義朗, 神谷典穂, 後藤雅宏, S/O化技術の魅力と新しい経皮薬物送達システム実現の可能性, PHARM TECH JAPAN, 25, pp.1409-1414, 2009.06. |
| 518. | Momoko Kitaoka, Hirofumi Ichinose, Masahiro Goto, Simultaneous visual detection of single-nucleotide variations in tuna DNA using DNA/RNA chimeric probes and ribonuclease A, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2009.03.025, 389, 1, 6-11, 2009.06, The need for detection of single-nucleotide polymorphisms (SNPs) is rapidly increasing for molecular diagnostics, species authentication, and food traceability. in many detection technologies, fluorescence probes have the advantage Of simultaneous detection Of multiple analytes Using multiple color fluorescence dyes. In addition, all adequate concentration of fluorescence can be observed by the naked eye. We Conducted a visual ribonuclease protection assay using multicolor fluorescence probes for the simultaneous detection of Multiple tuna Species. The assay includes amplification of a target RNA sequence by ill Vitro transcription, hybridization with DNA/RNA chimeric fluorescence probes, and cleavage of mismatched RNA bases by ribonuclease A. Fragmented dye-labeled oligonucleotides were easily removed by centrifugal gel filtration. Using three fluorescent probes, fluorescence signals related to the target SNP were simply found by the Visual observation of eluates. Moreover, the dual fluorescence system was used for obtaining the mixing ratio of two tuna species. This technique appealed to be convenient for detection of interest species in food products. (C) 2009 Elsevier Inc. All rights reserved.. |
| 519. | T. Mouri, T. Shimizu, N. Kamiya, H. Ichinose, M. Goto, Design of a cytochrome P450BM3 reaction system linked by two-step cofactor regeneration catalyzed by a soluble transhydrogenase and glycerol dehydrogenase, Biotechnol. Prog., , 25, 1372-1378, 2009.05. |
| 520. | Kei Esaki, Shingo Yokota, Shizuka Egusa, Yuri Okutani, Yukiko Ogawa, Takuya Kitaoka, Masahiro Goto, Hiroyuki Wariishi, Preparation of Lactose-Modified Cellulose Films by a Nonaqueous Enzymatic Reaction and their Biofunctional Characteristics as a Scaffold for Cell Culture, BIOMACROMOLECULES, 10.1021/bm900089j, 10, 5, 1265-1269, 2009.05, Enzymatic glyco-modification of transparent cellulose films with lactose was achieved by nonaqueous biocatalysis, and rat hepatocyte attachment behavior to the lactose-modified cellulose films was investigated. Regenerated cellulose films were incubated with lactose using a surfactant-enveloped cellulase in lithium chloride/dimethylacetamide solvent at 37 degrees C for 24 h, and lactose molecules were successfully introduced to the cellulose films. The initial cell adhesion on the lactose-modified cellulose films was superior to the original cellulose film. In the absence of serum, hepatocytes were significantly attached only on the lactose-modified cellulose films. This process was markedly suppressed by the addition of free lactose as an inhibitor. These results suggest that such cell adhesion proceeded through a direct interaction between galactose residues on the cellulose films and asialoglycoprotein receptors on the rat liver cell surface. This novel approach for surface glyco-modification of a cellulose matrix and its biofunctional properties are expected to provide potential application as a bioactive scaffold for cell culture engineering.. |
| 521. | K. Nakashima, N. Kamiya, D. Koda, T. Maruyama, M. Goto, Enzyme Encapsulation in Microparticles Composed of Polymerized Ionic Liquids for Highly Active and Reusable Biocatalysts, Org. Biomol. Chem., 35, 126-131(2009), 2009.04. |
| 522. | S. Egusa, S. Yokota, K. Tanaka, K. Esaki, Y. Okutani, Y. Ogawa, T. Kitaoka, M. Goto, H. Wariishi,, Surface modification of a solid-state cellulose matrix with lactose by a surfactant-enveloped enzyme in a nonaqueous medium, J. Mater. Chem., 19, 1836-1842(2009) , 2009.04. |
| 523. | M. Kitaoka, H. Ichinose, M. Goto, Simultaneous visual detection of single-nucleotide variations in tuna DNA using DNA/RNA chimeric probes and ribonuclease A, Analytical Biochem., 389, 6-11(2009) , 2009.04. |
| 524. | K. Esaka, S. Yokota, S. Egusa, Y. Okutani, Y. Ogawa, T. Kitaoka, M. Goto, H. Wariishi,, Preparation of Lactose-Modified Cellulose Films by a Nonaqueous Enzymatic Reaction and their Biofunctional Characteristics as a Scaffold for Cell Culture, Biomacromolecules, 10, 1265-1269(2009), 2009.04. |
| 525. | 田原義朗, 神谷典穂, 後藤雅宏, タンパク質の経皮デリバリーの実現, バイオサイエンスとインダストリー, 67, pp.68-70, 2009.04. |
| 526. | M.M. Zaman, N. Kamiya, and M. Goto, Biocatalysis in Water-in-Ionic Liquid Microemulsions: A Case Study with Horseradish Peroxidase, Langmuir, 25, 977-982 (2009)., 2009.01. |
| 527. | K. Nakashima, T. Maruyama, F. Kubota, M. Goto, Metal Extraction from Water and Organic Solvents into Fluorous Solvents by Fluorinated β-Diketone and Its Application to the Colorimetric Analysis of Metal Ions, Anal. Sci., 32, 241-245(2009) , 2009.01. |
| 528. | M. Moniruzzaman, N. Kamiya, A. Goto, Biocatalysis in Water-in-Ionic Liquid Microemulsions: A Case Study with Horseradish Peroxidase, LANGMUIR, 10.1021/la803118q, 25, 2, 977-982, 2009.01, In this article we report die first results on the enzymatic activity of horseradish peroxidase (HRP) microencapsulated in water-in-ionic liquid (w/IL) microemulsions using pyrogallol as the substrate. Toward this goal, the system used in this study was composed of anionic surfactant AOT (sodium bis(2-ethyl-1-hexyl)sulfosuccinate)/hydrophobic IL [C(8)mim][Tf(2)N] (1-octyl-3-methyl imidazolium bis(trifluoromethylsulfonyl)amide)/water/1-hexanol. In this system, the catalytic activity of HRP was measured as a function of substrate concentrations, W(0) (molar ratio of water to surfactant), pH, and 1-hexanol content. The curve of the activity-W(0) profile was found to be hyperbolic for the new microemulsion. The apparent Michaelis-Menten kinetic parameters (k(cat) and K(m)) were estimated and compared to those obtained from a conventional microemulsion. Apparently, it-was found that HRP-catalyzed oxidation of pyrogallol by hydrogen peroxide in IL microemulsions is much more effective than in a conventional AOT/water/isooctane microemulsion. The stability of HRP solubilized in the newly developed W/IL microemulsions was examined, and it was found that HRP retained almost 70% of its initial activity after incubation at 28 degrees C for 30 h.. |
| 529. | Kazunori Nakashima, Tatsuo Maruyama, Fukiko Kubota, Masahiro Goto, Masahiro Goto, Metal Extraction from Water and Organic Solvents into Fluorous Solvents by Fluorinated β-Diketone and Its Application to the Colorimetric Analysis of Metal Ions, Analytical Sciences, 10.2116/analsci.25.77, 25, 1, 77-82, 2009.01, A metal extraction system using fluorous solvents has been developed. Perfluorinated β-diketone, 1,1,1,5,5,6,6,6-octafluoro-2,4-hexanedione (C6F8βDK) dissolves in the fluorous solvent FC-72 and can extract transition metal ions from water into FC-72. The extraction efficiency in the FC-72 system is comparable to that of chloroform. By using the immiscibility of FC-72 with conventional organic solvents, metal extraction was also achieved from acetonitrile and dioxane. Metal ions extracted into FC-72 can be readily stripped using 1 M nitric acid. We succeeded in a colorimetric assay of metal ion concentration in water and in organic solvents by contacting each solvent with FC-72 containing C6F8βDK. Iron ions with different concentrations (0 - 0.1 mM) in water or acetonitrile are completely extracted into FC-72 to form a Fe3+-C6F8βDK complex, which can be detected by spectrophotometry due to its absorption in the UV-vis region. We have demonstrated that fluorous solvents would be promising candidates for a novel separation and analytical medium for metal ions. © 2008 The Japan Society for Analytical Science. |
| 530. | M. Kitaoka, N. Okamura, H. Ichinose, M. Goto, Detection of SNPs in Fish DNA: Application of the Fluorogenic Ribonuclease Protection (FRIP) Assay for the Authentication of Food Contents" , J. Agric. Food Chem., 56, 6246-6251 (2008), 2008.12. |
| 531. | Y. Tahara, S. Honda, N. Kamiya, H. Piao, A. Hirata, E. Hayakawa, T. Fujii, M. Goto, A solid-in-oil nanodispersion for transcutaneous protein delivery, J. Control. Release, 131, 14-18 (2008), 2008.12. |
| 532. | Masahiro Goto, A nanostructured molecular assembly in ionic liquids as a novel medium for biocatalysis reactions, AIChE Annual Meeting, Conference Proceedings, 2008.12. |
| 533. | S. Kiyoyama, T. Maruyama, N. Kamiya, M. Goto, Microcapsulation of DNA and the adsorption of toxic substances, J. Microencapsul., 25, 324-329 (2008), 2008.11. |
| 534. | Josui Shimada, Tatsuo Maruyama, Takuya Hosogi, Jo Tominaga, Noriho Kamiya, Masahiro Goto, Conjugation of DNA with protein using His-tag chemistry and its application to the aptamer-based detection system, BIOTECHNOLOGY LETTERS, 10.1007/s10529-008-9784-4, 30, 11, 2001-2006, 2008.11, We propose a novel method to prepare a DNA-protein conjugate using histidine-tag (His-tag) chemistry. Oligo-DNA was modified with nitrilotriacetate (NTA), which has high affinity to a His-tag on recombinant protein via the complexation of Ni(2+). Investigations using a microplate which displayed a complementary DNA-strand revealed that a NTA-modified DNA-protein conjugate was formed and immobilized in the presence of Ni(2+) on the microplate. We then adopted alkaline phosphatase (AP) as a model protein, and application of the DNA-AP conjugate was demonstrated in a thrombin aptamer-based detection system with a detection limit of approximately 10 nM.. |
| 535. | J. Shimada, T. Maruyama, T. Hosogi, J. Tominaga, N. Kamiya, M. Goto, Conjugation of DNA with protein using His-tag chemistry and its application to the aptamer-based detection system, Biotechnol. Lett., 30, 2001-2006 (2008), 2008.10. |
| 536. | M. Kukizaki, M. Goto, Demulsification of water-in-oil emulsions by permeation through Shirasu-porous-glass (SPG) membranes, J.Membr. Sci., 322, 196-203 (2008), 2008.10. |
| 537. | Yoshiro Tahara, Shota Honda, Noriho Kamiya, Hongyu Piao, Akihiko Hirata, Eiji Hayakawa, Takeru Fujii, Masahiro Goto, A solid-in-oil nanodispersion for transcutaneous protein delivery, JOURNAL OF CONTROLLED RELEASE, 10.1016/j.jconrel.2008.07.015, 131, 1, 14-18, 2008.10, Transcutaneous delivery attracts much attention but remains a challenging strategy for hydrophilic macromolecular drug administration. In the present study, we demonstrated that a solid-in-oil (S/O) nanodispersion, an oil-based nanodispersion of hydrophilic drugs, effectively enhanced the permeation of proteins into the skin. All of the different model proteins, FITC-labeled insulin (MW ca. 6 kDa), enhanced green fluorescent protein (EGFP, MW ca. 27 kDa) and horseradish peroxidase (HRP, MW ca. 40 kDa), permeated through the stratum corneum of Yucatan micropig skin in vitro by forming a S/O nanodispersion. The penetrated EGFP and HRP exhibited green fluorescence and catalytic activity, respectively, suggesting that these proteins can permeate into the skin in a functional form. The results indicated the potential utility of the S/O nanodispersion as a novel vehicle for transcutaneous protein delivery. (C) 2008 Elsevier B.V. All rights reserved.. |
| 538. | Tatsuo Maruyama, Hiroshi Yamamura, Mai Hiraki, Yoshinori Kemori, Harumi Takata, Masahiro Goto, Directed aggregation and fusion of lipid vesicles induced by DNA-surfactants, COLLOIDS AND SURFACES B-BIOINTERFACES, 10.1016/j.colsurfb.2008.05.017, 66, 1, 119-124, 2008.10, We investigated DNA-directed aggregation of vesicles using DNA-surfactants. Following tethering of single-stranded DNA oligonucleotides to vesicles using DNA-surfactant, the tethered vesicles were assembled with other vesicles bearing complementary strands. The vesicle aggregation was strongly affected by the salt concentration and by temperature according to the characteristics of DNA hybridization. Restriction enzyme, which can hydrolyze the double-stranded DNA used in the present study, dissociated the vesicle aggregates. Exploration using fluorescently labeled vesicles suggested char the DNA-directed vesicle aggregation took place in a sequence-specific manner through DNA-duplex formation. Interestingly, the DNA-directed aggregation using short DNA-surfactant induced the fusion of vesicles to produce giant vesicles, resulting in an enzymatic reaction in the giant vesicle. (c) 2008 Elsevier B.V. All rights reserved.. |
| 539. | 後藤 雅宏, オリンピックとチームワーク, 日本海水学会誌, 62, 5, 233-233, 2008.10. |
| 540. | Masato Kukizaki, Masahiro Goto, Demulsification of water-in-oil emulsions by permeation through Shirasu-porous-glass (SPG) membranes, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2008.05.029, 322, 1, 196-203, 2008.09, To investigate the effect of the droplet/pore size ratio on membrane demulsification, water-in-oil (W/O) emulsions with uniform-sized droplets was demulsified by permeation through Shirasu-porous-glass (SPG) membranes with a narrow pore size distribution at mean droplet/pore diameter ratios of 0.52-5.75. At transmembrane pressures above a critical pressure, the water droplets larger than the membrane pore size were demulsified, where the SPG membrane acted as a coalescer because the hydrophilic membrane surface had a high affinity for the water droplets. By contrast, at transmembrame pressures below the critical pressure, the larger water droplets were all retained by the membrane due to the sieving effect of the uniform-sized pores. When a W/O emulsion with a mean droplet diameter of 2.30 mu m was allowed to permeate through a membrane with a mean pore diameter of 0.86 mu m, the demulsification efficiency increased with increasing transmembrane pressure, to a maximum value of 91% at a transmembrane pressure of 392 kPa, and then decreased, while the transmembrane flux increased almost linearly with increasing transmembrane pressure. The demulsification efficiency was higher for higher water phase content and lower concentration of the surfactant, tetraglycerin condensed ricinoleic acid ester, in the emulsions due to the reduction of the emulsion stability. (c) 2008 Elsevier B.V. All rights reserved.. |
| 541. | Hiromu Yoshiura, Yoshiro Tahara, Masakazu Hashida, Noriho Kamiya, Akihiko Hirata, Takeru Fujii, Masahiro Goto, Design and in vivo evaluation of solid-in-oil suspension for oral delivery of human growth hormone, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2008.04.001, 41, 2, 106-110, 2008.09, Solid-in-oil (S/O) suspension containing human growth hormone (hGH), in which hGH was complexed with an edible surfactant, was designed and validated for oral administration of hGH. To optimize the formulation procedures, protein release behavior from the S/O suspensions under physiological conditions was first investigated with horseradish peroxidase (HRP) as a model protein. Evaluation of functional integrity of HRP released from the HRP-surfactant complex suggested that the solubilization process partly impaired the specific activity of HRP, however, the addition of trehalose in the formulation process regained up to about 50% of the biological activity. On the basis of the data collected with HRP, a surfactant-hGH complex prepared under optimized conditions was suspended in soybean oil to formulate S/O suspensions. After oral administration of the S/O suspension to male New Zealand rabbits, we detected hGH in the serum with 3.3% bioavailability, suggesting that hGH can be orally delivered to the systemic circulation by the present formulation. (C) 2008 Elsevier B.V. All rights reserved.. |
| 542. | H. Piao, N. Kamiya, A. Hirata, T. Fujii and M. Goto, A Nobel Solid-in-oil Nanosuspension for Transdermal Delivery of Diclofenac Sodium, Pharmaceutical Research., 25, 896-901 (2008)., 2008.08. |
| 543. | T. Maruyama, H. Yamamura, M. Hiraki, Y. Kemori, H. Takata and M. Goto, Directed aggregation and fusion of lipid vesicles induced by DNA-surfactants, Colloids and Surfaces B: Biointerfaces, Biointerfaces, 66, 119-124 (2008), 2008.08. |
| 544. | F. Kubota, Y. Koyanagi, K. Nakashima, K. Shimojo, N. Kamiya, M. Goto, Extraction of Lanthanide Ions with an Organophosphorous Extractant into Ionic Liquids, Solvent Extr. Res. Dev, -Jpn., 15, 81-87 (2008), 2008.08. |
| 545. | Momoko Kitaoka, Nobuko Okaniura, Hirofumi Ichinose, Masahiro Goto, Detection of SNPs in fish DNA: Application of the Fluorogenic ribonuclease protection (FRIP) assay for the authentication of food contents, JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 10.1021/jf800300k, 56, 15, 6246-6251, 2008.08, The fluorogenic ribonuclease protection (FRIP) assay was used to detect single nucleotide polymorphisms (SNPs) in commercially produced fish products. By using fluorescence resonance energy transfer (FRET) between fluorophore and quencher labeled probes, the species-specific cleavage of sample RNA was detected by measuring the fluorescence intensity during the FRIP assay. We were able to discriminate raw and thermally processed eel and tuna species using the FRIP-based SNP detection method. Furthermore, the intensity of fluorescence was correlated with the mutant/wild-type ratio. These results suggest that the FRIP assay is a useful method for the in situ confirmation of labels of fishery foods during food production.. |
| 546. | M. M. Zaman, N. Kamiya, K. Nakashima and M. Goto, Water-in-Ionic Liquid Microemulsions as a New Medium for Enzymatic Reactions, Green Chem., 10, 497-500 (2008), 2008.07. |
| 547. | H. Yoshiura, Y. Tahara, M. Hashida, N. Kamiya, A. Hirata, T. Fujii and M. Goto, Design and in vivo evaluation of solid-in-oil suspension for oral delivery of human growth hormone, Biochemical Engineering Journal, 41, 106-110 (2008), 2008.07. |
| 548. | Shiro Kiyoyama, Tatsuo Maruyama, Noriho Kamiya and Masahiro Goto, Immobilization of Proteins into Microcapsules and Their Adsorption Properties with respect to Precious-Metal Ions, Ind. Eng. Chem. Res., 47, 1527-1532 (2008), 2008.06. |
| 549. | Yusuke Tanaka, Satoshi Doi, Noriho Kamiya, Noriyuki Kawata, Shinji Kamiya, Kenichi Nakama, Masahiro Goto, A chemically modified glass surface that facilitates transglutaminase-mediated protein immobilization, BIOTECHNOLOGY LETTERS, 10.1007/s10529-008-9656-y, 30, 6, 1025-1029, 2008.06, An amino-modified glass surface for enzymatic protein immobilization by microbial transglutaminase (MTG) was developed. Diamine substrates with secondary amino groups in the linker moiety, like triethylenetetramine (TETA), exhibited at most a 2-fold higher reactivity in the MTG-catalyzed reaction compared to those with the alkyl linker. A 96-well glass plate was subsequently modified with selected diamine substrates. Validation of the modified surface by enzymatic immobilization of enhanced green fluorescent protein tagged with a glutamine donor-substrate peptide (LLQG) of MTG revealed that the protein loading onto the TETA-modified glass surface was approximately 15-fold higher than that on the unmodified one.. |
| 550. | Noriho Kamiya, Yuichi Matsushita, Misa Hanaki, Kazunori Nakashima, Mamiko Narita, Masahiro Goto, Haruo Takahashi, Enzymatic in situ saccharification of cellulose in aqueous-ionic liquid media, BIOTECHNOLOGY LETTERS, 10.1007/s10529-008-9638-0, 30, 6, 1037-1040, 2008.06, The enzymatic saccharification of a model cellulosic substrate, Avicel PH- 101, using an ionic liquid ( IL), 1- ethyl- 3- methylimidazolium diethylphosphate, was explored. After mixing the IL solution of cellulose with different volumes of 10 mM citrate buffer ( pH 5.0), cellulase was directly added to the aqueous- IL mixture at 40 degrees C. When the volume of IL to water was greater than 3: 2, little cellulase activity was observed. However, decreasing the volume ratio markedly enhanced enzymatic activity: an IL to water ratio of 1: 4 ( v/ v) resulted in over 70% of the starting amount of cellulose ( 10 mg/ ml) being converted to glucose and cellobiose.. |
| 551. | Y. Tanaka, S. Doi, N. Kamiya, N. Kawata, S. Kamiya, K. Nakama, M. Goto, A chemically modified glass surface that facilitates transglutaminase-mediated protein immobilization, Biotechnol. Lett., 31, 1231-1236 (2008), 2008.05. |
| 552. | N. Kamiya, Y. Matsushita, M. Hanaki, K. Nakashima, M Narita, M. Goto and H. Takahashi, Enzymatic in situ Saccharification of Cellulose in Aqueous-Ionic Liquid Media, Biotechnol. Lett., 30, 1037-1040 (2008), 2008.04. |
| 553. | Hongyu Piao, Noriho Kamiya, Akihiko Hirata, Takeru Fujii, Masahiro Goto, A novel solid-in-oil nanosuspension for transdermal delivery of diclofenac sodium, PHARMACEUTICAL RESEARCH, 10.1007/s11095-007-9445-7, 25, 4, 896-901, 2008.04, Purpose. We formulated a solid-in-oil nanosuspension (SONS) as a novel transdermal delivery carrier for diclofenac sodium (DFNa). The basic transdermal characteristics of the SONS were evaluated using a Yucatan micropig (YMP) skin model. Methods. DFNa-sucrose erucate (i.e. surfactant) complexes were prepared via the formation of a water-in-oil emulsion. The complexes were suspended in isopropyl myristate (IPM) to form a SONS. The basic transdermal characteristics of the SONS were examined using full-thickness YMP dorsal skin in a Franz-type diffusion cell. DFNa powder suspended in IPM without complex formation was used as a control. The effect of the weight ratio of surfactant to DFNa on DFNa penetration of the skin was evaluated. Results. DFNa was successfully dispersed into IPM as a nanosized suspension via complex formation with sucrose erucate. The resultant SONS increased the permeability flux of DFNa across the YMP skin by up to 3.8-fold compared with the control. The size of the SONS depended on the weight ratio of the surfactant to DFNa. The optimal weight ratio for the highest DFNa permeation was 8.8, at which point the mean diameter of the SONS was 14.4 nm. Conclusion. The SONS formulation can enhance the percutaneous absorption of DFNa.. |
| 554. | Shizuka Egusa, Takuya Kitaoka, Yukiko Ogawa, Hiroyuki Wariishi, Masahiro Goto, CELL 77-Nonaqueous enzymatic polymerization of bioactive sugars by surfactant-enveloped enzymes, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 235, 2008.04. |
| 555. | Shoji Hanioka, Tatsuo Maruyama, Tomohiro Sotani, Masahiro Teramoto, Hideto Matsuyama, Kazunori Nakashima, Misa Hanaki, Fukiko Kubota, Masahiro Goto, CO(2) separation facilitated by task-specific ionic liquids using a supported liquid membrane, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2008.01.029, 314, 1-2, 1-4, 2008.04, We report a supported liquid membrane (SLM) based on a task-specific ionic liquid to achieve the selective and facilitated CO, transport through the membrane. The prepared SLM facilitated by the amine-terminated ionic liquid showed high selectivity and high stability (more than 260 days) for CO(2) separation from the CO(2)/CH(4) gas mixture. (C) 2008 Elsevier B.V. All rights reserved.. |
| 556. | Muhammad Moniruzzaman, Kamiya Noriho, Kazunori Nakashima, Masahiro Goto, Formation of reverse micelles in a room-temperature ionic liquid, CHEMPHYSCHEM, 10.1002/cphc.200700802, 9, 5, 689-692, 2008.04, (Graph Presented) Nanopools of water in ionic liquids: The surfactant AOT forms reverse micelles with water domains in a hydrophobic ionic liquid in the presence of 1-hexanol (see optically transparent sample B, in figure). These nanopools increase in size with increasing water content. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.. |
| 557. | K. Nakashima, T. Maruyama, N. Kamiya and M. Goto, , Spectrophotometric Assay for Protease Activity in Ionic Liquids Using Chromogenic Substrates, Anal. Biochem., , 374, 285-290 (2008), 2008.03. |
| 558. | Kazunori Nakashima, Tatsuo Maruyama, Masahiro Goto, Noriho Kamiya, A rapid assay of protease activity in ionic liquids using chromogenic substrates, Analytical Biochemistry, Vol. 374 Issue: 2 Pages: 2, 2008.03. |
| 559. | Shiro Kiyoyama, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Immobilization of proteins into microcapsules and their adsorption properties with respect to precious-metal ions, INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 10.1021/ie0712636, 47, 5, 1527-1532, 2008.03, We report on protein immobilization in a microcapsule and its adsorption performance with respect to precious-metal ions. Proteins including lysozyme, bovine serum albumin, chicken egg albumin, and soybean protein were immobilized by a microencapsulation method, and their adsorption properties with respect to ions of both precious metals (gold, platinum, and palladium) and base metals (zinc and copper) were investigated under various preparation conditions. Immobilized proteins could selectively adsorb precious-metal ions over base-metal ions. High immobilization efficiencies were obtained using lysozyme and soybean protein. The immobilization efficiency of the proteins was controlled by the surfactant concentration in the organic phase, the protein concentration, and the outer-aqueous-phase composition. We succeeded in immobilizing over 90% of the protein in the protein dose by optimizing the preparation conditions. Furthermore, the precious-metal ions adsorbed by the immobilized proteins were completely recovered with thiourea. No leakage of proteins was observed after the adsorption and desorption experiments. These results indicate that the microcapsules immobilizing proteins prepared in the present study can be used as reusable precious-metal-selective absorbents.. |
| 560. | Kazunorl Nakashima, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Spectrophotometric assay for protease activity in ionic liquids using chromogenic substrates, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2007.11.015, 374, 2, 285-290, 2008.03, A new spectrophotometric assay has been developed to evaluate protease activity in ionic liquids (ILs). The assay consists of two strategies to enable real-time spectrometric analysis of enzymatic reaction in ILs. First, enzymes are modified with a comb-shaped poly(ethylene glycol), PM13, to obtain a transparent enzyme solution in IL. Second, a chromogenic substrate is used to follow the enzymatic reaction in IL. p-Nitroaniline-derivatized substrates are subjected to protease-catalyzed alcoholysis to release chromogenic p-nitroaniline that can be quantitatively detected by a UV-Vis spectrophotometer. By using this method, we can evaluate protease activity in ILs quite easily without separation of products from the reaction mixture. The availability of the novel assay system was demonstrated in a kinetic analysis of subtilisin-catalyzed reaction in the IL 1-ethyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide ([Emim][Tf2N]) under different reaction conditions. Because two different serine proteases, subtilisin and alpha-chymotrypsin, substantially retained its original substrate specificity in the IL, the assay can be extended to other enzymes by using suitable chromogenic substrates. (C) 2007 Elsevier Inc. All rights reserved.. |
| 561. | S. Hanioka, T. Maruyama, T. Sotani, M. Teramoto, H. Matsuyama, K. Nakashima, M. Hanaki, F. Kubota, M. Goto, , CO2 separation facilitated by task-specific ionic liquids using a supported liquid membrane, J. Membr. Sci. , 314, 1-4 (2008), 2008.02. |
| 562. | M. M. Zaman, N. Kamiya, K. Nakashima and M. Goto, Formation of Reverse Micelles in a Room-Temperature Ionic Liquid, ChemPhysChem. , 9, 689-692 (2008), 2008.01. |
| 563. | T. Oshima, B. Yoshinari, K. Shimojo, and M. Goto , Recognition of Lysine Residues on Protein Surfaces Using Calixarenes and Its Application. Curr. , Curr. Drug Discovery Tech., , 4, 220-228 (2007), 2007.12. |
| 564. | Kojiro Shimojo, Hirochika Naganawa, Junji Noro, Fukiko Kubota, Masahiro Goto, Extraction behavior and separation of lanthanides with a diglycol amic acid derivative and a nitrogen-donor ligand, ANALYTICAL SCIENCES, 10.2116/analsci.23.1427, 23, 12, 1427-1430, 2007.12, The extraction and separation of lanthanides have been investigated using CHON-type extractants, which are composed of only C, H, O, and N atoms. N,N-Dioctyldiglycol amic acid (DODGAA) showed high extraction and separation performances for heavier lanthanides compared with typical CHON-type extractants. On the other hand, N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine (TPEN) provided an unprecedentedly high selectivity for lighter lanthanides. Furthermore, it was found that the combination of DODGAA and TPEN under suitable conditions enabled the mutual separation of light, middle, and heavy lanthanides.. |
| 565. | Tatsuya Oshima, Yoshinari Baba, Kojiro Shimojo, Masahiro Goto, Recognition of lysine residues on protein surfaces using calixarenes and its application, Current Drug Discovery Technologies, 10.2174/157016307783220512, 4, 4, 220-228, 2007.12, A macrocyclic calix[6]arene carboxylic acid derivative is found to extract lysine-rich protein cytochrome c from aqueous media into organic media through the complexation between the calixarene molecules and lysine residues on the surface of the protein. This article summarizes both the mechanism of protein extraction by the calixarene as well as the potential applications of the extraction process. The extraction process can be used for the purification of proteins through selective extraction and back-extraction under optimized conditions. On the other hand, the extracted protein exhibits enzymatic activity in organic media. The formation of a supramolecular complex by recognizing the residues on a protein surface can be construed as a novel recognition and/or modification method for biomacromolecules. © 2007 Bentham Science Publishers Ltd.. |
| 566. | Muneharu Goto, Tokie Okubo, Hidetaka Kawakita, Kazuya Uezu, Satoshi Tsuneda, Kyoichi Saito, Masahiro Goto, Masao Tamada, Takanobu Sugo, Design of polymer brushes for immobilizing enzymes onto hollow fiber micropores in organic media reaction, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2007.04.008, 37, 2, 159-165, 2007.11, To immobilize lipase for enzymatic reactions in organic solvent, various functional [epoxy (GMA-fiber), hydroxyl (OH-fiber) or diethyl amino (DEA-fiber)] groups were introduced onto porous hollow-fiber membranes by radiation-induced graft polymerization of glycidyl methacrylate and chemical modification. Lipase from Candida rugosa was immobilized on polymer brushes by permeation of lipase. The activities of immobilized lipase were measured by esterification reactions between lauric acid and benzyl alcohol in isooctane. The activity of immobilized lipase on GMA-fibers, DEA-fibers and OH-fibers was 0.70 mol/(h kg(-lipase)), 0.50 mol/(h kg(-lipase)), and 2.45 mol/(h kg(-lipase)), respectively. Immobilized lipase on DEA-fibers or OH-fibers was reused three times after it was used in the batch reactor for 24 h. It was found that lipase activity showed no signs of denaturation. However, when native lipase was used, lipase activity remarkably decreased after reusing. (c) 2007 Elsevier B.V. All rights reserved.. |
| 567. | Kamiya Noriho, Doi Satoshi, Tanaka Yusuke, Ichinose Hirofumi, Goto Masahiro, Purification and Characterization of a Dehydrogenase Catalyzing Conversion of N^α-Benzyloxycarbonyl-L-Aminoadipic-δ-Semialdehyde to N^α-Benzyloxycarbonyl-L-Aminoadipic Acid from Rhodococcus sp. AIU Z-35-1, Journal of bioscience and bioengineering, 104, 5, 398-402, 2007.11, Covalent and site-specific protein immobilization catalyzed by microbial transglutaminase (MTG) was investigated using recombinant Escherichia coli alkaline phosphatase (AP) tagged with a glutamyl donor substrate peptide (MLAQGS) of MTG. A polystyrene surface physically coated with β-casein or bovine serum albumin (BSA) was employed as an MTG-specific surface displaying reactive lysine residues. MTG-mediated protein immobilization through catalytic ε-(γ-glutamyl)lysine bond formation between the peptide tag of recombinant APs and β-casein- or BSA-coated surface was verified by the detection of AP activity on the surface. It was found that the length and the insertion position of the peptide tag did not significantly affect the efficacy of enzymatic immobilization of the recombinant APs. On the other hand, pH and ionic strength in the reaction media had crucial effects on the immobilization yields. Interestingly, the optimum pH range of MTG-mediated protein immobilization differed markedly from that for an MTG-catalyzed reaction in aqueous solution. The results suggest that the concentration of reactive species due to electrostatic interaction between the enzyme-substrate intermediate and the protein-adsorbed surface is a key factor governing MTG catalysis at a solid surface.. |
| 568. | K. Shimojo, T. Oshima, H. Naganawa, M. Goto, "Calixarene-Assisted Protein Refolding via Liquid-Liquid Extraction", , Biomacromolecules,, 8, 3061-3066 (2007), 2007.10. |
| 569. | Hongyu Piao, Noriho Kamiya, Akihiko Hirata, Takeru Fujii and Masahiro Goto, 'A Novel Solid-in-oil Nanosuspension for Transdermal Delivery of Diclofenac Sodium' , Pharmaceutical Research, in press., 2007.10. |
| 570. | Kojiro Shimojo, Tatsuya Oshima, Hirochika Naganawa, Masahiro Goto, Calixarene-assisted protein refolding via liquid-liquid extraction, BIOMACROMOLECULES, 10.1021/bm070418q, 8, 10, 3061-3066, 2007.10, In this paper we report on protein refolding by means of a liquid-liquid transfer technique using a calixarene. We have found that a calix[6]areneacetic acid derivative forms a supramolecular complex with urea-denatured cytochrome c at the oil-water interface, which enables quantitative transfer of the protein from an 8 M urea aqueous solution into an organic phase through a proton-exchange mechanism. Denatured cytochrome c is completely separated from the denaturant and is isolated from other denatured cytochrome c molecules to suppress the generation of aggregates due to protein-protein interactions. The recovery of cytochrome c from the organic phase is successfully achieved under acidic conditions using an appropriate amount of 1-butanol. UV-vis, CD, and fluorescence spectroscopic characterizations demonstrate that cytochrome c transferred into a denaturant-free aqueous solution regains its native structure. The reduction kinetics of refolded cytochrome c using ascorbic acid indicates that the protein provides approximately 72% of native activity as an electron-transfer protein.. |
| 571. | H. Naganawa, K. Shimojo, H. Mitamura, Y. Sugo, J. Noro, and M. Goto, A new "Green" Extractant of the Diglycol Amic Acid Type for Lanthanides, Solv. Extr. Res. & Devel. Japan, , 14, 151-160 (2007) , 2007.09. |
| 572. | N.Kamiya, S.Doi, Y.Tanaka, H.Ichinose, M.Goto, , Functional immobilization of recombinant alkaline phosphatases bearing a glutamyl donor substrate peptide of microbial transglutaminase, , J. Biosci. Bioeng., , 104, 195-199 (2007), 2007.09. |
| 573. | T. Osakai, H. Komatsu, M. Goto, Cationic-surfactant transfer facilitated by DNA adsorbed on a polarized 1,2-dichloroethane/water interface, JOURNAL OF PHYSICS-CONDENSED MATTER, 10.1088/0953-8984/19/37/375103, 19, 37, 2007.09, The voltammetric behaviour of high-molecular-weight DNA at a polarized 1,2dichloroethane/ water (DCE/W) interface was investigated in the presence of a cationic surfactant, dimethyldistearylammonium in DCE. A well-developed adsorption wave was obtained for salmon sperm DNA (purified) and herring sperm DNA (commercial and purified). The peak current showed a Langmuir-type dependence on the DNA concentration. The half-peak width was relatively small (similar to 30 mV). To explain the voltammetric behaviour, a reaction model was proposed, in which the transfer of surfactant ions from DCE to W is facilitated by DNA adsorbed on the DCE/W interface. Theoretical simulation of the voltammetric wave was performed by assuming a Frumkin isotherm for the DNA-surfactant binding. When the interaction parameter g' was set to be 2, the theoretical value (38 mV) for the half-peak width was closest to the experimental value of similar to 30 mV. The g' value of 2 suggested that there were strongly attractive interactions among the surfactant ions on DNA.. |
| 574. | Noriho Kamiya, Satoshi Doi, Yusuke Tanaka, Hirofumi Ichinose, Masahiro Goto, Functional immobilization of recombinant alkaline phosphatases bearing a glutarnyl donor substrate peptide of microbial transglutaminase, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1263/jbb.104.195, 104, 3, 195-199, 2007.09, Covalent and site-specific protein immobilization catalyzed by microbial transglutaminase (MTG) was investigated using recombinant Escherichia coli alkaline phosphatase (AP) tagged with a glutamyl donor substrate peptide (MLAQGS) of MTC. A polystyrene surface physically coated with beta-casein or bovine serum albumin (BSA) was employed as an MTG-specific surface displaying reactive lysine residues. MTG-mediated protein immobilization. through catalytic epsilon-(gamma-glutamyl)lysine bond formation between the peptide tag of recombinant APs and beta-cascin- or BSA-coated surface was verified by the detection of AP activity on the surface. It was found that the length and the insertion position of the peptide tag did not significantly affect the efficacy of enzymatic immobilization of the recombinant APs. On the other hand, pH and ionic strength in the reaction media had crucial effects on the immobilization yields. Interestingly, the optimum pH range of MTG-mediated protein immobilization differed markedly from that for an MTG-catalyzed reaction in aqueous solution. The results suggest that the concentration of reactive species due to electrostatic interaction between the enzyme-substrate intermediate and the protein-adsorbed surface is a key factor governing MTG catalysis at a solid surface.. |
| 575. | T. Maruyama, T. Hosogi, M. Goto, Sequence-selective extraction of single-stranded DNA using DNA-functionalized reverse micelles. , Chem. Commun. , 4450 (2007) , 2007.08. |
| 576. | Masato Kukizaki, Masahiro Goto, 'Preparation and characterization of a new asymmetric type of Shirasu porous glass (SPG) membrane used for membrane emulsification', JOURNAL OF MEMBRANE SCIENCE , 299 (1-2),190-199, 2007, 2007.08. |
| 577. | Muneharu GOTO, Hideaki KAWAKITA, Kazuya UEZU, Satoshi TUNEDA, Kyoichi SAITO, and Masahiro GOTO, , 'Design of Polymer Brushes for Immobilizing Enzymes onto Hollow Fiber Micropores in Organic Media Reaction', Biochem. Eng. J., , 37, 159-165 (2007), 2007.08. |
| 578. | Masato Kukizaki, Masahiro Goto, Preparation and characterization of a new asymmetric type of Shirasu porous glass (SPG) membrane used for membrane emulsification, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2007.04.040, 299, 1-2, 190-199, 2007.08, To obtain a high throughput of the dispersed-phase flux through a Shirasu porous glass (SPG) membrane in membrane emulsification, a new type of asymmetric SPG membrane was prepared from two types of primary glass in the NaO-CaO-Al2O3-B2O3-ZrO2-SiO2 system with different growth rates of phase separation. The Al2O3-rich primary glass with a slower phase separation growth rate and the B2O3-rich primary glass with a faster growth rate were laminated in two layers to be formed into a tube at 1373 K. The primary glass tube was heat-treated at 993 K for 30 h to cause the phase separation, and subsequently leached out with hydrochloric acid, resulting in an asymmetric tubular SPG membrane. The asymmetric SPG membrane consisted of an inner skin layer 25 +/- 2 mu m thick and a support layer 405 +/- 5 mu m in thickness. The mean pore diameters of the skin and support layers were 0.67 and 4.7 mu m, respectively. With the asymmetric membrane, uniform-sized emulsion droplets were prepared by a membrane emulsification technique. The dispersed-phase flux through the asymmetric membrane increased by a factor of approximately 20 or more compared with that through the symmetric membrane, due to the much smaller hydrodynamic resistance of the asymmetric membrane than that of the symmetric membrane. (c) 2007 Elsevier B.V. All rights reserved.. |
| 579. | T. Maruyama, K. Nakashima, F. Kubota, M. Goto, Perfluorocarbon-based liquid-liquid extraction for separation of transition metal ions., , Anal. Sci., , 23, 763-765 (2007), 2007.07. |
| 580. | Tatsuo Maruyama, Kazunori Nakashima, Fukiko Kubota, Masahiro Goto, Perfluorocarbon-based liquid-liquid extraction for separation of transition metal ions, ANALYTICAL SCIENCES, 10.2116/analsci.23.763, 23, 7, 763-765, 2007.07, We report a liquid-liquid extraction system based on perfluorocarbon (fluorous-solvent extraction) that allows selective extraction of metal ions from aqueous and organic phases to a perfluorocarbon phase (FC-72) with perfluorinated beta-diketone (1,1,1,5,5,6,6,6-octafluoro-2,4-hexanedione), which can be followed by backward extraction using 1 M nitric acid.. |
| 581. | H. Yoshiura, M. Hashida, N. Kamiya, and M. Goto, , Factors affecting protein release behavior from surfactant-protein complexes under physiological conditions. , Int. J. Pharm. , 228, 654-658 (2007), 2007.06. |
| 582. | Hiromu Yoshiura, Masakazu Hashida, Noriho Kamiya, Masahiro Goto, Factors affecting protein release behavior from surfactant-protein complexes under physiological conditions, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2007.01.041, 338, 1-2, 174-179, 2007.06, Protein release behavior from its complex with edible surfactants was investigated under physiological conditions using hen egg lysozyme and Aspergillus niger glucose oxidase as model proteins. It revealed that protein release rates could be controlled by hydrophobicity of surfactants and the molar ratio of proteins to surfactants in the preparation of the complexes. Evaluation of functional integrity of a protein on the basis of specific activity of an enzyme released from the complex suggested that lower hydrophobicity of surfactants led to higher retention of catalytic activity. In addition, it was found that protein release rates from the complexes were correlated with the aqueous droplet size of water-in-oil emulsions in the preparation of the complexes. The results suggest the potential of surfactant-protein complexes in pharmaceutical formulations for mucosal delivery of therapeutic proteins. (c) 2007 Elsevier B.V. All rights reserved.. |
| 583. | J. Tominaga, N. Kamiya and M. Goto, , An enzyme-labeled protein polymer bearing pendant haptens. , Bioconjugate Chem. , 18, 860-865 (2007), 2007.05. |
| 584. | M. Kukizaki, M. Goto, Spontaneous formation behavior of uniform-sized microbubbles from Shirasu porous glass (SPG) membranes in the absence of water-phase flow. , COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS , 296(1-3) 174-181 (2007), 2007.05. |
| 585. | M. Kukizaki, M. Goto, Preparation and evaluation of uniformly sized solid lipid microcapsules using membrane emulsification, COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS , 293(1-3), 87-94 (2007), 2007.05. |
| 586. | K. Shimojo, H. Naganawa, J. Noro, F. Kubota, and M. Goto, , Extraction Behavior and Separation of Lanthanides with a Diglycol Amic Acid Derivative and a Nitrogen-donor Ligand., , Anal. Sci., , 23, 1427-1430 (2007), 2007.05. |
| 587. | Jo Tominaga, Noriho Kamiya, Masahiro Goto, An enzyme-labeled protein polymer bearing pendent haptens, BIOCONJUGATE CHEMISTRY, 10.1021/bc060161d, 18, 3, 860-865, 2007.05, A new methodology for the preparation of enzyme-labeled protein polymers bearing pendent haptens was developed through the combination of chemical modification and posttranslational protein modification catalyzed by microbial transglutaminase (MTG). As a model hapten, trinitrobenzene (TNB) was chosen and chemically conjugated with the accessible Lys residues of beta-casein. The resultant trinitrophenylated beta-casein was further modified with formaldehyde to render the residual Lys residues inert toward self-cross-linking by MTG. Escherichia coli alkaline phosphatase (AP), comprising a specific peptide tag carrying a MTG-reactive Lys residue, was then conjugated to the Gln residues in beta-casein-TNB conjugates. The resultant AP-labeled beta-casein-bearing pendent TNB moieties (AP-beta CT) showed comparable specific activity with native AP. It was found that only the AP-beta CT with a sufficient number of pendent TNBs are capable of binding to a surface adsorbed with anti-TNP and anti-TNT antibodies, indicating the presence of polyvalent interactions. The utility of AP-beta CT was demonstrated by competitive immunoassays for trinitrophenol (TNP) and trinitrotoluene (TNT), with detection limits of 0.99 mu g/L and 0.18 mu g/L, respectively. The present study demonstrates the potential of dual labeling of protein scaffolds by chemical and enzymatic protein manipulation to create a new proteinaceous architecture.. |
| 588. | J. Tominaga, Y. Kemori, Y. Tanaka, T. Maruyama, N. Kamiya and M. Goto, An enzymatic method for site-specific labeling of recombinant proteins with oligonucleotides. , Chem. Commun., 401-403 (2007), 2007.04. |
| 589. | T. Maruyama, H. Matsushita, Y. Shimada, I. Kamata, M. Hanaki, S. Sonokawa, N. Kamiya, M. Goto, Proteins and protein-rich biomass as environmental-friendly adsorbents selective for precious metal ions. , Environ. Sci. Technol. , 41(4),1359-1364 (2007), 2007.04. |
| 590. | H. Piao, N. Kamiya, A. Hirata, H. Yokoyama, T. Fujii, I. Shimizu, S. Ito, M. Goto, , Reduction of gastric ulcerogenicity during multiple administration of diclofenac sodium by a novel solid-in-oil suspension. , Pharmaceutical Development and Technology, , 322, 312-316(2007), 2007.04. |
| 591. | Yusuke Tanaka, Yukito Tsuruda, Motohiro Nishi, Noriho Kamiya, Masahiro Goto, 'Exploring Enzymatic Catalysis at a Solid Surface: A Case Study with Transglutaminase-Mediated Protein Immobilization.', Org. Biomol. Chem., , 5, 1764-1770 (2007), 2007.04. |
| 592. | F. Kubota, Y. Koyanagi, K. Nakashima, K. Shimojo, N. Kamiya and M. Goto, , Extraction of Cytochrome c by a Functionalized Ionic Liquid Containing a Crown Ether, Solv. Extr. Res. & Devel. Japan, , 14, 115-120 (2007), 2007.04. |
| 593. | J. Tominaga, Y. Kemori, Y. Tanaka, T. Maruyama, N. Kamiya and M. Goto, An enzymatic method for site-specific labeling of recombinant proteins with oligonucleotides. , Chem. Commun., 401 - 403 (2007), 2007.03. |
| 594. | T. Maruyama, H. Matsushita, Y. Shimada, I. Kamata, M. Hanaki, S. Sonokawa, N. Kamiya, M. Goto, , Proteins and protein-rich biomass as environmental-friendly adsorbents selective for precious metal ions. , Environ. Sci. Technol. , 41, 1356-1364 (2007), 2007.03. |
| 595. | J. Tominaga, N. Kamiya and M. Goto, An enzyme-labeled protein polymer bearing pendant haptens. , Bioconjugate Chem, 18, 860-865 (2007), 2007.03. |
| 596. | S. Egusa, T. Kitaoka, M. Goto, H. Wariishi, Synthesis of Cellulose In Vitro by Using a Cellulase/Surfactant Complex in a Nonaqueous Mediumｃ, Angew. , Chem. Int. Edit., 46(12), 2063-2065, (2007), 2007.03. |
| 597. | T. Maruyama, C. Komatsu, J. Michizoe, S. Sakai and M. Goto, , Laccase-mediated degradation and reduction of toxicity of the postharvest fungicide imazalil. , Process Biochem., 42, 459-461 (2007), 2007.03. |
| 598. | Tatsuya Oshima, Mako Sato, Yuka Shikaze, Keisuke Ohto, Katsutoshi Inoue, Masahiro Goto, Yoshinari Baba, Enzymatic polymerization of o-phenylendiamine with cytochrome c activated by a calixarene derivative in organic media, Biochem. Eng. J., 35, 66-70, 2007.03. |
| 599. | Tatsuo Maruyama, Chiho Komatsu, Junji Michizoe, Shinji Sakai, Masahiro Goto, Laccase-mediated degradation and reduction of toxicity of the postharvest fungicide imazalil, PROCESS BIOCHEMISTRY, 10.1016/j.procbio.2006.09.011, 42, 3, 459-461, 2007.03, The degradation of the postharvest fungicide imazalil by the oxidative enzyme laccase was investigated in the presence of a reaction mediator (a laccase/mediator system). Of various natural mediators tested, imazalil was degraded most effectively in the presence of 4-hydroxybenzoic acid while the absence of a mediator resulted in no degradation. In this system, the mediator compound was oxidized by laccase and then the oxidized mediator oxidized imazalil. The study on the cytotoxicity of the degraded-imazalil solution against mouse fibroblast L929 cells revealed toxicity of 4-hydroxybenzoic acid. The cytotoxic study also suggested that instead of 4-hydroxybenzoic acid, the used of methyl 4-hydroxybenzoate as the reaction mediator reduced the intrinsic cytotoxicity of imazalil. (c) 2006 Elsevier Ltd. All rights reserved.. |
| 600. | Masato Kukizaki, Masahiro Goto, Spontaneous formation behavior of uniform-sized microbubbles from Shirasu porous glass (SPG) membranes in the absence of water-phase flow, COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 10.1016/j.colsurfa.2006.09.042, 296, 1-3, 174-181, 2007.03, Recently, it was found that uniform-sized nanobubbles/microbubbles could be generated from Shirasu porous glass (SPG) membranes with uniform pores in a system composed of a dispersed gaseous phase and a continuous water phase. In this study, microbubble formation was attempted using a plate-like SPG membrane in the absence of water-phase flow. Surfactants and proteins were used as dispersing agents. Air was pressurized into a quiescent water phase containing a dispersing agent and forced through an SPG membrane with a mean pore diameter of 3.07 mu m, at a transmembrane pressure LI times larger than the bubble point pressure. Under these conditions, uniform-sized microbubbles with mean diameters ranging from 27.8 to 64.8 mu m were produced from the SPG membrane. Microbubble formation appeared to be based on the spontaneous transformation caused by surface tension, as previously shown for liquid-liquid dispersion systems, where the mean bubble diameter increased with increasing water-phase viscosity. For protein solutions, the mean diameters and monodispersities of the microbubbles formed were larger than those for the surfactant solutions. This result is probably due to the adsorption kinetics of the dispersing agent, where the faster adsorbing dispersing-agent molecules (ions) produce smaller microbubbles. (c) 2006 Elsevier B.V. All rights reserved.. |
| 601. | T. Maruyama, S. Sonokawa, H. Matsushita and M. Goto, Inhibitiory effects of gold(III) ions on ribonuclease and deoxyribonuclease. , J. Inorg. Biochem. , 101, 180-186 (2007), 2007.02. |
| 602. | Masato Kukizaki, Masahiro Goto, Preparation and evaluation of uniformly sized solid lipid microcapsules using membrane emulsification, COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 10.1016/j.colsurfa.2006.07.011, 293, 1-3, 87-94, 2007.02, Uniformly sized solid lipid microcapsules (SLMCs) were prepared by temperature-controlled membrane emulsification using a high-melting-point triglyceride (tripalmitin) as the encapsulating material. Water-in-oil-in-water (W/O/W) emulsions with a narrow droplet diameter distribution and encapsulating vitamin B,2 as a model drug were prepared by a two-step membrane emulsification technique using Shirasu porous glass membranes with a mean pore diameter of 0.3-9.9 mu m, at a higher temperature (343 K) than the melting point of the oil phase containing tripalmitin. The resultant W/O/W emulsions were immediately cooled to solidify the oil phase, and were then filtered. Uniformly sized SLMCs with high encapsulation yields of vitamin B-12 of 93.2-97.7% (w/w) were obtained, and the mean particle diameter was 3.1-32.8 mu m, which was almost the same as the mean diameter of the oil droplets containing the inner water phase of the corresponding W/O/W emulsion. The mean particle diameters of the SLMCs could be determined by the membrane pore diameters used. No leakage of vitamin B-12 from the uniformly sized SLMCs was observed at body temperature (310 K) or below over a period of 10 days, when the SLMCs were re-dispersed into normal saline. The SLMCs had a high thermal stability below body temperature (310 K) over 10 days. (c) 2006 Elsevier B.V. All rights reserved.. |
| 603. | Tatsuo Maruyama, Hironari Matsushita, Yukiko Shimada, Ichiro Kamata, Misa Hanaki, Saori Sonokawa, Noriho Kamiya, Masahiro Goto, Proteins and protein-rich biomass as environmentally friendly adsorbents selective for precious metal ions, ENVIRONMENTAL SCIENCE & TECHNOLOGY, 10.1021/es061664x, 41, 4, 1359-1364, 2007.02, Proteins exhibit specific interactions with various metal ions, which play important roles in a living cell. Here, we found that various proteins selectively adsorbed precious metal ions at a wide range of pH values. Studies on protein sequences and on synthesized peptides revealed that a histidine-containing sequence had specific interactions with precious metal ions (Au3+ and Pd2+). We then investigated a few types of protein-rich biomass as adsorbents for precious metal ions. In the presence of various transition metal ions, Au3+ and Pd2+ were also selectively adsorbed onto the biomass tested. The bound precious metal ions were recovered by aqua regia after charring the metal-bound biomass. Finally, we demonstrated the successful recovery of Au3+ and Pd2+ from a metal refining solution and a metal plating waste using the biomass. We propose an environmentally friendly recycling system for precious metal ions using protein-rich biomass.. |
| 604. | T. Maruyama, C. Komatsu, J. Michizoe, S. Sakai and M. Goto, Laccase-mediated degradation and reduction of toxicity of the postharvest fungicide imazalil. , Process Biochem, 42, 459-461 (2007), 2007.01. |
| 605. | T. Maruyama, S. Sonokawa, H. Matsushita and M. Goto, , Inhibitiory effects of gold(III) ions on ribonuclease and deoxyribonuclease. , J. Inorg. Biochem. , 101, 180-186 (2007), 2007.01. |
| 606. | Tatsuo Maruyama, Saori Sonokawa, Hironari Matsushita, Masahiro Goto, Inhibitiory effects of gold(III) ions on ribonuclease and deoxyribonuclease, JOURNAL OF INORGANIC BIOCHEMISTRY, 10.1016/j.jinorgbio.2006.09.021, 101, 1, 180-186, 2007.01, Inhibitory effects of gold(III) ions (Au(III)) on ribonuclease A (RNase A) and deoxyribonuclease I (DNase I) were investigated at neutral pH. RNase A was completely inhibited by 3 molar equivalents of Au(III) ions. DNase I was inhibited by 10 molar equivalents of Au(III) ions. Stoichiometric analyses suggest that Au(III) ions were coordinated to RNase A molecules. The Au(III)-inhibited RNase A and DNase I were renatured to exhibit 80% and 60% of their intrinsic activity, when the bound Au(III) ions were eliminated from the nucleases by addition of thiourea, which forms a strong complex with gold ions. This suggests that RNase A and DNase I were not oxidized to lose their activity, but reversibly complexed with Au(III) ions to lose their activity. Au(III) ions were probably considered to be bound to histidine and methionine residues in the nucleases, resulting in the inhibition of their activity. CD spectra revealed that the Au(III)-induced inhibition caused a conformational change in RNase A molecules and that the addition of thiourea induced refolding of the Au(III)-inhibited RNase A. (c) 2006 Elsevier Inc. All rights reserved.. |
| 607. | M. Kukizaki, and M. Goto, Effects of Interfacial Tension and Viscosities of Oil and Water Phases on Monodispersed Droplet Formation Using a Shirasu-Porous-Glass (SPG) Membrane., Membrane, 31, 215-220 (2006), 2006.12. |
| 608. | M. Kukizaki, M. Goto, Size control of nanobubbles generated from Shirasu-porous-glass (SPG) membranes. , J. Membr. Sci, 281, 386-396 (2006), 2006.12. |
| 609. | Masahiro Goto, Kojiro Shimojo, Kazunori Nakashima, Solubilization and functional changes of biomolecules in ionic liquids, Polymer Preprints, Japan, 55, 4176-4177, 2006.12, This lecture reports on the protein transfer from an aqueous phase into ionic liquids (ILs) with dicyclohexano-18-crown-6 (DCH18C6), and the functional change of cytochrome c (Cyt-c) dissolved in ILs. Further, a protein is modified with comb-shaped poly (ethylene glycol), PM13. PM13modified subtilisin (PM13-Sub) could be solubilized clearly in a wide range of pure ILs. This markedly high activity in the IL was superior to that in organic solvents commonly used for enzymatic catalysis. PM13-Sub was also found to retain its catalytic activity in the ILs for a prolonged period.. |
| 610. | K. Shimojo, N. Kamiya, F. Tani, H. Naganawa, Y. Naruta and M. Goto, Extractive Solubilization, Structural Change, and Functional Conversion of Cytochrome c in Ionic Liquids via Crown Ether Complexation. , Anal. Chem., 78, 7735-7742 (2006), 2006.11. |
| 611. | N. Othman, H. Mat, M. Goto, Separation of silver from photographic wastes by emulsion liquid membrane system. , JOURNAL OF MEMBRANE SCIENCE , 282, 171-177 (2006), 2006.11. |
| 612. | Kojiro Shimojo, Noriho Kamiya, Fumito Tani, Hirochika Naganawa, Yoshinori Naruta, Masahiro Goto, Extractive solubilization, structural change, and functional conversion of cytochrome c in ionic liquids via crown ether complexation, ANALYTICAL CHEMISTRY, 10.1021/ac0612877, 78, 22, 7735-7742, 2006.11, This article reports on the extraction behavior of heme proteins from an aqueous phase into ionic liquids (ILs) with dicyclohexano-18-crown-6 (DCH18C6), and the structure-function relationship of cytochrome c (Cyt-c) dissolved in ILs. We have found that DCH18C6 enables transfer of Lys-rich proteins into ILs via supramolecular complexation. The hydrophobicity and functional groups of ILs have a great influence on protein partitioning, and a hydroxyl group-containing IL with DCH18C6 is capable of the quantitative partitioning of Cyt-c. On the other hand, protein transfer using conventional organic solvents is negligibly small. UV-visible, CD, and resonance Raman spectroscopic characterizations indicate that the sixth ligand Met 80 in the heme group of the Cyt-c-DCH18C6 complex in IL is replaced by other amino acid residues of the peptide chain and that a non-natural, six-coordinate, low-spin ferric heme structure is induced in IL. Solubilization of Cyt-c in IL causes the environmental change of the heme vicinity of Cyt-c, which triggers the functional conversion of Cyt-c from an electron-transfer protein to peroxidase. The Cyt-c-DCH18C6 complex in IL provides remarkably high peroxidase activity compared with native Cyt-c, because of enhancement of the affinity for H2O2.. |
| 613. | K. Nakashima, J. Okada, T. Maruyama, N. Kamiya, M. Goto, Activation of lipase in ionic liquids by modification with comb-shaped poly(ethylene glycol), Sci. Technol. Adv. Mater, 7, 692-698 (2006), 2006.10. |
| 614. | Kazunori Nakashima, Jun Okada, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Activation of lipase in ionic liquids by modification with comb-shaped poly(ethylene glycol), SCIENCE AND TECHNOLOGY OF ADVANCED MATERIALS, 10.1016/j.stam.2006.06.008, 7, 7, 692-698, 2006.10, Outstanding activation of an enzyme in ionic liquids (ILs) has been demonstrated by covalent modification with comb-shaped polytethylene glycol) (PEG) (PM13). Candida rugosa lipase modified with PM13 (PM13-CRL) was readily solubilized. in all the ILs tested ([Emim][Tf2N], [C(2)OC(1)mim][Tf2N] and [C(2)OHmim][Tf2N]) containing 0.5% (v/v) of water, whereas native lipase did not dissolve in any of the ILs. The results for transesterification of 2-phenyl-1-propanol with vinyl acetate using lipase in ILs revealed that the PM13-CRL conjugate exhibits a high catalytic activity while suspended native lipase shows little activity. The hydrophobicity of ILs somewhat affected the enzyme activity and a more hydrophobic IL such as [Emim][Tf2N] was preferable for the lipase reaction, as was also observed in enzymatic reaction in conventional organic solvents. The enzyme activities in ILs were much higher than those in organic solvents, the excellent activity being associated with unique properties such as the hydrophobicity and the high polarity of ILs. Furthermore, the PM13-CRL conjugate exhibited a high storage stability in [Emim][Tf2N], (c) 2006 NIMS and Elsevier Ltd. All rights reserved.. |
| 615. | Norasikin Othman, Hanapi Mat, Masahiro Goto, Separation of silver from photographic wastes by emulsion liquid membrane system, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2006.05.020, 282, 1-2, 171-177, 2006.10, Separation of silver from liquid photographic waste containing various ions such as silver, ferum, sodium, and potassium by an emulsion liquid membrane containing Cyanex 302 as a carrier has been carried out. The important parameters governing the extraction behavior of silver have been investigated. These parameters were agitation speed, surfactant concentration, carrier concentration, type of diluents, treat ratio, and acid types in the stripping solution. The process has been conducted in a batch system using a mixer-settler. The results showed that the mobile carrier Cyanex 302 is selective towards silver compared to the other metals in the photographic waste. The highest silver extraction is obtained by using 0.05 M Cyanex 302, 3% (w/v) Span 80, 4.166 Hz (250 rpm) stirring speed, 1.0 M thiourea in 1.0 M H2SO4 stripping agent, 1:5 of treat ratio, and kerosene as a diluent. (c) 2006 Elsevier B.V. All rights reserved.. |
| 616. | K. Nakashima, T. Maruyama, N. Kamiya, M. Goto, Homogeneous Enzymatic Reactions in Ionic Liquids with Poly(ethylene glycol)-Modified Subtilisin. , Org. Biomol. Chem, 4, 3462-3467 (2006). , 2006.09. |
| 617. | Tsuyoshi Mouri, Junji Michizoe, Hirofumi Ichinose, Noriho Kamiya, Masahiro Goto, A recombinant Escherichia coli whole cell biocatalyst harboring a cytochrome P450cam monooxygenase system coupled with enzymatic cofactor regeneration, APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 10.1007/s00253-005-0289-y, 72, 3, 514-520, 2006.09, A cytochrome P450cam monooxygenase (P450cam) system from the soil bacterium Pseudomonas putida requires electron transfer among three different proteins and a cofactor, nicotinamide adenine dinucleotide (NADH), for oxygenation of its natural substrate, camphor. Herein, we report a facile way to significantly enhance the catalytic efficiency of the P450cam system by the coupling of its native electron transfer system with enzymatic NADH regeneration catalyzed by glycerol dehydrogenase (GLD) in Escherichia coli whole cell biocatalysts. Recombinant E. coli harboring the P450cam system, but lacking GLD, exhibited little activity for camphor hydroxylation. In contrast, coexpression of GLD with the proteinaceous electron transfer components of P450cam resulted in about tenfold improvement in the substrate conversion, implying that the whole cell biocatalyst utilized molecular oxygen, endogenous NADH, and glycerol in the cell for catalysis. The addition of glycerol to the reaction media further promoted camphor hydroxylation, suggesting that exogenous glycerol is also available for GLD in the host cell and actively participates in the catalytic cycle. These results clearly show the utility of GLD towards functional reconstruction of the native P450cam system. The present approach may also be useful for E. coli whole cell biocatalysts with the other NADH-dependent oxygenases and oxidoreductases.. |
| 618. | Mariko Shinshi, Takayasu Sugihara, Toshiyuki Osakai, Masahiro Goto, Electrochemical extraction of proteins by reverse micelle formation (vol 22, pg 5937, 2006), LANGMUIR, 10.1021/la062188r, 22, 20, 8614-8614, 2006.09. |
| 619. | Tsuyoshi Mouri, Noriho Kamiya, Masahiro Goto, Increasing the catalytic performance of a whole cell biocatalyst harboring a cytochrome P450cam system by stabilization of an electron transfer component, BIOTECHNOLOGY LETTERS, 10.1007/s10529-006-9118-3, 28, 18, 1509-1513, 2006.09, Catalytic activity of a recombinant Escherichia coli whole cell biocatalyst harboring a cytochrome P450cam monooxygenase system from Pseudomonas putida coupled with enzymatic co-factor regeneration was investigated. About 0.7 mu mol camphor was hydroxylated per mg dry cells at 4 degrees C in 50 mM Tris/HCl buffer (pH 7.4) when utilizing a stable putidaredoxin (Pdx) mutant, C73S/C85S-Pdx (Cys73Ser, Cys85Ser double mutant), instead of wild-type Pdx, which was about two-fold improvement in the substrate conversion. Ten-micromole camphor was completely hydroxylated at 20 degrees C in 6 h by 15 mg dry cell weight of whole cell biocatalyst including C73S/C85S-Pdx. Thus, modulation of protein-protein interaction in multicomponent enzymatic catalysis in whole cells is important.. |
| 620. | Masato Kukizaki, Masahiro Goto, Size control of nanobubbles generated from Shirasu-porous-glass (SPG) membranes, JOURNAL OF MEMBRANE SCIENCE, 10.1016/j.memsci.2006.04.007, 281, 1-2, 386-396, 2006.09, We recently discovered that monodispersed nanobubbles/microbubbles could be generated from Shirasu-porous-glass (SPG) membranes with uniform pores in a system composed of dispersed gaseous and continuous water phases containing a surfactant. In the present study, size control of the nanobubbles generated was examined using SPG membranes with less than submicron-size pores. Air was pressurized into a sodium dodecyl sulfate (SDS) solution ranging from 0.05 to 0.5 wt.% flowing through a SPG membrane with a transmembrane/bubble point pressure ratio of 1.1-2.0. Under these conditions, monodispersed nanobubbles with a mean bubble diameter of 360-720 nm were stably produced from membranes with mean pore diameters of 43-85 nm. The mean bubble diameter was shown to be 8.6 times larger than the mean pore diameter; therefore, the nanobubble diameter could be controlled by the membrane pore size. Mean bubble diameter was barely affected by a flow velocity of 0.5-3.7 m s(-1) or by the surface tension between air and 0.05-0.5 wt.% SDS solution. (c) 2006 Elsevier B.V. All rights reserved.. |
| 621. | M Goto, H Kawakita, K Uezu, S Tsuneda, K Saito, M Goto, M Tamada, T Sugo, Esterification of Lauric Acid Using Lipase Immobilized in the Micropores of a Hollow-Fiber Membrane. , J Amer Oil Chemists' Soc, , 83, 209-213 (2006), 2006.08. |
| 622. | M. Shinshi, Takayasu Sugihara, T. Osakai, M. Goto, Electrochemical Extraction of Proteins by Reverse Micelle Formation. , Langmuir, 22, 5937-5944 (2006). , 2006.07. |
| 623. | T Mouri, N Kamiya, M Goto, Increasing the catalytic performance of a whole cell biocatalyst harboring a cytochrome P450cam system by stabilization of an electron transfer component. , Biotechnol. Lett, 28, 1509-1513 (2006), 2006.07. |
| 624. | T Maruyama, T Shinohara, T Hosogi, H Ichinose, N Kamiya, M Goto, Masking oligonucleotides improve sensitivity of mutation detection based on guanine quenching, ANALYTICAL BIOCHEMISTRY, 10.1016/j.ab.2006.03.056, 354, 1, 8-14, 2006.07, Guanine quenching of a fluorescence-labeled DNA probe is a powerful tool for detecting a mutation in a targeted site of a DNA strand. However, a different guanine adjacent to a targeted site can interfere with detection of a point mutation, resulting in unsatisfactory sensitivity. In the current study, we developed a simple method to improve sensitivity of the guanine quenching method using a masking DNA oligonucleotide. The simple addition of a masking DNA oligonucleotide was found to mask the interference of a different guanine in a target oligonucleotide on fluorescence and to enhance difference in the quenching ratio between wild-type and mutant oligonucleotides. Based on this strategy, we succeeded in discriminating various mutations from the wild-type YMDD motif of the hepatitis B virus DNA polymerase gene using guanine quenching with a masking oligonucteotide. (c) 2006 Elsevier Inc. All rights reserved.. |
| 625. | K. Shimojo, H. Naganawa, F. Kubota, M. Goto, Solvent Extraction of Lanthanides into an Ionic Liquid Containing N, N, N', N'-tetrakis(2-pyridylmethyl)ethylenediamine. , Anal Biochem , 35, 484-485 (2006)., 2006.06. |
| 626. | H. Piao, N Kamiya, J Watanabe, H Yokoyama, A Hirata, T Fujii, I Shimizu, S Ito, M Goto, Oral delivery of diclofenac sodium using a novel solid-in-oil suspension, Int. J. Pharm, 313, 159-162 (2006), 2006.06. |
| 627. | N. Othman, C-K. Hie, M. Goto, H. Mat, Emulsion liquid membrane extraction of silver from photographic waste using CYANEX 302 as the mobile carrier. , Solv. Extr. Res. Dev. Jpn, 13, 191-202 (2006). , 2006.06. |
| 628. | Mariko Shinshi, Takayasu Sugihara, Toshiyuki Osakai, Masahiro Goto, Electrochemical extraction of proteins by reverse micelle formation, LANGMUIR, 10.1021/la060858n, 22, 13, 5937-5944, 2006.06, The transfer of proteins by the anionic surfactant bis(2-ethylhexyl) sulfosuccinate (AOT) at a polarized 1,2-dichloroethane/water (DCE/W) interface was investigated by means of ion-transfer voltammetry. When the tetrapentylammonium salt of AOT was added to the DCE phase, the facilitated transfer of certain proteins, including cytochrome c (Cyt c), ribonuclease A, and protamine, could be controlled electrochemically, and a well-defined anodic wave for the transfer was obtained. At low pH values (e.g., pH 3.4), the anodic wave was usually well-separated from the wave for the formation of protein-free (i.e., unfilled) reverse micelles. The anodic wave for the protein transfer was analyzed by applying the theory for facilitated transfer of ions by charged ligands and then supplying information regarding the number of AOT anions reacting with one protein molecule and the total charge carried by the protein transfer. However, controlled-potential electrolyses performed for the transfer of Cyt c, which is red, revealed that the protein-AOT complexes were unstable in DCE and liable to aggregate at the interface when the pH of the W phase was 3.4. At pH 7.0, when formation of unfilled reverse micelles occurred simultaneously, the protein-AOT complexes appeared to be stabilized, probably via fusion with unfilled reverse micelles.. |
| 629. | T. Maruyama, C. Komatsu, J. Michizoe, H. Ichinose and M. Goto, Laccase-mediated oxidative degradation of the herbicide dymron. , Biotechnol Prog, 22, 426-430 (2006). , 2006.05. |
| 630. | T. Ono, M. Goto, Peroxidative catalytic behavior of cytochrome c solubilized in reverse micelles, Biochem. Eng. J., 28, 156-160 (2006)., 2006.05. |
| 631. | T. Maruyama, T. Shinohara, T. Hosoki, H. Ichinose, N. Kamiya and M. Goto, Masking oligonucleotides improve sensitivity of mutation detection based on guanine quenching. , Anal Biochem , 354, 8-14 (2006). , 2006.05. |
| 632. | F. Kubota, H. Yamada, M. Goto, S. Furusaki, Extraction of adenosine nucleotides by a long-chain quaternary ammonium salt, Solv. Extr. Res. Dev. Jpn, 13, 107-114 (2006). , 2006.05. |
| 633. | Kojiro Shimojo, Hirochika Naganawa, Fukiko Kubota, Masahiro Goto, Solvent extraction of lanthanides into an ionic liquid containing N,N,N′,N′-tetrakis(2-pyridylmethyl)ethylenediamine, Chemistry Letters, 10.1246/cl.2006.484, 35, 5, 484-485, 2006.05, The extraction behavior of lanthanides from aqueous solutions into an ionic liquid (IL) was investigated with N,N,N′,N′-tetrakis(2- pyridylmethyl)ethylenediamine (TPEN) as a ligand. The extraction performance of TPEN for lanthanides is greatly enhanced by dissolution in IL compared to in chloroform. Furthermore, the stripping of lanthanides from IL into a receiving phase is successfully achieved under acidic conditions. Copyright © 2006 The Chemical Society of Japan.. |
| 634. | K. Shimojo, K. Nakashima, N. Kamiya, M. Goto, Crown Ether-Mediated Extraction and Functional Conversion of Cytochrome c in Ionic Liquids, Biomacromolecules, Vol.7, 2-6 (2006), 2006.04. |
| 635. | T. Mouri, J. Michizoe, H. Ichinose, N. Kamiya, and M. Goto, A recombinant Escherichia coli whole cell biocatalyst harboring a cytochrome P450cam monooxygenase system coupled with enzymatic cofactor regeneration. , Appl. Microbiol. biotechnol, 72, 514-520 (2006), 2006.04. |
| 636. | H Piao, N Kamiya, J Watanabe, H Yokoyama, A Hirata, T Fujii, Shimizu, I, S Ito, M Goto, Oral delivery of diclofenac sodium using a novel solid-in-oil suspension, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/j.ijpharm.2006.02.003, 313, 1-2, 159-162, 2006.04, The present work reports on a new pharmaceutical formulation for oral delivery of diclofenac sodium (DFNa), a non-steroidal anti-inflammatory drug (NSAID). Although DFNa itself is water-soluble at neutral pH, it was readily suspended in soybean oil via complex formation with an edible lipophilic surfactant and a matrix protein. The resulting solid-in-oil (S/O) suspension containing stably encapsulated DFNa in an oil phase markedly reduced the risks for gastrointestinal ulcers upon oral administration even at the LD50 level in rats (ca. 50 mg/ka DFNa). In addition, plasma concentration of DFNa upon administration of an S/O suspension was comparable with that of the aqueous counterpart at the same DFNa dose. These results indicate the potential use of S/O suspensions as novel oil-based pharmaceutical formulations for oral delivery of water-soluble drugs without causing severe mucitis. (R) 2006 Elsevier B.V. All rights reserved.. |
| 637. | M Terashima, M Goto, T Nagamune, Special Issue - Recent Advances of Biochemical Engineering in Bioproduction and Biomedical Engineering - Special Issue for YABEC 2004 - Preface, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2005.05.008, 29, 1-2, 1-1, 2006.04. |
| 638. | Muneharu Goto, Hidetaka Kawakita, Kazuya Uezu, Satoshi Tsuneda, Kyoichi Saito, Masahiro Goto, Masao Tamada, Takanobu Sugo, Esterification of Lauric Acid Using Lipase Immobilized in the Micropores of a Hollow-Fiber Membrane, JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 10.1007/s11746-006-1195-x, 73, 3, 209-213, 2006.03, A porous anion-exchange hollow-fiber membrane was prepared by radiation-induced graft polymerization and chemical modification to immobilize lipase for enzymatic reaction n an organic solvent. The amount of anion-exchange group introduced to the porous hollow-fiber membrane was 2.5 mol/kg(fiber). A lipase solution was allowed to permeate through the porous anion-exchange hollow-fiber membrane, and lipase molecules that adsorbed onto the grafted polymer brush were cross-linked with glutaraldehyde. The lipase was immobilized at a density of 0.14 kg(lipase)/kg(fiber), which was equivalent to a degree of multilayer binding of 20. Esterification was carried out by passing a solution of lauric acid and benzyl alcohol in anhydrous isooctane through the lipase-immobilized membrane, and lipase activity was determined. A reaction percentage of 50% was achieved at space velocity 68 h(-1). The maximum immobilized lipase and native lipase activities were 8.9 and 0.38 mol/(h.kg(lipase)), respectively. Thus, the activity of the immobilized lipase was 23.4 times higher than that of the native lipase.. |
| 639. | T Maruyama, C Komatsu, J Michizoe, H Ichinose, M Goto, Laccase-mediated oxidative degradation of the herbicide dymron, BIOTECHNOLOGY PROGRESS, 10.1021/bp050251h, 22, 2, 426-430, 2006.03, The present study reports the successful and effective degradation of the persistent herbicide dymron catalyzed by the oxidative enzyme laccase in the presence of a reaction mediator (a laccase/mediator system). Using 2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) as the mediator, over 90% of dymron was degraded within 24 h, while the half-life of dymron is 50 days in soil. The results suggested that oxidation of dymron resulted in the production of decomposed compounds with a single aromatic ring. We also found that edible surfactants and a dishwashing detergent were useful to solubilize dymron in an aqueous solution and did not inhibit the oxidative degradation. Degradation proceeded at acidic pH and in a broad range of temperatures (303-353 K). The use of natural mediators also allowed the oxidative degradation of dymron to some extent. In conclusion, we propose the possible use of a laccase/mediator system for the treatment of soils and drainwater contaminated with herbicides.. |
| 640. | T Ono, M Goto, Peroxidative catalytic behavior of cytochrome c solubilized in reverse micelles, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2005.10.005, 28, 2, 156-160, 2006.02, Solubilization of horse heart cytochrome c into reverse micelles, a self-assembled nanostructure composed of sodium di-2-ethylhexyl sulfosuccinate (AOT), enhances the peroxidase activity in the presence of hydrogen peroxide. The catalytic activity of cytochrome c hosted in reverse micellar solution is 10-fold higher than that in water, and which depends on Wo, a molar ratio of water to AOT, and pH in aqueous droplets. In addition, the fluorescence intensity based on the tryptophan residue and the visible absorption identifying the axial Met 80-Fe bond imply that the reverse micellar solubilization induces the cleavage of the heme crevice and thus enables the formation of peroxidase-like peroxide-heme complexes. These results suggest that cytochrome c solubilized in reverse micelles provides a homogeneous catalyst as peroxidase available in organic media. (c) 2005 Elsevier B.V. All rights reserved.. |
| 641. | M Harada, M Goto, Synthesis of Y-Al-O compounds by a polymer complex method, JOURNAL OF ALLOYS AND COMPOUNDS, 10.1016/j.jallcom.2004.12.118, 408, 1193-1195, 2006.02, Three Y-Al-O compounds, Y3Al5O12 (YAG), YAlO3 (YAP), Y4Al2O9 (YAM), are all useful materials for optical applications. Polycrystalline powders of Y-Al-O compounds were synthesized by a polymer complex method and all compounds were obtained in a single phase by maintaining the stoichiometry during the process. Thermal analysis showed that the crystallization temperatures were 900 degrees C for YAG and YAM, and 1100 degrees C for YAP, which was 300 degrees C lower than that reported by sol-gel process. Phase development of each compound with temperature was also reported. (c) 2005 Elsevier B.V. All rights reserved.. |
| 642. | K Shimojo, K Nakashima, N Kamiya, M Goto, Crown ether-mediated extraction and functional conversion of cytochrome c in ionic liquids, BIOMACROMOLECULES, 10.1021/bm050847t, 7, 1, 2-5, 2006.01, We report that a macrocyclic ligand enables transfer of a protein from an aqueous phase to ionic liquids. The extraction behavior of heme protein cytochrome c (Cyt-c) from an aqueous phase into ionic liquids was investigated with crown ethers. A hydroxyl-group-containing ionic liquid with dicyclohexano-18-crown-6 was found to be capable of quantitative partitioning of Cyt-c, whereas the protein transfer using conventional organic solvents was negligibly small. Furthermore, we clarified that Cyt-c solubilized in ionic liquids caused a structural transformation of Cyt-c, which triggers its functional conversion from an electron-transfer protein to peroxidase.. |
| 643. | Mai Hiraki, Tatsuo Maruyama, Hiroshi Yamamura, Masahiro Goto, Aggregation of DNA-tagged liposomes controllable by external stimuli, Polymer Preprints, Japan, 54, 2211, 2005.12, Here we describe a novel strategy of liposome aggregation employing DNA-surfactant, in which the aggregation of liposomes can be reversibly controlled by enzyme stimuli and temperature. Single-stranded oligonucleotides were tethered to the outer surface of liposomes. Mixing of the DNA-tagged liposomes with ones bearing complementary DNA strands initiated the aggregation of liposomes. The liposomes were linked with each other via duplex DNA. The aggregated liposomes were dissociated by restriction enzyme to produce the initial discrete liposomes and re-aggregated by ligase.. |
| 644. | Masahiro Goto, Kazunori Nakashima, Comb-shaped polyethylene glycol-modifled subtilisin soluble and highly active in ionic liquids, AIChE Annual Meeting, Conference Proceedings, 14358, 2005.12, Subtilisin Carlsberg conjugated with comb-shaped polyethylene glycol was solubilized in common ionic liquids without adding water, and exhibited higher transesterification activity in ionic liquids than in organic solvents commonly used for enzymatic biotransformation. Many researchers are becoming increasingly interested in the application of ILs as reaction media for biotransformation. Recent works showed that enzymes exhibited their catalytic activities in pure ILs or IL/aqueous biphasic systems, providing many advantages such as high conversion rates, high enantioselectivity, and increased stability of enzymes. However, one of the most significant limitations in enzymatic reactions in ILs is the relatively low activity of enzymes suspended in ILs. Some ILs are known to dissolve enzymes with or without a small amount of water, however, dissolved enzymes show little catalytic activity presumably due to their conformational change in ILs. To overcome this limitation, several studies have been conducted to enhance enzymatic activity in ILs, involving the addition of a small amount of water to ILs, and immobilization of enzyme with solid supports. Polyethylene glycol (PEG) shows high solubility in ILs, and was found to provide high stability and dispersibility of enzymes in ILs. We previously showed the effective activation of lipases in ILs by physical complexation of lipases with PEG 20,000. Although some researchers attempted to improve solubility and activity of enzymes in ILs by covalent modification with PEG, chemical modification of enzymes with linear PEG did not offer sufficient solubility and catalytic activity in ILs. Here, we report the use of comb-shaped PEG as an enzyme modifier to solubilize an enzyme in ILs. Comb-shaped PEG, PM13 is a copolymer derivative of PEG and maleic anhydride with an approximate molecular weight of 13,000 and has multivalent reactive sites, acid anhydrides, which react preferentially with amino groups in a protein molecule. The potential utility of PM13 was validated in enzymatic catalysis in organic solvents. In the present study, we have demonstrated perfect solubilization and marked enhancement of catalytic activity of an enzyme in ILs by modification with PM13. To our knowledge, this great superiority of enzymatic catalysis in pure ILs compared with organic solvents has not yet been reported. In summary, we showed that comb-shaped PEG, PM13, is an excellent modifier to solubilize enzymes in ILs. This approach offers high enzymatic activity in pure ILs without immobilization of enzyme or addition of small amounts of water. We believe that this paper will stimulate researchers to develop further applications in the field of enzymology for the use of ILs.. |
| 645. | Kazunori Nakashima, Tatsuo Maruyama, Noriho Kamiya, Masahiro Goto, Solubilization and high activity of enzymes in ionic liquids by modification with comb-shaped poly (ethylene glycol), Polymer Preprints, Japan, 54, 4647-4648, 2005.12, Subtilisin Carlsberg was modified with comb-shaped poly (ethylene glycol), PM13. PM13 modified subtilisin (PM13-Sub) could be solubilized clearly in a wide range of pure ILs, whereas native subtilisin was not soluble in any ILs. Furthermore, PM13-Sub dissolved in ILs exhibited the excellent catalytic activity in transesterification of N-acetyl-L-phenylalanine ethyl ester with 1-butanol. This markedly high activity in the IL was superior to that in organic solvents commonly used for enzymatic catalysis. PM13-Sub was also found to retain its catalytic activity in the ILs for a prolonged period.. |
| 646. | Tatsuo Maruyama, Mai Hiraki, Hiroshi Yamamura, Harumi Takata, Masahiro Goto, Stimuli-responsive liposome aggregation induced by DNA-surfactants, Polymer Preprints, Japan, 54, 3873-3874, 2005.12, Here we describe a novel strategy of liposome aggregation employing DNA-surfactant, in which the aggregation of liposomes can be reversibly controlled by enzyme stimuli and temperature. Single-stranded oligonucleotides (24-mer) were bound to oleic acid to produce DNA-surfactant. The DNA surfactant was mixed with POPC liposomes to prepare DNA-tethered liposomes. Mixing of the DNA-tagged liposomes with ones bearing complementary DNA strands starts the aggregation of liposomes. The liposomes were linked with each other via duplex DNA. We found that the liposome aggregation was influenced by temperature, salt concentration and restriction enzyme.. |
| 647. | 神谷 典穂, 後藤 雅宏, 油と界面活性剤を基材とするドラッグデリバリーシステム--新規脂質複合型経口製剤の開発に向けて (特集 次世代バイオテクノロジーの展開), ケミカルエンジニヤリング, 50, 12, 924-928, 2005.12. |
| 648. | H Ichinose, M Kitaoka, N Okamura, T Maruyama, N Kamiya, M Goto, Detection of single-base mutations by fluorogenic ribonuclease protection assay, ANALYTICAL CHEMISTRY, 10.1021/ac050782k, 77, 21, 7047-7053, 2005.11, The ribonuclease protection assay is a generally applicable technique for the detection of known mutations. We have developed a simple and rapid method for mutation detection based on the ribonuclease protection assay using fluorescently labeled oligodeoxyribonucleotide probes. The fluorogenic ribonuclease protection (FRAP) assay uses two differently labeled oligodeoxyribonucleotides, a donor probe and an acceptor probe, to obtain a fluorescence resonance energy transfer (FRET) signal. We have utilized the FRAP assay for the detection of a single-base mutation in the YMDD motif of the hepatic B virus DNA polymerase gene. The occurrence of mismatch-selective RNA cleavage was successfully discriminated by measuring the FRET signal between the donor and acceptor probes. Moreover, mutation sensing was successfully visualized by a UV transillumination. This simple and rapid mutation sensing method should facilitate a high-throughput mutation analysis.. |
| 649. | H Ichinose, M Kitaoka, N Okamura, T Maruyama, N Kamiya, M Goto, Detection of single-base mutations by fluorogenic ribonuclease protection (FRAP) assay, Anal Chem, 10.1021/ac050782k, 77, 21, 7047-7053, 77, 7047-7053 (2005), 2005.10. |
| 650. | 上江洲 一也, 久保田 富生子, 後藤 雅宏, カリックス[4]アレーンによるアルカリ金属イオンの抽出挙動と計算化学, 日本海水学会誌, 10.11457/swsj1965.59.338, 59, 5, 338-342, 2005.10, ナトリウムイオンに高い選択性を有するカリックス [4] アレーンカルボン酸誘導体を合成し, 抽出実験によりアルカリ金属イオンに対する抽出分離特性を検討した.さらに, 半経験的分子軌道法および非経験的分子軌道法を用いてカリックス [4] アレーンカルボン酸誘導体-アルカリ金属錯体の最安定構造を求め, 抽出平衡定数と計算で得られた抽出前後の生成熱との定量的構造物性相関を行った.非常に良好な相関が得られ, アルカリ金属抽出挙動は主にエンタルピー変化で説明できることが明らかとなった.. |
| 651. | 後藤 雅宏, 特集 海をわけるに寄せて, 日本海水学会誌, 59, 5, 315-315, 2005.10. |
| 652. | K. Nakashima, T. Maruyama, N. Kamiya, M. Goto, Comb-shaped poly(ethylene glycol)-modified subtilisin Carlsberg is soluble and highly active in ionic liquids, Chem. Commun, 10.1039/b505479f, 34, 4297-4299, 4297-4299 (2005), 2005.09. |
| 653. | T. Oshima, H. Higuchi, K. Ohto, K. Inoue, M. Goto, Selective Extraction and Recovery of Cytochrome c by Liquid-Liquid Extraction Using a Calix[6]arene Carboxylic Acid Derivative, Langmuir,, 10.1021/la050364a, 21, 16, 7280-7284, 21, 7280-7284 (2005), 2005.09. |
| 654. | E Toorisaka, M Hashida, N Kamiya, H Ono, Y Kokazu, M Goto, An enteric-coated dry emulsion formulation for oral insulin delivery, JOURNAL OF CONTROLLED RELEASE, 10.1016/j.jconrel.2005.05.022, 107, 1, 91-96, 2005.09, A novel oral dosage formulation of insulin consisting of a surfactant, a vegetable oil, and a pH-responsive polymer has been developed. First, a solid-in-oil (S/O) suspension containing a surfactant-insulin complex was prepared. Solid-in-oil-in-water (S/O/W) emulsions were obtained by homogenizing the S/O suspension and the aqueous solution of hydroxypropylmethylcellulose phthalate (HPMCP). A microparticulate solid emulsion formulation was successfully prepared from the S/O/W emulsions by extruding them to an acidic aqueous solution, followed by lyophilization. The insulin release from the resultant dry emulsion responded to the change in external environment simulated by gastrointestinal conditions, suggesting that the new enteric-coated dry emulsion formulation is potentially applicable for the oral delivery of peptide and protein drugs. (c) 2005 Elsevier B.V. All rights reserved.. |
| 655. | T Maruyama, T Shinohara, H Ichinose, M Kitaoka, N Okamura, N Kamiya, M Goto, Mutation detection in DNA oligonucleotides based on a guanine quenching method coupled with enzymatic digestion of single-stranded DNA, BIOTECHNOLOGY LETTERS, 10.1007/s10529-005-3681-x, 27, 18, 1349-1354, 2005.09, Fluorescence quenching by guanine allows DNA hybridization to be monitored and any point mutations in oligonucleotides to be detected. However, fluorescence quenching is often affected by untargeted guanine located in a protruding end (single-strand DNA) of the probe-target DNA duplex resulting in an unsatisfactory sensitivity. In the present study, we used enzymatic digestion of the protruding end of a probe-target DNA duplex to avoid interference by untargeted guanine on fluorescence quenching for detection of a nucleobase mutation. Enzymatic digestion of the protruding end of the DNA duplex fully prevented interference by untargeted guanine, and produced a marked difference in the quenching ratios (36% for wild-type, and 0% for mutant).. |
| 656. | T Oshima, H Higuchi, K Ohto, K Inoue, M Goto, Selective extraction and recovery of cytochrome c by liquid-liquid extraction using a calix[6]arene carboxylic acid derivative, LANGMUIR, 10.1021/la050364a, 21, 16, 7280-7284, 2005.08, Recently, we reported that a calix [6] arene carboxylic acid derivative can selectively extract the lysine-rich protein cytochrome c by interacting with amino groups on the protein surface. In the present article, quantitative extraction and recovery of cytochrome c using this calix[6]arene carboxylic acid derivative are described. Both adjustment of the pH under acidic conditions and addition of an alcohol are necessary to strip the extracted protein from an organic solution to an aqueous solution. Separation of cytochrome c and lysozyme using the calix[6]arene was achieved under the optimal conditions. In the forward extraction stage, 93% of the cytochrome c was extracted, while lysozyme remained in the solution. In the subsequent stripping stage, the extracted cytochrome c was quantitatively recovered in an aqueous solution. Finally, separation of these proteins, which have similar molecular weights and isoelectric points, was accomplished.. |
| 657. | 後藤 雅宏, 特集「海水および塩の分析技術-測る-わける-」によせて, 日本海水学会誌, 59, 4, 230-230, 2005.08. |
| 658. | J Tominaga, N Kamiya, S Doi, H Ichinose, T Maruyama, M Goto, Design of a specific peptide tag that affords covalent and site-specific enzyme immobilization catalyzed by microbial transglutaminase, BIOMACROMOLECULES, 10.1021/bm050193o, 6, 4, 2299-2304, 2005.07, Transglutaminase-mediated site-specific and covalent immobilization of an enzyme to chemically modified a,garose was explored. Using Escherichia coli alkaline phosphatase (AP) as a model, two designed specific peptide tags containing a reactive lysine (Lys) residue with different length Gly-Ser linkers for microbial transglutaminase (MTG) were genetically attached to N- or C-termini. For solid support, agarose gel beads were chemically modified with beta-casein to display reactive glutamine (Gln) residues on the support surface. Recombinant APs were enzymatically and covalently immobilized to casein-grafted agarose beads. Immobilization by MTG markedly depended on either the position or the length of the peptide tags incorporated to AP, suggesting steric constraint upon enzymatic immobilization. Enzymatically immobilized AP showed comparable catalytic turnover (k(cat)) to the soluble counterpart and comparable operational stability with chemically immobilized AP. These results indicate that attachment of a suitable specific peptide tag to the right position of a target protein is crucial for MTG-inediated formulation of highly active immobilized proteins.. |
| 659. | H Ichinose, N Kamiya, M Goto, Enzymatic redox cofactor regeneration in organic media: Functionalization and application of glycerol dehydrogenase and soluble transhydrogenase in reverse micelles, BIOTECHNOLOGY PROGRESS, 10.1021/bp0500765, 21, 4, 1192-1197, 2005.07, An enzymatic system for the regeneration of redox cofactors NADH and NADPH was investigated in nanostructural reverse micelles using bacterial glycerol dehydrogenase (GLD) and soluble transhydrogenase (STH). Catalytic conversion of NAD(+) to NADH was realized in the sodium dioetylsulfosuccinate (AOT)/isooctane reverse micellar system harboring GLD and a sacrificial substrate, glycerol. The initial rate of NADH regeneration was enhanced by exogenous addition of ammonium sulfate into the reverse micelles, suggesting that NH4+ acts as a monovalent cationic activator. STH was successfully entrapped in the AOT/isooctane reverse micelles as well as GLD and was revealed to be capable of catalyzing the stoichiometric hydrogen transfer reaction between NADP(+) and NADPH in reverse micelles. These results indicate that GLD and STH have potential for use in redox cofactor recycling in reverse micelles, which allows the use of catalytic quantities of NAD(P)H in organic media.. |
| 660. | K Shimojo, M Goto, Synergistic extraction of nucleobases by the combination of calixarene and D2EHPA, SEPARATION AND PURIFICATION TECHNOLOGY, 10.1016/j.seppur.2005.01.006, 44, 2, 175-180, 2005.07, A calix[6]arene carboxylic acid derivative incorporating tert-octyl groups at the upper rim was found to be soluble in an aliphatic organic solvent. The extraction behavior of various nucleobases was investigated with the calix[6]arene carboxylic acid derivative. In an isooctane system, neither calix[6]arene nor D2EHPA were very effective at nucleobase extraction. However, addition of D2EHPA along with calix[6]arene drastically enhanced the efficiency of adenine and cytosine extraction. It was found that D2EHPA is a powerful synergistic reagent with calix[6]arene for adenine extraction. It was demonstrated that one nucleobases forms a stable complex with one calix[6]arene and two D2EHPA molecules, based on Job's method. Adenine was recovered from the organic phase by contacting with a fresh acidic solution. (C) 2005 Elsevier B.V. All rights reserved.. |
| 661. | Y Michizoe, H Ichinose, N Kamiya, T Maruyama, M Goto, Biodegradation of phenolic environmental pollutants by a surfactant-laccase complex in organic media, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1263/jbb.99.642, 99, 6, 642-647, 2005.06, Oxidative degradation of phenolic environmental pollutants in organic media was investigated using a laccase complexed with surfactants. The catalytic activity of the surfactant-laccase complex in isooctane was markedly enhanced by appropriately adjusting the water content of the reaction medium using reverse micelles. The surfactant-laccase complex showed little activity towards the oxidative reaction of bisphenol A in water-saturated isooctane (i.e., 0.0055% [v/v] water) while effectively catalyzed the same reaction in isooctane containing 4% (v/v) water, which is over the maximum water solubility. The latter system was homogeneous and was only achieved by the aid of reverse micelles. With respect to the oxidation of bisphenol A, two products, 4-isopropylphenol and 4-isopropenylphenol, were identified by gas chromatography-mass spectrometry (GC-MS) analyses, indicating the oxidative degradation of the bis-phenolic structure of bisphenol A. We also found that the surfactant-laccase complex turned out to handle other environmental pollutants, chlorophenols, by the simultaneous addition of water and a redox mediator into the reaction medium using reverse micelles.. |
| 662. | Ohto Keisuke, Inoue Katsutoshi, Goto Masahiro, Nakashio Fumiyuki, Kago Tokihiro, Extraction Equilibrium of Trivalent Erbium, Yttrium and Holmium with Dioleyl- and Dioctylphosphoric Acids, 佐賀大学理工学部集報, 34, 1, 7-10, 2005.06. |
| 663. | K Nakashima, F Kubota, T Maruyama, M Goto, Feasibility of ionic liquids as alternative separation media for industrial solvent extraction processes, INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 10.1021/ie049050t, 44, 12, 4368-4372, 2005.06, Extraction of rare earth metals into ionic liquids (ILs) from aqueous solutions was investigated using octyl(phenyl)-N,N-diisobutylcarbamoylmethyl phosphine oxide (CMPO) as an extractant. Use of ILs greatly enhanced the extraction efficiency and selectivity of CMPO for metal ions compared to when n-dodecane was used as the extracting solvent. The extraction mechanism has been studied by slope analysis and extraction tests, and these confirmed that the metal extraction proceeds via a cation-exchange mechanism. Furthermore, stripping of metals from ILs into an aqueous phase by complexing agents and recycling of the extracting ILs phase was successfully accomplished.. |
| 664. | 後藤 雅宏, 法人化によって大学の産学連携はいかに変わったか? : 産学連携の功と罪, 化学工学 = CHEMICAL ENGINEERING OF JAPAN, 69, 6, 333-334, 2005.06. |
| 665. | GOTO Masahiro, KAMIYA Noriho, KUBOTA Fukiko [ et al. ], Development of Novel Molecular Assemblies That Enable to Recognize Biomolecules at Liquid-Liquid Interface, Annual report of the Faculty of Engineering, Kyushu University, 2004, 25-32, 2005.05. |
| 666. | M Goto, C Hatanaka, M Goto, Immobilization of surfactant-lipase complexes and their high heat resistance in organic media, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2005.01.027, 24, 1, 91-94, 2005.05, Surfactant-lipase complexes were immobilized in an n-vinyl-2-pyrrolidone gel matrix. Features of a native lipase and gel-immobilized surfactant-lipase complexes were measured by esterification reaction between lauric acid and benzyl alcohol in isooctane. Optimal gel-immobilized surfactant-lipase complex activity was 37.2 mol h(-1)kg(-1)-lipase. Gel-immobilized lipase complexes showed a 51-fold increase in activity and exhibited superior heat resistance compared to native lipases. The optimum temperature for the immobilized lipase complex was 60 degrees C, as compared to 37 degrees C for native lipase activity. Gel-immobilized lipase complexes could be readily recovered, and their high activity was completely preserved, even after 10 reuses. (c) 2005 Elsevier B.V. All rights reserved.. |
| 667. | E Miyako, T Maruyama, F Kubota, N Kamiya, M Goto, Optical resolution of various amino acids using a supported liquid membrane encapsulating a surfactant-protease complex, LANGMUIR, 10.1021/la046789z, 21, 10, 4674-4679, 2005.05, We have encapsulated a surfactant-protease complex (the main protease used being α-chymotrypsin) in an organic phase of a supported liquid membrane (SLM) for the optical resolution of various amino acids. L-Isomers of amino acids were enantioselectively permeated through the SLM. The mechanism of the amino acid permeation through the SLM was considered to be as follows; an L-amino acid was enantioselectively esterified with ethanol by a surfactant-protease complex encapsulated in the SLM, and the resulting L-amino acid ethyl ester dissolved into the organic phase of the SLM and diffused across the SLM. Another surfactant-α-chymotrypsin complex in the receiving phase catalyzed ester hydrolysis to produce the initial L-amino acid and ethanol, which are water-soluble. Thus, the L-amino acid was selectively transported to the receiving phase through the SLM on the basis of the molecular recognition of the surfactant-protease complex in the SLM. It was found that the catalytic activity and enantioselectivity of the surfactant-protease complex governed the permeate flux of amino acids and the enantiomeric excess in the membrane separation.. |
| 668. | K Araki, T Maruyama, N Kamiya, M Goto, Metal ion-selective membrane prepared by surface molecular imprinting, JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 10.1016/j.jchromb.2004.12.030, 818, 2, 141-145, 2005.04, Surface molecular imprinting was applied to the preparation of an ion-selective polymeric membrane for the first time. The use of acrylonitrile-butadiene rubber and a porous solid support in the polymer matrix resulted in improved flexibility and mechanical strength of the imprinted membrane. The asymmetric porous structure of the membrane was observed by scanning electron microscopy. The selectivity of the zinc(H)-imprinted membrane was evaluated by competitive adsorption and permeation studies. The imprinted membrane showed higher adsorption affinity and permeation selectivity towards the imprinted zinc ion than the non-imprinted counterpart. On the basis of the results obtained, the permeation mechanism of the metal ions was considered to be hopping of metal ions on the binding sites in the membranes. (c) 2005 Elsevier B.V. All rights reserved.. |
| 669. | Atsushi Ikeda, Akinori Ejima, Koji Nishiguchi, Jun Ichi Kikuchi, Takahiro Matsumoto, Tsukasa Hatano, Seiji Shinkai, Masahiro Goto, DNA-photocleaving activities of water-soluble carbohydrate-containing nonionic homooxacalix[3]arene·[60]fullerene complex, Chemistry Letters, 10.1246/cl.2005.308, 34, 3, 308-309, 2005.03, A new water-soluble carbohydrate-containing "nonionic" homooxacalix[3]arene (2) was synthesized. 2 could solubilize [60]fullerene (C60) into water and the resultant complex acted as an efficient DNA photocleaving reagent. Copyright © 2005 The Chemical Society of Japan.. |
| 670. | T Maruyama, T Takata, H Ichinose, N Kamiya, H Kuma, N Hamasaki, H Morita, M Goto, Detection of point mutations in the HBV polymerase gene using a fluorescence intercalator in reverse micelles, BIOTECHNOLOGY PROGRESS, 10.1021/bp0496474, 21, 2, 575-579, 2005.03, We report a novel and simple method for mutation detection in DNA oligonucleotides using a double-stranded DNA specific dye (SYBR Green 1) in nanostructured molecular assemblies, called reverse micelles. The intercalation of SYBR Green I into the duplex DNA exhibits fluorescent emission in a CTAB/isooctane reverse micellar system as well as in an aqueous solution. We found marked differences in the fluorescence intensity between perfectly matched and mismatched 52-mer synthetic oligonucleotides, which were designed to contain the YMDD motif of the hepatitis B virus (HBV) polymerase gene, in a reverse micellar solution. Using this method, we successfully detected a mutation in PCR-amplified oligonucleotides of the HBV polyrnerase gene in sera of four patients with chronic hepatitis B. This detection method does not require DNA immobilization, chemical modification of DNA, or any special apparatus; it only needs a normal fluorescence spectrophotometer, an inexpensive dye, and just 10 pmol of sample DNA.. |
| 671. | J. Michizoe, H. Ichinose, N. Kamiya, T. Maruyama, M. Goto, Functionalization of the Cytochrome P450cam Monooxygenase System in the Cell-like Aqueous Compartments of Water-in-Oil Emulsions, J. Biosci. and Bioeng, 10.1263/jbb.99.012, 99, 1, 12-17, ９９巻、第１号、145-152, 2005.02. |
| 672. | E Miyako, T Maruyama, N Kamiya, M Goto, A supported liquid membrane encapsulating a surfactant-lipase complex for the selective separation of organic acids, CHEMISTRY-A EUROPEAN JOURNAL, 10.1002/chem.200400691, 11, 4, 1163-1170, 2005.02, We have developed a novel, lipase-facilitated, supported liquid membrane (SLM) for the selective separation of organic acids by encapsulating a surfactant-lipase complex in the liquid membrane phase. This system exhibited a high transport efficiency for 3-phenoxypropionic acid and enabled the selective separation of organic acids due to the different solubilities of the acids in the organic phase and the variable substrate specificity of the surfactant-lipase complex in the liquid membrane phase. We found that various parameters, such as the amount of surfactant-lipase complex in the SLM, the lipase concentration in the receiving phase, and the ethanol concentration in the feed phase, affected the transport behavior of organic acids. ne optimum conditions were 5 gL(-1) of the surfactant-CRL complex in the SLM (CRL=Iipase from Candida rugosa), 8 gL(-1) of PPL in the receiving phase (PPL=Iipase from porcine pancreas), and an ethanol concentration of 50 vol%. Furthermore, we achieved high enantioselective transport of (S)ibuprofen attributable to the enantioselectivity of the surfactant-CRL complex.. |
| 673. | E. Miyako, T. Maruyama, N. Kamiya, M. Goto, A supported liquid membrane encapsulating a surfactant-lipase complex for selective separation of organic acids, Chem Eur J, 10.1002/chem.200400691, 11, 4, 1163-1170, 11, 1163-1170 (2005)., 2005.01. |
| 674. | J Michizoe, H Ichinose, N Kamiya, T Maruyama, M Goto, Functionalization of the cytochrome P450cam monooxygenase system in the cell-like aqueous compartments of water-in-oil emulsions, JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 10.1263/jbb.99.012, 99, 1, 12-17, 2005.01, The functionalization of the cytochrome P450cam monooxygenase system, which requires electron transfer among three different proteins, was investigated in the micro-scale aqueous compartments of stable water-in-oil (W/O) emulsions formed with the nonionic surfactant tetraethylene glycol dodecyl ether. Neither an organic-aqueous biphasic system nor a non-emulsified organic-aqueous solution containing the same amount of surfactant showed substantial hydroxylation of camphor, a natural substrate of P450cam, whereas substantial monooxygenation activity was detected when stable aqueous compartments were provided by the formation of W/O emulsions. Since the camphor hydroxylation in W/O emulsions was modest, we explored the integration of an enzymatic NADH regeneration system in order to effectively provide a reducing equivalent. Two different dehydrogenases, bacterial glycerol dehydrogenase (GLD) and yeast alcohol dehydrogenase (ADH), were selected, and each of these was coupled with the P450cam catalytic cycle in W/O emulsions. As a result, the camphor hydroxylation rate was successfully improved by approximately 5-fold when GLD was employed under optimized conditions. These results reveal the potential utility of the micro-scale cell-like aqueous compartments of W/O emulsions for multicomponent enzymatic reactions especially for substrates with low aqueous solubility.. |
| 675. | H Sawae, A Sakoguchi, F Nakashio, M Goto, Important factors affecting enzymatic functions of PEG microspheres containing lipase complexes, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.38.54, 38, 1, 54-59, 2005.01, PEG microspheres immobilizing lipase complexes were prepared using an oil-in-water-in-oil (O/W/O) multiple emulsion. The performance of the PEG microspheres with respect to esterification in isooctane was examined by changing the preparation conditions. We found that the molecular weight of PEG, the PEG concentration, the pH and the type of salts in the aqueous buffer solution are predominant factors influencing the enzyme activity in organic media. These preparation conditions significantly affect enzymatic functions of PEG microspheres containing lipase complexes. The lipase-containing PEG microspheres provide a similar enzymatic activity to that of the lipase complex itself dissolved in organic solvents. The PEG microspheres containing lipase complexes show a heat-resistant property. The PEG microspheres, therefore, exhibit a higher enzyme activity than the lipase complex without a microsphere at all the reaction temperatures tested. In enantioselective esterification, the PEG microspheres show high enantioselectivity in isooctane.. |
| 676. | N Kamiya, S Doi, J Tominaga, H Ichinose, M Goto, Transglutaminase-mediated protein immobilization to casein nanolayers created on a plastic surface, BIOMACROMOLECULES, 10.1021/bm0494895, 6, 1, 35-38, 2005.01, An enzymatic method for covalent and site-specific immobilization of recombinant proteins on a plastic surface was explored. Using Escherichia coli alkaline phosphatase (AP) with a specific peptide tag (MKHKGS) genetically incorporated at the N-terminus as a model (NK-AP), microbial transglutaminase (MTG)-mediated protein immobilization was demonstrated. To generate a reactive surface for MTG, a 96-well polystyrene microtiter plate was physically coated with casein, a good MTG substrate. Successful immobilization of recombinant AP to the nanolayer of casein on the surface of the microtiter plate was verified by the detection of enzymatic activity. Since little activity was observed when wild-type AP was used, immobilization of NK-AP was likely directed by the specific peptide tag. When polymeric casein prepared by MTG was used as a matrix on the plate, the loading capacity of AP was increased about 2-fold compared to when casein was used as the matrix. Transglutaminase-mediated site-specific posttranslational modification of proteins offers one way of generating a variety of protein-based solid formulations for biotechnological applications.. |
| 677. | J Tominaga, N Kamiya, S Doi, H Ichinose, M Goto, An enzymatic strategy for site-specific immobilization of functional proteins using microbial transglutaminase, ENZYME AND MICROBIAL TECHNOLOGY, 10.1016/j.enzmictec.2004.08.014, 35, 6-7, 613-618, 2004.12, A novel strategy for site-specific immobilization of recombinant proteins was investigated using microbial transglutarninase (MTG). Alkaline phosphatase (A-P) was selected as a model protein and tagged with a short peptide (MKHKGS) at the N-terminus to provide a reactive Lys residue for MTG. On the other hand, casein, a well-known substrate for MTG, was chemically attached onto a polyacrylic resin to provide reactive Gln residues for the enzymatic immobilization of the recombinant AP. As a result, we succeeded in MTG-mediated functional immobilization of the recombinant AP onto casein-coated polyacrylic resin. It was found that the immobilized AP prepared using MTG exhibited much higher specific activity than that prepared by chemical modification. Moreover, enzymatic immobilization gave an immobilized formulation with higher stability upon repeated use than that obtained by physical adsorption. Use of this ability of MTG in posttranslational protein modification will provide us with a benign, site-specific immobilization method for functional proteins. (C) 2004 Elsevier Inc. All rights reserved.. |
| 678. | Masahiro Goto, Tatsuo Maruyama, Noriho Kamiya, Poly(ethylene glycol)-lipase complex highly active in ionic liquids, AIChE Annual Meeting, Conference Proceedings, 8711-8715, 2004.12, The alcoholysis catalyzed by the poly(ethylene glycol) (PEG)-lipase complex in ionic liquids was investigated. The alcoholysis between vinyl cinnamete and benzyl alcohol was catalyzed by lyophilized native lipase PS or the PEG-lipase PS complex in [Hmin][PF6]. The alcoholysis reaction involves acylation of the lipase and esterification of benzyl alcohol. The results show that the differences in activation among lipases was related to the solvent tolerance of the lipase or the dispersion of the PEG-lipase complexes.. |
| 679. | M Kimura, J Michizoe, S Oakazaki, S Furusaki, M Goto, H Tanaka, H Wariishi, Activation of lignin peroxidase in organic media by reversed micelles, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/bit.20277, 88, 4, 495-501, 2004.11, Activation of lignin peroxidase (LIP) in an organic solvent by reversed micelles was investigated. Bis(2-ethyl hexyl) sulfosuccinate sodium salt (AOT) was used as a surfactant to form a reversed micelle. Lyophilized LIP from an optimized aqueous solution exhibited no enzymatic activity in any organic solvents examined in this study; however, LIP was catalytically active by being entrapped in the AOT reversed micellar solution. LIP activity in the reversed micelle was enhanced by optimizing either the preparation or the operation conditions, such as water content and pH in water pools of the reversed micelle and the reaction temperature. Stable activity was obtained in isooctane because of the stability of the reversed micelle. The optimal pH was 5 in the reversed micellar system, which shifted from pH 3 in the aqueous solution. The degradation reaction of several environmental pollutants was attempted using LIP hosted in the AOT reversed micelle. Degradation achieved after a 1-h reaction reached 81%, 50%, and 22% for p-nonylphenol, bisphenol A, and 2,4-dichlorophenol, respectively. This is the first report on the utilization of LIP in organic media. (C) 2004 Wiley Periodicals, Inc.. |
| 680. | M Sakono, YM Kawashima, H Ichinose, T Maruyama, N Kamiya, M Goto, Direct refolding of inclusion bodies using reversed micelles, BIOTECHNOLOGY PROGRESS, 10.1021/bp049887j, 20, 6, 1783-1787, 2004.11, The protein refolding of inclusion bodies was investigated using reversed micelles formed by aerosol OT (AOT). Ribonuclease A (RNase A) was overexpressed. in Escherichia coli and used as native inclusion bodies. The enzymatic activity of RNase A was completely regained from the inclusion bodies within 14 h by solubilization in reversed micelles. To further enhance the refolding rate, a molecular chaperone, GroEL, was incorporated into the refolding system. The resultant refolding system including GroEL showed better performance under optimized conditions for the refolding of RNase A inclusion bodies. The refolding rate was considerably improved by the addition of the molecular chaperone, and the refolding step was completed in 1 h. The protein refolding in the GroEL-containing refolding system was strongly dependent on the coexistence of ATP and Mg2+, suggesting that the GroEL hosted in the reversed micelles was biologically active and assisted in the renaturation of the inclusion bodies. The addition of cold acetone to the reversed micellar solution allowed over 90% recovery of the renatured RNase A.. |
| 681. | K Uezu, T Kuwabara, M Yoshida, M Goto, S Furusaki, Lanthanoid element recognition on surface-imprinted polymers containing dioleylphosphoric acid as a functional host, ANALYTICAL SCIENCES, 10.2116/analsci.20.1593, 20, 11, 1593-1597, 2004.11, Surface-imprinted polymers have been newly developed for the separation of lanthanoid elements: i.e. La(III), Ce(III), and Dy(III). The imprinted polymers were prepared by surface template polymerization with dioleylphosphoric acid, which exhibits a high affinity to lanthanoids, as a functional host molecule. Separation behavior of La(III), Ce(III) and Dy(III) was investigated with the imprinted polymers, and the imprinting effect of the polymers was evaluated in comparison with that of the unimprinted polymers and also with a conventional solvent extraction method for the same lanthanoid ions. The results indicate that the increase of selectivity for Dy(III) compared to the rest of the ions by the surface-imprinted polymers originated from a synergistic effect of both the affinity with the functional host molecule in nature and the size exclusion by the cavity formed on the polymer surface.. |
| 682. | LC Park, T Maruyama, N Kamiya, M Goto, H Kuma, N Hamasaki, Mutation detection in the drug-resistant hepatitis B virus polymerase gene using nanostructured reverse micelles, ANALYTICAL SCIENCES, 10.2116/analsci.20.1609, 20, 11, 1609-1611, 2004.11, The emergence of drug-resistant hepatitis B virus (HBV) has been reported in patients with prolonged administration of lamivudine, which is a potent drug for the prevention of HBV infection. Lamivudine-resistant HBV has several types of mutations at the YMDD motif of its DNA polymerase. We successfully demonstrated that monitoring the hybridization behavior in nanostructured reverse micelles enables us to detect single nucleotide polymorphisms (SNPs). With the aid of reverse micelles, a model 40-mer oligonucleotide containing a single-base substitution was clearly distinguished from the normal, complementary oligonucleotide. In addition, we extended this technique to a high-throughput analysis. The results obtained with a 96-well micro-plate reader indicated the possibility of SNPs detection toward multiple samples of patients.. |
| 683. | 都英次郎, 丸山 達生, 神谷典穂, 後藤雅宏, 有機酸の選択的分離が可能なリパーゼ-オルガノゲル膜システムの開発, 膜(Membrane), 29, 236-243, 2004.11. |
| 684. | 迫野昌文, 河嶋優美, 一瀬博文, 丸山 達生, 神谷 典穂, 後藤雅宏, 逆ミセルによるインクルージョンボディの高効率リフォールディング, 化学工学論文集, Volume: 30 Issue: 4 Page, 2004.11. |
| 685. | 望月 和博, 迫田 章義, 小菅 人慈, 松山 秀人, 入谷 英司, 後藤 雅宏, 久保田 富生子, 中村 正秋, 立元 雄治, 分離操作, 化学工学 = CHEMICAL ENGINEERING OF JAPAN, 68, 10, 542-548, 2004.10. |
| 686. | K Shimojo, T Oshima, M Goto, Calix[6]arene acetic acid extraction behavior and specificity with respect to nucleobases, ANALYTICA CHIMICA ACTA, 10.1016/j.aca.2004.06.015, 521, 2, 163-171, 2004.09, The extraction behavior of various nucleobases was investigated with a series of calixarene derivatives. A calix[6]arene acetic acid was found to extract around 80% of adenine from an aqueous phase, and showed the highest specificity for adenine among all the nucleobases tested. The important factors influencing the recognition properties of calixarene were discovered to be its cyclic structure, its cavity size, and the functional carboxylic acid groups. The carbonyl group and the position of the amino group in the guest molecules also affect the extraction efficiency. Calix[6]arene forms a stable 1:1 complex with adenine by entrapping it into the cavity. Adenine was readily recovered from the organic phase by contacting with a fresh acidic solution. (C) 2004 Elsevier B.V. All rights reserved.. |
| 687. | K Shimojo, M Goto, Solvent extraction and stripping of silver ions in room-temperature ionic liquids containing calixarenes, ANALYTICAL CHEMISTRY, 10.1021/ac049549x, 76, 17, 5039-5044, 2004.09, We found that a calix[4]arene-bearing pyridine is soluble in a typical room-temperature ionic liquid (RTIL), 1-alkyl-3-methylimidazolium hexafluorophosphate. Pyridinocalix[4]arene showed a high extraction ability and selectivity for silver ions. The extraction performance of the calix[4]arene was greatly enhanced by dissolution in RTILs compared to in chloroform. In a competitive extraction test using five different metal ions (Ag(+), Cu(2+), Zn(2+), CO(2+), Ni(2+)), only silver ions were transferred by the calix[4]arene from the aqueous feed phase into the RTILs, through a cation-exchange mechanism. The pyridinocalix[4]arene was found to form a stable 1:1 complex with silver ions, both by slope analysis and by Job's method. Since it is easy to strip silver ions from RTILs by controlling the aqueous-phase pH, the extraction performance of calix[4]arene in RTILs was maintained after five repeated uses.. |
| 688. | T Maruyama, H Matsushita, J Uchida, F Kubota, N Kamiya, M Goto, Liquid membrane operations in a microfluidic device for selective separation of metal ions, ANALYTICAL CHEMISTRY, 10.1021/ac049844h, 76, 15, 4495-4500, 2004.08, A three-phase flow, water/n-heptane/water, was constructed in a microchannel (100-mum width, 25-mum depth) on a glass microchip (3 cm x 7 cm) and was used as a liquid membrane for separation of metal ions. Surface modification of the microchannel by octadecylsilane groups induced spontaneous phase separation of the three-phase flow in the microfluidic device, which allows control of interfacial contact time and off chip analysis using conventional analytical apparatus. Prior to the selective transport of a metal ion through the liquid membrane in the microchannel, the forward and backward extraction of yttrium and zinc ions was investigated in a two-phase flow on a microfluidic device using 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester (commercial name, PC-88A) as an extractant. The extraction conditions (contact time of the two phases, pH, extractant concentration) in the microfluidic device were examined. These investigations demonstrated that the conventional methodology for solvent extraction of metal ions is applicable to solvent extraction in a microchannel. Finally, we employed the three-phase flow in the microchannel as a liquid membrane and observed the selective transport of Y ion through the liquid membrane. In the present study, we succeeded, for the first time, in the selective separation of a targeted metal ion from an aqueous feed solution to a receiving phase within a few seconds by employing a liquid membrane formed in a microfluidic device.. |
| 689. | J Michizoe, Y Uchimura, H Ichinose, T Maruyama, N Kamiya, H Wariishi, S Furusaki, M Goto, Activation of manganese peroxidase in an organic medium using a mediator, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2003.09.008, 19, 1, 43-46, 2004.07, We found that both unsaturated fatty acids (UFAs) and 1-hydroxybenzotriazole (HBT) enhance the enzymatic activity of manganese peroxidase in an organic medium. The effects of hydrophobic unsaturated fatty acids directly dissolved in an organic medium and hydrophilic HBT encapsulated in reverse micelles on the oxidation activity of a surfactant-manganese peroxidase (MnP) complex were investigated. The addition of UFAs or HBT (mediator) using reverse micelles improved the oxidation of 2,4-dichlorophenol in toluene up to 3-fold the oxidation without each mediator. This study presents, for the first time, the possibility of MnP-catalyzed oxidation coupled with mediators in organic media. The capability of the latter system using HBT was further assessed by the oxidative conversion of environmental pollutants, i.e. 2.4-dichlorophenol, 2,4,5-trichlorophenol, 2,4,6-trichlorophenol, and bisphenol A (100, 84, 91, and 100% conversions at 12 h of reaction, respectively). (C) 2003 Elsevier B.V. All rights reserved.. |
| 690. | M Sakono, Y Kawashima, H Ichinose, T Maruyama, N Kamiya, M Goto, Efficient refolding of inclusion bodies by reversed micelles, KAGAKU KOGAKU RONBUNSHU, 10.1252/kakoronbunshu.30.468, 30, 4, 468-473, 2004.07, We investigated the refolding of protein in inclusion bodies using reversed micelles formed by aerosol OT (AOT). RNase A was overexpressed in E. coli and used to prepare inclusion bodies of RNase A, which were then subjected to protein refolding by the AOT/isooctane reversed micellar system. The RNase A was renatured in reversed micelles, and the refolding yield reached 100% in 18 h. The addition of cold acetone to the reversed micellar solution allowed the recovery of the renatured RNase A without any loss of its activity. In the reversed micellar refolding system, the refolding conditions for inclusion bodies agreed with those for wild-type RNase A artificially denatured with a denaturant. This result indicates that the refolding mechanism of the inclusion bodies is similar to that of the denatured wild-type RNase A. A dilution method for refolding of the inclusion bodies caused the re-aggregation of RNase A, and only 40% of the native activity was regained. Reversed micelles effectively promoted the refolding of RNase A from its inclusion body, suggesting that a reversed micellar protein refolding method can yield a higher rate of renaturation than the conventional dilution method.. |
| 691. | E Miyako, T Maruyama, N Kamiya, M Goto, Highly enantioselective separation using a supported liquid membrane encapsulating surfactant-enzyme complex, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 10.1021/ja049378d, 126, 28, 8622-8623, 2004.07, We developed a highly enantioselective separation system for the optically active compounds, (S)-ibuprofen and L-phenylalanine, from their racemic mixtures by employing a supported liquid membrane (SLM) encapsulating a surfactant-lipase complex (or a surfactant-α-chymotrypsin complex). In the present system, enzymes encapsulated in the liquid-membrane phase effectively drove the enantioselective transport of optically active compounds through the SLM. This novel SLM allowed high enantioselectivity (ee over 91%) in the optical resolution of racemic ibuprofen and phenylalanine. Copyright © 2004 American Chemical Society.. |
| 692. | M Kukizaki, T Nakashima, M Shimizu, M Goto, Permeation rate of charged solutes through an oil phase using tetraglycerin-condensed ricinolate as a lipophilic surfactant in a monodispersed W/O emulsion mixture system, KAGAKU KOGAKU RONBUNSHU, 10.1252/kakoronbunshu.30.488, 30, 4, 488-493, 2004.07, To examine the permeation rate of encapsulated material through an oil phase in W/O/W emulsions, permeation experiments of inorganic salts and ampholites through the oil phase were carried out in a W/O emulsion mixture system. Inorganic cations permeated through the oil phase, while inorganic anions did not. The permeation rate was expressed by a kinetic equation based on the concentration gradient between the different internal aqueous phases as a driving force. The overall mass transfer coefficient of inorganic cations was increased by increasing the concentration of surfactant, tetraglycerin-condensed ricinolate (TGCR) in the range of 2.0 to 15.0 wt%. It was found that TGCR became the carrier for the transportation of cations. Furthermore, positively charged ampholites permeated, but negatively charged ampholites did not. The overall mass transfer coefficient of positively charged ampholites decreased with increase in their molecular weight.. |
| 693. | M Sakono, T Maruyama, N Kamiya, M Goto, Refolding of denatured carbonic anhydrase B by reversed micelles formulated with nonionic surfactant, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/j.bej.2004.01.003, 19, 3, 217-220, 2004.07, We have succeeded in the efficient refolding of denatured carbonic anhydrase B (CAB) using reversed micelles formulated with nonionic surfactant. The reversed micelles with nonionic tetraethylene glycol dodecyl ether prevented denatured CAB from aggregation in the refolding process, allowing a refolding yield of over 70% in 20 h, while the refolding yield of CAB with AOT/isooctane reversed micelle was only about 5%. These results demonstrated that the reversed micelles-mediated protein refolding technique could be extended to the protein which has strong interaction with AOT by simply altering the type of surfactant. (C) 2004 Elsevier B.V. All rights reserved.. |
| 694. | H Ichinose, J Michizoe, T Maruyama, N Kamiya, M Goto, Electron-transfer reactions and functionalization of cytochrome P450cam monooxygenase system in reverse micelles, LANGMUIR, 10.1021/la049752n, 20, 13, 5564-5568, 2004.06, Enzyme-based electron-transfer reactions involved in the cytochrome P450 monooxygenase system were investigated in nanostructural reverse micelles. A bacterial flavoprotein, putidaredoxin reductase (PdR), was activated and shown to be capable of catalyzing the electron transport from NADH to electron-carrier proteins such as cytochrome b(5) (tCyt-b5) and putidaredoxin (Pdx) in reverse micelles. Ferric tCyt-b5 in reverse micelles was effectively converted to its ferrous form by the exogenous addition of separately prepared reverse micellar solution harboring PdR and NADH. The fact that direct interactions of macromolecular proteins should be possible in the reverse micellar system encouraged us to functionalize a multicomponent monooxygenase system composed of the bacterial cytochrome P450cam (P450cam), putidaredoxin (Pdx), and PdR in reverse micelles. The successful camphor hydroxylation reaction catalyzed by P450cam was significantly dependent on the coexistence of Pdx, PdR, and NADH but not H2O2, suggesting that the oxygen-transfer reactions proceeded via a "monooxygenation" mechanism. This is the first report of a multicomponent cytochrome P450 system exhibiting enzymatic activity in organic media.. |
| 695. | M Goto, A Momota, T Ono, DNA extraction by cationic reverse micelles, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.37.662, 37, 5, 662-668, 2004.05, Deoxyribonucleotide (DNA) was successfully extracted in a few hours by reverse micelles, which were formed and functionalized by a cationic quaternary ammonium surfactant in isooctane. Several parameters which affect the DNA transfer from an aqueous phase to a reverse micellar phase, such as the natures of a surfactant and a solvent, salt concentration in a feed solution, and hydrophobicity of micelles, were investigated. The use of a cationic surfactant was found to yield a high transfer rate of DNA into reverse micelles. We have attributed the DNA transfer to the electrostatic interaction between the cationic surfactant and the negatively charged DNA. We found that the higher the hydrophobicity of a surfactant used to form micelles, the better the DNA transfer efficiency in the forward extraction. Preferential extraction of DNA was achieved by using twin long-alkyl chains of cationic surfactants. However, pH in the aqueous feed solution did not affect the extraction performance of reverse micelles. On the other hand, alcohol, as a co-solvent plays an important role in the back extraction of DNAs. Complete back-extraction of DNAs was achieved without any conformational change by adding an appropriate alcohol to the reverse micellar phase.. |
| 696. | T Oshima, K Inoue, K Uezu, M Goto, Dominant factors affecting extraction behavior of amino compounds by a calix[6]arene carboxylic acid derivative, ANALYTICA CHIMICA ACTA, 10.1016/j.aca.2003.10.086, 509, 2, 137-144, 2004.05, A calix[6]arene carboxylic acid derivative was utilized as an extractant for various amino compounds including amino acids. The host compound exhibited a high extractability compared to that of commercially available extractants such as di(2-ethylhexyl)phosphoric acid (D2EHPA). The important factors for amino acid extraction were found to be its cyclic structure and its cavity size, the functional carboxylic a groups, and the length of the alkyl chains. The hydrophobicity and the ionic property of guest molecules also affect the extraction efficiency. Calix[6]arene forms a stable complex with a guest molecule by entrapping it into the cavity. The molecular geometries of calixarene before and after extraction were also discussed using computational calculations with the PM3 type of semi-empirical method. (C) 2003 Elsevier B.V. All rights reserved.. |
| 697. | Y Mori, M Goto, T Hirai, T Okubo, A Shioi, Special Issue for Recent Progress on Molecular Assemblies Design and Novel Structures in Liquid Phase - Preface to the Special Issue, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 37, 5, 5, 2004.05. |
| 698. | 後藤 雅宏, 久保田 富生子, 液膜を利用する分離技術, ぶんせき, 353, 264-269, 2004.05. |
| 699. | 丸山 達生, 後藤 雅宏, ナノ集合体逆ミセルを用いた遺伝子診断, 化学工業, Vol 55, No. 4, 263-267, 2004.04. |
| 700. | K Shimojo, M Goto, First application of calixarenes as extractants in room-temperature ionic liquids, CHEMISTRY LETTERS, 10.1246/cl.2004.320, 33, 3, 320-321, 2004.03, We synthesized a calix[4]arene bearing pyridine, which has a similar molecular structure to the constitutional unit of 3-methylimidazolium hexafluorophosphate-based room-temperature ionic liquids. The pyridinocalix[4]arene was found to be soluble in ionic liquids, and this compound showed 230-fold extractability in ionic liquid over that in chloroform for silver ions.. |
| 701. | T Maruyama, J Uchida, T Ohkawa, F Kubota, N Kamiya, M Goto, Solid-phase peptide synthesis in a microfluidic device, KAGAKU KOGAKU RONBUNSHU, 10.1252/kakoronbunshu.30.180, 30, 2, 180-182, 2004.03, The solid-phase synthesis of oligopeptide was achieved for the first time in a microfluidic device. We fabricated a microchannel (width 300 mum, depth 160 mum) with a bead trap on a glass plate. Resin beads were loaded in the bead trap for the solid-phase peptide synthesis, and the synthesis of pentapeptide (Met-enkephalin) was conducted in the microchannel. The yield of the synthesized pentapeptide was confirmed to be 20% by MALDI-TOF MS and HPLC analyses.. |
| 702. | 通阪 栄一, 神谷 典穂, 後藤 雅宏, エマルションによるドラッグデリバリー, 膜, 10.5360/membrane.29.98, 29, 2, 98-104, 2004.03, A new solid-in-oil-in-water (S/O/W) emulsion consisting of edible surfactants, an edible oil, and a water-soluble drug has been developed for oral administration of peptide/protein drugs. Insulin, which is a hydrophilic macromoleclule, was converted into a lipophilic complex using edible surfactants. As the resultant complex can be directly solubilized in the oil phase, surfactant-insulin complexes can be incorporated into the oil phase of oil-in-water emulsions, allowing the formulation of stable S/O/W emulsions. The capability of S/O/W emulsions in the control of blood glucose was investigated with diabetic model rats. The glucose level in the serum slowly decreased over several hours when the S/O/W emulsions were orally administered, while the aqueous solution of insulin (as the control) showed no significant effect on the blood glucose level. The hypoglycemic effect of surfactant-insulin complex incorporated into the S/O/W emulsions and the stable encapsulation of insulin into dry emulsion formulations will offer one way to oral delivery of biopharmaceuticals.. |
| 703. | 丸山 達生, 内田純一, 大川朋裕, 久保田富生子, 神谷典穂, 後藤雅宏, マイクロ流体デバイスを用いたオリゴペプチドの固相合成, 化学工学論文集, Volume: 30 Issue: 2 Pages:, 2004.03. |
| 704. | T Maruyama, T Kotani, H Yamamura, N Kamiya, M Goto, Poly(ethylene glycol)-lipase complexes catalytically active in fluorous solvents, ORGANIC & BIOMOLECULAR CHEMISTRY, 10.1039/b312212c, 2, 4, 524-527, 2004.02, Lipase-catalyzed alcoholysis between vinyl cinnamate and benzyl alcohol in fluorous solvents was investigated. This is the first report of a lipase-catalyzed reaction in a fluorous solvent. Forming the poly(ethylene glycol) (PEG)-lipase PL complex enhanced lipase activity over 16-fold over that of native lipase powder. The PEG-lipase PL complex exhibited markedly higher alcoholysis activities in fluorous solvents than in conventional organic solvents such as isooctane and n-hexane. The optimum reaction temperature for FC-77 (perfluorcooctane) was 55degreesC and the optimum pH for the preparation of the PEG-lipase complex was 9.0; similar to the conditions for lipase PL-catalyzed reaction in aqueous solution. The alcoholysis reaction in fluorous solvent requires the addition of a FC77-miscible organic solvent (isooctane) in order to dissolve non-fluorinated substrates. Lipase activity in the fluorous solvent was significantly influenced by the volume ratio of isooctane in the reaction medium. Vinyl cinnamate inhibition of the lipase-catalyzed reaction occurred at a much lower concentration in the fluorous solvent than in isooctane. These results can be explained by the localization of substrates around lipase molecules, induced by adsorption of the substrates to the PEG layer of the PEG-lipase complex.. |
| 705. | T Maruyama, LC Park, T Shinohara, M Goto, DNA hybridization in nanostructural molecular assemblies enables detection of gene mutations without a fluorescent probe, BIOMACROMOLECULES, 10.1021/bm034047z, 5, 1, 49-53, 2004.01, We have developed a simple single nucleotide polymorphisms (SNPs) analysis utilizing DNA hybridization in nanostructural molecular assemblies. The novel technique enables the detection of a single-base mismatch in a DNA sequence without a fluorescent probe. This report describes for the first time that DNA hybridization occurs in the nanostructural molecular assemblies (termed reverse micelles) formed in an organic medium. The restricted nanospace in the reverse micelles amplifies the differences in the hybridization rate between mismatched and perfectly matched DNA probes. For a model system, we hybridized a 20-mer based on the p53 gene sequence to 20-mer complementary oligonucleotides with various types of mismatches. Without any DNA labeling or electrochemical apparatus, we successfully detected the various oligonucleotide mismatches by simply measuring the UV absorbance at 260 nm.. |
| 706. | Tatsuo Maruyama, Jun Ichi Uchida, Tomohiro Ohkawa, Toru Futami, Koji Katayama, Kei Ichiro Nishizawa, Ken Ichiro Sotowa, Fukiko Kubota, Noriho Kamiya, Masahiro Goto, Erratum: Enzymatic degradation of p-chlorophenol in a two-phase flow microchannel system (Lab on a chip - Miniaturisation for Chemistry, Biology & Bioengineering (2003) 3 (308) (DOI: 10.1039/b309982b)), Lab on a Chip, 4, 159, 2004.01. |
| 707. | E. Toorisaka, H. Ono, K. Arimori, N. Kamiya, M. Goto, Hypoglycemic effect of surfactant-coated insulin solubilized in a novel solid-in-oil-in-water (S/O/W) emulsion, Int. J. Pharm, 10.1016/S0378-5173(02)00674-9, 252, 1-2, 271-274, 252, 271-274 (2003), 2003.12. |
| 708. | E. Miyako, T. Maruyama, N. Kamiya, and M. Goto, Enantioselective transport of (S)-ibuprofen through a lipase-facilitated supported liquid membrane based on ionic liquids, Chem Commun, 2926-2927 (2003)., 2003.12. |
| 709. | 通阪 栄一, 神谷 典穂, 後藤 雅宏, ドラッグデリバリーのためのエマルション製剤 (特集 ドラッグデリバリーシステム), 化学工学, 67, 12, 696-698, 2003.12. |
| 710. | 著者:T. Oshima, H. Higuchi, K. Ohto, K. Inoue, M. Goto, Protein Extraction and Stripping with Calixarene Derivative, J. Ion Exch., 14, 373-376, 2003.10. |
| 711. | T Maruyama, T Takata, H Ichinose, LC Park, N Kamaiya, M Goto, Simple detection of point mutations in DNA oligonucleotides using SYBR Green I, BIOTECHNOLOGY LETTERS, 10.1023/A:1025661730518, 25, 19, 1637-1641, 2003.10, A novel and simple method for detection of mutations in DNA oligonucleotides using a double-stranded DNA specific dye (SYBR Green I) is reported. The SYBR Green I is bound specifically with a duplex DNA oligonucleotide (intercalation). This intercalation induces fluorescent emission at 525 nm with excitation at 494 nm. The fluorescence intensity of mismatched oligonucleotides (40-mer) decreases (by more than 13%) in comparison with the perfectly matched oligonucleotides. Moreover, fluorescence measurement of the SYBR Green I can distinguish various types of single-base mismatches, except for the T-G terminal mismatch. The addition of 20% (v/v) formamide, however, to an oligonucleotide solution improved the sensitivity of detection and also enabled the detection of the T-G terminal-mismatch. This detection method requires only a normal fluorescence spectrophotometer, an inexpensive dye and just 50 pmol of sample DNA.. |
| 712. | 道添純二, 小谷貴浩, 富永譲, 丸山 達生, 一瀬博文, 神谷典穂, 後藤雅宏, ナノ集合体を利用した有機溶媒中におけるマンガンペルオキシダーゼの機能発現と環境汚染物質の分解, 膜 (Membrane), 28, 191-197, 2003.10. |
| 713. | 道添純二、篠原謙治、丸山達生、草壁克己、前田英明、後藤雅宏, 環境汚染物質の分解を目的としたマイクロバイオリアクターの開発, 化学工学論文集, 第２９巻、第１号, 82-86(2003), 2003.08. |
| 714. | K Nakashima, F Kubota, T Maruyama, M Goto, Ionic liquids as a novel solvent for lanthanide extraction, ANALYTICAL SCIENCES, 10.2116/analsci.19.1097, 19, 8, 1097-1098, 2003.08, Octyl(phenyl)-N,N-diisobutylcarbamoylmethyl phosphine oxide (CMPO) dissolved in an ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, greatly enhances extractability and selectivity of lanthanide cations compared to that dissolved in conventional organic solvents; further, the recovery of lanthanides extracted into ionic liquids can be accomplished using several stripping solutions containing complexing agents. The possibility of utilizing ionic liquids as novel separation media in an industrial liquid-liquid extraction process was demonstrated.. |
| 715. | 後藤 雅宏, 久保田 富生子, 海水中のイオンを識別する抽出試薬カリックスアレーン, 日本海水学会誌, 57, 4, 270-273, 2003.08. |
| 716. | Kubota Fukiko, Uchida Junichi, Goto Masahiro, Solvent Extraction of Rare Earth Metals by Microchannel Extractor, 日本イオン交換学会誌, 14, 361-364, 2003.07. |
| 717. | L.C. Park, T. Maruyama, M. Goto, DNA hybridization in reverse micelles and its application to mutation detection, Analyst, 10.1039/b208755n, 128, 2, 161-165, 128, 161-165 (2003)., 2003.06. |
| 718. | MN Han, R Kane, M Goto, G Belfort, Discriminate surface molecular recognition sites on a microporous substrate: A new approach, MACROMOLECULES, 10.1021/ma021736e, 36, 12, 4472-4477, 2003.06, A novel two-dimensional surface molecular imprinting method using water-in-oil emulsion photopolymerization on a microporous polypropylene substrate was developed and used to separate the bronchodilator, theophylline, from the mild stimulant, caffeine, both of similar chemical structure. Surface molecular recognition sites were generated that could discriminate between these two molecules with a concentration-dependent separation factor of 4.9 +/- 10.8 for theophylline over caffeine at 0.2 mM (1:1 v/v) solution mixture. Besides demonstrating its proof of concept, the attractive features of this new imprinting method are the following: fewer imprint molecules are needed, it can be used to imprint from aqueous environments, postcrushing of the solid matrix is not needed, recognition sites are all near or at the surface reducing mass transfer limitations, and imprinting on synthetic microporous membranes (with convection and diffusion) instead of beads (with only diffusion) speeds up the process.. |
| 719. | T Oshima, K Inoue, S Furusaki, M Goto, Liquid membrane transport of amino acids by a calix[6]arene carboxylic acid derivative, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(03)00078-4, 217, 1-2, 87-97, 2003.06, Calix[6]arene hexacarboxylic acid was found to be a useful carrier for transporting amino acids through a liquid membrane. The calix[6]arene, which has a cyclic structure to include a guest molecule of the amino acid ester and bears six ionizable carboxylic acids to contribute electrostatic interaction, exhibited a high transport efficiency compared to its monomer analog and the other calix[n]arene derivatives. The novel carrier successfully transported hydrophobic amino acid esters from the feed phase to the receiving phase. The transport rate could be controlled by changing the pH gradient between the feed and receiving aqueous phases because the complexation proceeds by a proton-exchange mechanism. Furthermore, an optical resolution system was constructed by applying an enantioselective enzymatic reaction for a chiral separation of the amino acids. In the enzyme reaction, the L-form ester was selectively hydrolyzed to the free amino acid. The free amino acid hydrolyzed was not transported, while the unhydrolyzed D-form ester effectively moved to the receiving phase through the liquid membrane containing the calix[6]arene as a mobile carrier. (C) 2003 Elsevier Science B.V. All rights reserved.. |
| 720. | E Toorisaka, K Uezu, M Goto, S Furusaki, A molecularly imprinted polymer that shows enzymatic activity, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/S1369-703X(02)00155-9, 14, 2, 85-91, 2003.05, An enzyme-mimic polymer was prepared by the surface molecular imprinting technique. In the active site of the polymer, a substrate analog was imprinted through the complex formation between a cobalt ion and alkyl imidazole that functions as the hydrolysis catalysis. The enzymatic performance of the imprinted polymer was evaluated by the hydrolysis reaction of an amino acid ester. Based on the Michaelis-Menten analysis, V-max and K-m were obtained. The imprinted polymer shows a high activity compared to that of the control unimprinted polymer. The result was supported by a low K-m value of the imprinted polymer, indicating a high affinity to the target substrate. The enzyme-mimic polymer was found to possess a substrate specificity by using several substrates that have a different structure. A computational modeling also supports the structure of the imprinted sites formed on the polymer surface. (C) 2002 Elsevier Science B.V. All rights reserved.. |
| 721. | T Maruyama, M Nakajima, H Kondo, K Kawasaki, M Seki, M Goto, Can lipases hydrolyze a peptide bond?, ENZYME AND MICROBIAL TECHNOLOGY, 10.1016/S0141-0229(03)00053-X, 32, 6, 655-657, 2003.05, Several research groups reported that lipase catalyzes peptide synthesis in organic solvents. Structural studies revealed that the catalytic triad of lipase consists of Ser, His, and Asp, the same as serine proteases. Lipase has a potential to have peptidase activity. In this report, we investigated the peptidase activity of lipases. Of 13 lipases of diverse origin tested, only commercially available porcine pancreatic lipase (PPL) exhibited peptidase activity. However, purification of PPL by gel permeation chromatography separated the peptidase and lipolytic activities of PPL. This study clearly demonstrated that all the lipases tested do not hydrolyze a peptide bond. (C) 2003 Elsevier Science Inc. All rights reserved.. |
| 722. | E Miyako, T Maruyama, N Kamiya, M Goto, Use of ionic liquids in a lipase-facilitated supported liquid membrane, BIOTECHNOLOGY LETTERS, 10.1023/A:1023536922749, 25, 10, 805-808, 2003.05, A lipase-facilitated transport of 4-phenoxybutyric acid, 3-phenoxypropionic acid, 2-phenylpropionic acid, 2-phenoxybutyric acid, mandelic acid and 2-amino-2-phenylbutyric acid was carried out using a supported liquid membrane based on room temperature ionic liquids. There were marked differences in the permeate fluxes of various organic acids due to the substrate specificity of the lipases. The maximum permeate flux (44 x 10(-2) mmol cm(-2) x h) was obtained using 4-phenoxybutyric acid as the substrate and 1-n-butyl-3-methylimidazolium hexafluorophosphate as the liquid membrane phase.. |
| 723. | 後藤 雅宏, 久保田 富生子, 丸山 達生, 選択的分離技術としての液膜法の新展開 (特集 分離プロセス開発の展望), ケミカルエンジニヤリング, 48, 5, 377-383, 2003.05. |
| 724. | T Maruyama, S Noda, N Kamiya, M Goto, Ring-opening polymerization of lactones catalyzed by surfactant-coated lipases in organic solvents, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.36.307, 36, 3, 307-312, 2003.03, We have performed the ring-opening polymerization of lactones catalyzed by surfactant-coated lipases in organic solvents. A great improvement in the number-average molecular weight (M-n) of the produced polymer was observed compared to that of the lyophilized native lipase. The M-n vs monomer conversion profile suggests that the polymerization catalyzed by the surfactant-coated lipase is a step polymerization, whereas that catalyzed by lyophilized lipase powder is a chain polymerization. The effects of reaction temperature and the reaction solvent on the polymerization of lactones were also investigated.. |
| 725. | E Toorisaka, H Ono, K Arimori, N Kamiya, M Goto, Hypoglycemic effect of surfactant-coated insulin solubilized in a novel solid-in-oil-in-water (S/O/W) emulsion, INTERNATIONAL JOURNAL OF PHARMACEUTICS, 10.1016/S0378-5173(02)00674-9, 252, 1-2, 271-274, 2003.02, A novel solid-in-oil-in-water (S/O/W) emulsion for oral administration of insulin has been developed using surfactant-coated insulin. The S/O/W emulsion prepared by a shirasu porous glass (SPG) membrane provided a sharp size distribution and was stable. Leakage of insulin from the S/O/W emulsions was not observed for several days. The S/O/W emulsion showed the hypoglycemic activity for a long period after oral administration to rats. (C) 2002 Elsevier Science B.V. All rights reserved.. |
| 726. | J Michizoe, K Shinohara, T Maruyama, K Kusakabe, H Maeda, M Goto, Development of a microbioreactor for degradation of environmental pollutants, KAGAKU KOGAKU RONBUNSHU, 10.1252/kakoronbunshu.29.82, 29, 1, 82-86, 2003.01, A microbioreactor (upper width = 433 mum, lower width = 296 mum, depth - 91 mum) was designed on a silicon wafer by wet chemical etching, and the resulting channel was seated with a glass cover by an anodic bonding technique. Biodegradation of an environmental pollutant (p-chlorophenol) was conducted using laccase in the microreactor. The enzymatic reaction smoothly proceeded in the microreactor, and the reaction rate was enhanced 400-fold compared to that of an ordinary bulk reaction. It was found that the enzyme exhibited high stability in the microreactor, which allows recycling the enzyme solution. The biodegradation yield attained 90% when several microreactors were connected in series.. |
| 727. | 道添純二, 篠原謙治, 丸山 達生, 草壁克己, 後藤雅宏, 環境汚染物質の分解を目的としたマイクロバイオリアクターの開発, 化学工学論文集, Volume: 29 Issue: 1 Page, 2003.01. |
| 728. | S Okazaki, S Nagasawa, M Goto, S Furusaki, H Wariishi, H Tanaka, Decolorization of azo and anthraquinone dyes in hydrophobic organic media using microperoxidase-11 entrapped in reversed micelles, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/S1369-703X(02)00074-8, 12, 3, 237-241, 2002.12, Microperoxidase-11 (MP-11), which is a heme-containing undecapeptide derived from horse heart cytochrome c, was utilized as a peroxidative catalyst in the system of bis(2-ethylhexyl)sulphosuccinate sodium salt (AOT)-reversed micelles to oxidatively decolorize water-insoluble dyes in isooctane. MP-11 entrapped in the reversed micelles exhibited a peroxidative activity in the presence of H2O2, effectively catalyzing the oxidative decolorization of an azo dye Solvent Yellow 7 and an anthraquinone dye Solvent Blue 11 in the hydrophobic organic solvent. H2O2-derived heme bleaching was successfully suppressed by replacing H2O2 with an organic hydroperoxide, tert-butyl hydroperoxide (t-BuOOH), thus sustaining a stable decolorization activity in the system. To optimize the reversed micellar system, the effect of the pH and the molar ratio of H2O/AOT hydration degree (Wo) was examined, indicating that MP-11 exhibited a maximal decolorization activity at pH 8-10 with the Wo value of 20. (C) 2002 Elsevier Science BN. All rights reserved.. |
| 729. | K Araki, M Goto, S Furusaki, Enantioselective polymer prepared by surface imprinting technique using a bifunctional molecule, ANALYTICA CHIMICA ACTA, 10.1016/S0003-2670(02)00664-5, 469, 2, 173-181, 2002.10, An enatioselective surface-imprinted polymer for an amino acid derivative (N-benzyloxycarbonyl-glutamic acid, Z-Glu) was prepared using the bifunctional molecule, benzyldimethyl-n-tetradecylammonium chloride (Zeph). The long-chain quaternary ammonium chloride was found to serve the dual function of an emulsifier and host molecule, while conventional functional molecules possess only the latter function. Chiral recognition ability and ligand specificity of the imprinted polymer were demonstrated by several batchwise tests using different four amino acid derivatives. The surface-imprinted polymer could recognize the chirality of N-protected glutamic acid; therefore, it preferentially adsorbed the corresponding enantiomer that was imprinted in the preparation. The pH and buffer concentration in the aqueous solution are the key factors enhancing enantioselectivity. The molecularly imprinted polymer could distinguish the specific structure from other molecular analogues, even though the structural difference was the only methylene group. The high interfacial activity of the functional molecule and the low swelling property of the imprinted polymer were important in ensuring high imprinting effect. The mechanism of chiral recognition on the polymer was also discussed. (C) 2002 Elsevier Science B.V. All rights reserved.. |
| 730. | M Goto, K Shinohara, K Shimojo, T Oshima, F Kubota, Solubilization of calixarenes in an aliphatic organic solvent by reverse micelles, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 10.1252/jcej.35.1012, 35, 10, 1012-1016, 2002.10, Solubilization of a calix[4]arene carboxylic acid derivative in an aliphatic organic solvent was accomplished by utilizing a reverse micellar solution. The reverse micellar solution was prepared by cationic cetyltrimethyl ammonium bromide (CTAB) or anionic bis-2-ethylhexyl sulfosuceinate (AOT). Both reverse micellar solutions facilitate the solubilization of the calix[4]arene carboxylic acid derivative in isooctane. The concentration of calix[4]arene solubilized in the reverse micelles increases with an increase of surfactant concentration. The water content in the reverse micelles (W-0 = [H2O]/[surfactant]) also affects the solubilization behavior of calix[4]arene. The optimum water content existed for the formation of the reverse micelles and the value was around 20. The extraction performance of calix[4]arene solubilized was investigated for yttriurn (III) in isooctane. The extraction ability of calix[4]arene was enhanced by solubilizing in the anionic reverse micellar solution.. |
| 731. | 大島 達也, 後藤 雅宏, 久保田 富生子, 抽出・液膜, 化学工学, 66, 10, 589-590, 2002.10. |
| 732. | M Han, M Goto, R Kane, G Belfort, Generation of molecular recognition sites using emulsion polymerization on porous membranes., ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 224, U445-U446, 2002.08. |
| 733. | SY Okazaki, J Michizoe, M Goto, S Furusaki, H Wariishi, H Tanaka, Oxidation of bisphenol A catalyzed by laccase hosted in reversed micelles in organic media, ENZYME AND MICROBIAL TECHNOLOGY, 10.1016/S0141-0229(02)00104-7, 31, 3, 227-232, 2002.08, The oxidation of bisphenol A [BPA: 2,2-bis(4-hydroxyphenyl)propane] catalyzed in organic solvents by laccase (polyphenoloxidase, EC 1.10.3.2) entrapped in a reversed micellar (RM) system was investigated. The laccase/RM system effectively catalyzed the oxidation reaction in isooctane, while laccase, lyophilized from an aqueous buffer solution in which its activity was optimized, exhibited no catalytic activity in nonaqueous media. To optimize the preparation and reaction conditions for the laccase/RM system, we examined the effects of pH in the water pools of RM, the concentration of laccase, and the degree of surfactant hydration (W.) on the laccase activity in organic media. The laccase/RM system showed a strong pH-dependency in organic media. Its optimum activity was obtained when the laccase/RM was prepared at pH = 5. Interestingly, native laccase in an aqueous buffer solution exhibited an optimal activity at pH = 3. The effect of a cosolubilized mediator (1-hydroxybenzotriazole, HBT) on the reaction was also investigated. BPA was effectively oxidized by the laccase/RM system in the absence of a mediator. On the other hand, the addition of 1-hydroxybenzotriazole strongly enhanced the catalytic performance of the laccase/RM system against the oxidation of various chlorophenols in organic media. (C) 2002 Published by Elsevier Science Inc.. |
| 734. | T Maruyama, S Nagasawa, M Goto, Poly(ethylene glycol)-lipase complex that is catalytically active for alcoholysis reactions in ionic liquids, BIOTECHNOLOGY LETTERS, 10.1023/A:1019848400436, 24, 16, 1341-1345, 2002.08, Lipase-catalyzed alcoholysis was investigated in three different ionic liquids. Lyophilized native lipase had a low activity in all the ionic liquids but a poly(ethylene glycol) (PEG)-lipase complex (with a molar ratio of the polymer/enzyme of 10:1) had an increased activity of over 14-fold. Of several lipases tested, PEG-lipase PS (from Pseudomonas cepacia) exhibited the highest activity (1.07 mmol/(h g(-1) protein)) in 1-octyl-3-methylimidazolium hexafluorophosphate.. |
| 735. | 上江洲 一也, 後藤 雅宏, 液界面における分子認識素子の分子動力学シミュレーション, 日本コンピュータ化学会年会講演予稿集, 2002, 1, 2P05, 2002.07. |
| 736. | T Oshima, M Goto, S Furusaki, Extraction behavior of amino acids by calix[6] arene carboxylic acid derivatives, JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 43, 1-2, 77-86, 2002.06, A series of calixarene carboxylic acid derivatives were synthesized for the extraction of amino acids. A calix[6] arene carboxylic acid derivative showed the highest extractability to the target tryptophan ester. The main driving force for the complexation was the interaction between the ammonium cation of the amino acid and the oxygen atoms of the host molecule. Stripping of amino acids was also accomplished by contacting the organic solution with a fresh acidic solution. Based on slope and Job method analyses, it was confirmed that the calix[ 6] arene forms a 1 : 1 complex with the amino acid ester. The structure of the complex between the calix[6] arene and the amino acid was investigated by H-1-NMR and CD spectra. The calix[6] arene includes a guest molecule in the cavity, and the inclusion induces the asymmetrization of the host molecule. This host compound functions as a novel recognition tool for amino acids.. |
| 737. | T Oshima, M Goto, S Furusaki, Complex formation of cytochrome c with a calixarene carboxylic acid derivative: A novel solubilization method for biomolecules in organic media, BIOMACROMOLECULES, 10.1021/bm010148q, 3, 3, 438-444, 2002.05, A calixarene carboxylic acid derivative has been found to form a complex with the cationic protein cytochrome c. The solubilized cytochrome c was stable and showed peroxidase activity in chloroform. The calix[6]arene and the calix[8]arene achieved quantitative extraction of the protein. The calix[6]arene, whose cavity is well-fitted to a protonated amino group, exhibited a selectivity to lysine-rich proteins due to the recognition of the epsilon-amino groups in lysine residues on the surface of the protein. This is the first report showing protein extraction by calixarenes. The solubilized cytochrome c could catalyze an oxidative reaction in organic solvents. This host compound functions as a novel solubilization tool for biomolocules and a separation tool for lysine-rich proteins.. |
| 738. | R Ueoka, Y Matsumoto, S Hirose, K Goto, M Goto, S Furusaki, Remarkably enhanced inhibitory effects of three-component hybrid liposomes including sugar surfactants on the growth of lung carcinoma cells, CHEMICAL & PHARMACEUTICAL BULLETIN, 10.1248/cpb.50.563, 50, 4, 563-565, 2002.04, Sugar parts play important roles in recognizing molecules on the cell membranes. We successfully produced sugar-type micellar surfactants, lactonoalkylamide (LacC(n)), for the first time. Spherical vesicles, three-component hybrid liposomes, were obtained after the sonication of the mixture of L-alpha-dimyristoylphosphatidyleholine (DMPC), Tween 20 and LacC(n) (DMPC: Tween 20:LacC(n)=65:7:28). It is noteworthy that high inhibitory effects of the three-component hybrid liposomes composed of DMPC, Tween 20, and LacC(n) (DMPC: Tween 20: LacC(n)=65: 7: 28) on the growth of glioma (U251) and lung adenocarcinoma (RERF-LC-OK) cells were attained in vitro without any drug, although no significant inhibitory effects of any individual component (DMPC, Tween 20, LacC(n)) or the two-component hybrid liposomes of DMPC and Tween 20 on the growth of tumor cells examined were obtained.. |
| 739. | Hiroyuki Wariishi, Shin Ichiro Tsutsumi, Takeshi Yamanaka, Kazuya Uezu, Masahiro Goto, Shintaro Furusaki, Hiroo Tanaka, One-electron oxidation activity of dendritic porphyrin in nonaqueous media, ACS Symposium Series, 785, 226-234, 2001.12, An artificial peroxidative catalyst for the oxidation of aromatic compounds in nonaqueous media was designed and prepared. A dendritic porphyrin containing meso-tetra(4-carboxyphenyl) porphine (TCPP)-iron complex was synthesized using 3,5-dihydroxybenzyl alcohol as a building block with each dendron extended to the fourth generation (G4 Fe-TCPP). This dendrimer was chosen in order to introduce an interface between TCPP and a solvent. This complex was capable of effectively oxidizing either phenolic or nonphenolic aromatic compounds in hydrophobic solvents. Kinetic studies revealed that the catalysis followed an enzyme-like reaction mechanism. The structure/function relationship was studied utilizing kinetic and spectroscopic techniques and a method based on computational chemistry. It was thus shown that the catalytic performance of G4 Fe-TCPP was due to the ester linkages between dendrons and TCPP, which lowered the barrier energy for the free rotation of the dendrons.. |
| 740. | Akihiro Sakoguchi, Sachiko Handa, Fumiyuki Nakashio, Shin Ya Okazaki, Masahiro Goto, Preparation of surfactant-subtilisin carlsberg complexes catalytically active in organic solvents, Kagaku Kogaku Ronbunshu, 27, 61-62, 2001.12, The characteristics of the surfactant-subtilisin Carlsberg (STC) complex are investigated on an enzymatic ester-exchange reaction in an organic solvent. The surfactant-STC complex exhibits a high enzymatic activity in various organic solvents although native STC hardly catalyzes the same reaction. The results reveal that the pH value and the surfactant concentration at the preparation stage have a prominent effect to ensure high catalytic activity of the enzyme complex in organic media. The high solubility of the surfactant-STC complex in organic media makes it possible to obtain direct information about the reaction mechanism by kinetic studies.. |
| 741. | F Kubota, K Shinohara, K Shimojo, T Oshima, M Goto, S Furusaki, T Hano, Extraction of rare earth metals by calix[4]arene solubilized in AOT reversed micellar solution, SEPARATION AND PURIFICATION TECHNOLOGY, 10.1016/S1383-5866(00)00215-X, 24, 1-2, 93-100, 2001.06, Extraction of rare earth metals (europium and yttrium) and their separation from zinc were investigated using a novel host compound, p-tert-octylcalix[4]arene carboxyl derivative as an extractant. Extraction behavior of the metals with a typical commercial extractant PC-88A or Versatic 10 was also examined. The cyclic ligand calixarene showed a high selectivity towards rare earth metals compared with PC-88A and Versatic 10. The addition of sodium ion into the feed aqueous solution enhanced the extractability of rare earth metals, and resultantly, improved the selectivity. The drawback of this promising extractant was the poor solubility in organic solvents. especially in nontoxic aliphatic solvents such as isooctane and kerosene. We attempted to solubilize the novel extractant calix[4]arene in isooctane by utilizing reversed micelles formed with an anionic surfactant AOT. p-tert-Butylcalix[4]arene could be dissolved in the AOT-isooctane reversed micellar solution by injecting an adequate amount of water. Furthermore. the extraction of metals from the aqueous solution dissolving sodium ion was conducted by the AOT-isooctane system containing p-tert-butylcalix[4]arene. The excellent extraction and separation of metals was achieved by using calixarene solubilized in the AOT-reversed micellar solution. (C) 2001 Elsevier Science BN. All rights reserved.. |
| 742. | S Okazaki, M Goto, S Furusaki, H Wariishi, H Tanaka, Preparation and catalytic performance of surfactant-manganese peroxidase-Mn-II ternary complex in organic media, ENZYME AND MICROBIAL TECHNOLOGY, 10.1016/S0141-0229(00)00344-6, 28, 4-5, 329-332, 2001.03, A novel preparation method for surfactant-MnP-Mn-II ternary complex utilizing water-in-oil emulsions has been developed. The surfactant-MnP complex was spectroscopically characterized, strongly suggesting that the heme environment of the surfactant-MnP complex in benzene is identical to that of native MnP in the aqueous buffer. o-Phenylenediamine oxidation catalyzed by the surfactant-MnP-Mn-II ternary complex was performed in benzene. The ternary complex efficiently catalyzed the oxidation, and the complex was catalytically stable. Kinetic experiments revealed that the reaction mechanism was as follows: MnP is oxidized by H2O2 and the oxidized intermediate catalyzes the oxidation of Mn-II to Mn-III and the latter, after complexed with malonate, readily oxidizes o-PDA inside the complex. Thus, the organic substrate U-PDA, but not Mn-III, shuttled between the surfactant-MnP-Mn-II ternary complex and organic solvent. (C) 2001 Elsevier Science Inc. All rights reserved.. |
| 743. | H Shimakoshi, A Goto, Y Tachi, Y Naruta, Y Hisaeda, Synthesis and redox behavior of dialkylated dicobalt complexes having two discrete salen units, TETRAHEDRON LETTERS, 42, 10, 1949-1951, 2001.03, Novel dialkylated dicobalt complexes with two discrete salen units have been synthesized and characterized by UV-vis, NMR, and ESI-mass spectroscopies as well as elemental analyses. Redox behavior of the complexes was investigated by means of cyclic voltammetry and ESR spin-trapping techniques. The results indicate that cobalt-carbon bonds cleave homolytically to produce the radical species during the electrolysis. (C) 2001 Elsevier Science Ltd. All rights reserved.. |
| 744. | T Ono, K Kawakami, M Goto, S Furusaki, Catalytic oxidation of o-phenylenediamine by cytochrome c encapsulated in reversed micelles, JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 10.1016/S1381-1177(00)00173-9, 11, 4-6, 955-959, 2001.01, Cytochrome c solubilized in reversed micelles formulated with di-2-ethylhexyl sulfosuccinate (AOT) has allowed to catalyze the oxidation of o-phenylenediamine (o-PDA) with hydrogen peroxide. The oxidative reaction did not occur effectively by cytochrome c in water. The nanostructural environment in reversed micelles seemed to perturb the three-dimensional structure of the active site of cytochrome c. The product obtained in reversed micelles had a specific absorption spectrum with the absorption peak at 720 nm, indicating a blue-colored solution, whereas common peroxidases such as horseradish peroxidase provided a yellow-colored product in water with the absorption peak at 420 nm. The difference in the oxidative products suggests that AOT molecules play an important role in the specificity of o-PDA oxidation. The dependency of the product species on the pH of the inner droplet in reversed micelles indicated that the specific oxidative product was prepared by electrostatic interaction with AOT molecules. (C) 2001 Elsevier Science B.V. All rights reserved.. |
| 745. | H. Wariishi, H. Tanaka, M. Goto, S. Furusaki, Nonaqueous biotechnology utilizing organic solvents tolerant ligninolytic enzymes, Proceedings of the Pulp and Paper Research Conference, 34-37, 2001.01, Lignin-degrading basidiomycetes have been known to secrete ligninolytic enzymes such as lignin and manganese peroxidases (LiP and MnP) and laccase. Since these enzymes play an important role in fungal metabolism of environmentally persistent aromatic compounds, including water-insoluble dioxin and biphenyl derivatives, we attempted to utilize them in nonaqueous media. Although these enzymes catalyze one-electron oxidation reactions, their electron transfer mechanisms are not the same. Therefore, the optimal method for each ligninolytic enzymes to utilize in organic media is different. To obtain stable ligninolytic activities in organic media, a peptide-hydrolyzed cytochrome c (microperoxidase-11), a dendritic porphyrin, and surfactant-coated MnP and laccase were prepared. Microperoxidase-11 was very stable in water miscible solvents such as methanol and ethanol, showing MnP activity as well as a peroxidase activity. The dendritic porphyrin oxidized both veratryl alcohol and 2, 6-dimethoxyphenol in benzene and chloroform. To obtain MnP and laccase complexes with surfactant molecules, a novel preparation method utilizing water-in-oil emulsions has been developed. LiP exhibited stable activity in isooctane when it was encapsulated in a reversed micelle.. |
| 746. | M Yoshida, K Uezu, M Goto, S Furusaki, Surface imprinted polymers recognizing amino acid chirality, JOURNAL OF APPLIED POLYMER SCIENCE, 10.1002/1097-4628(20001024)78:43.0.CO;2-T, 78, 4, 695-703, 2000.10, A highly enantioselective polymer was prepared for the separation of optically active tryptophan methylester by a surface molecular imprinting technique. An organophosphorus compound was found to be effective as a functional host molecule for recognizing the chirality of the amino acid ester. The imprinted polymers exhibited a higher template effect toward the corresponding imprinted tryptophan methylester than its isomer and analogues, while a reference polymer prepared without an imprinting molecule did not show any selectivity toward the enantiomers. The enantioselective recognition was quantitatively evaluated by determination of the binding constants of the D- and L-tryptophan methylester to the imprinted polymers. Furthermore, the mechanism for producing enantioselectivity was deduced from FTIR and H-1-NMR spectra. Based on the results obtained we concluded that the enantiomeric selectivity was mainly caused by electrostatic and hydrogen bonding interactions between the functional organophosphorus molecule and the target tryptophan methylester on the polymer surface. (C) 2000 John Wiley & Sons, Inc.. |
| 747. | M. Sakono, M. Goto, S. Furusaki, Erratum: Refolding of cytochrome c using reversed micelles (Journal of Bioscience and Bioengineering 89:5 (460)), Journal of Bioscience and Bioengineering, 89, 2000.08. |
| 748. | S Okazaki, M Goto, H Wariishi, H Tanaka, S Furusaki, Characterization and catalytic property of surfactant-laccase complex in organic media, BIOTECHNOLOGY PROGRESS, 10.1021/bp000042r, 16, 4, 583-588, 2000.07, The oxidation of o-phenylenediamine catalyzed in anhydrous organic solvents by surfactant-laccase complex was investigated. The complex was prepared by utilizing a novel preparation technique in water-in-oil (W/O) emulsions. The surfactant-laccase complex effectively catalyzed the oxidation reaction in various dry organic solvents, while laccase, lyophilized from an aqueous buffer solution in which its activity was optimized, exhibited no catalytic activity in nonaqueous media. To optimize the preparation and reaction conditions for the surfactant-enzyme complexes, we examined the effects of pH in the water pool of W/O-emulsions, the concentration of enzyme and surfactant at the preparation stage, and the nature of organic solvents at the reaction stage on the laccase activity in organic media. Surfactant-laccase complex showed a strong pH-dependent catalytic activity in organic media. Its optimum activity was obtained when the complex was prepared at a pH of about 3. Interestingly, native laccase in an aqueous buffer solution exhibited an optimum activity at the same pH of 3. The optimum preparation conditions of surfactant-laccase complex were [laccase] = 0.8 mg/mL and [surfactant] = 10 mM, and the complex showed the highest catalytic activity in toluene among nine anhydrous organic solvents. The effect of a cosolubilized mediator (1-hydroxybenzotriazole (HBT)) on the reaction was also investigated. The addition of HBT at the preparation stage of the enzyme complex did not accelerate the catalytic reaction because HBT was converted to an inactive benzotriazole (BT) by laccase. However, the addition of HBT at the reaction stage enhanced the catalytic performance by a factor of five compared to that without HBT.. |
| 749. | Y Sugimura, K Fukunaga, T Matsuno, K Nakao, M Goto, F Nakashio, A study on the surface hydrophobicity of lipases, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/S1369-703X(99)00072-8, 5, 2, 123-128, 2000.06, Surface properties, including surface net and local hydrophobicities, of bovine serum albumin, gamma-globulin, and six lipases of different origins were evaluated using the aqueous two-phase partitioning method. Each showed a specific and characteristic pattern of surface properties. Correlations between the protein surface hydrophobicities and the coverages of the proteins by lipid-coating with a synthetic detergent, dioleyl glucosyl L-glutamate, were discussed. The results indicated that the surface net hydrophobicity of each protein was indicative of the affinity of the protein for the coating detergent applied in lipid-coating. (C) 2000 Elsevier Science S.A. All rights reserved.. |
| 750. | M Sakono, M Goto, S Furusaki, Refolding of cytochrome c using reversed micelles (vol 89, pg 460, 2000), JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 89, 6, 626-626, 2000.06. |
| 751. | M Goto, C Hatanaka, T Haraguchi, Selective production of ricinoleic acid by hydrolysis of castor oil using lipase immobilized in N-polyisopropylacrylamide gel, KAGAKU KOGAKU RONBUNSHU, 26, 3, 402-405, 2000.05, Lipase from Candida cylindracea or Rhizopus was immobilized in gel beads prepared by copolymerization of N-isopropylacrylamide, H-N'-methylenebisacrylamide, and acrylamide. The hydrolysis reaction of castor oil was carried out at 37 degrees C by using immobilized lipase or free lipase. The optimal condition of immobilization of lipase and the productivity of ricinoleic acid is investigated. It is found that thermal inactivation of enzyme was suppressed and the formation of by-products such as estolide decreases by immobilization into the gel compared with free lipase.. |
| 752. | H Wariishi, S Tsutsumi, T Yamanaka, K Uezu, M Goto, S Furusaki, H Tanaka, One electron oxidation activity of dendritic porphyrin in nonaqueous media., ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 219, U275-U275, 2000.03. |
| 753. | M Yoshida, Y Hatate, K Uezu, M Goto, S Furusaki, Metal-imprinted microsphere prepared by surface template polymerization and its application to chromatography, JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 10.1002/(SICI)1099-0518(20000215)38:43.0.CO;2-U, 38, 4, 689-696, 2000.02, A metal ion-imprinted microsphere was prepared by surface molecular template polymerization. Trimethylolpropane trimethacrylate (TRIM), zinc ions, 1,12-dodecanediol-O, O'-diphenyl phosphonic acid (DDDPA) were used as a crosslinking agent, an imprint molecule, and a functional host molecule. The Zn(II)-imprinted microspheres, which are spherically well-defined particles, were prepared by using water-in-oil-in-water (W/O/W) multiple emulsions. The combination of TRIM and DDDPA serves to align the recognition sites resulting in better template sites produced on the polymer surface. We firstly conducted diagnostic zinc- and copper-ion adsorption tests with the Zn(II)-imprinted and unimprinted microspheres in order to make an assessment on the effectiveness of the molecular imprinting technique. Further, the metal-imprinted microspheres were applied to the column operation. The separation and recovery of metals were carried out by an adsorption column packed with the Zn(II)-imprinted microspheres. This performance was compared to that of commercial chelating resins that possess similar phosphoric functional groups. The Zn(II)-imprinted polymer shows an extremely high selectivity to the imprinted zinc ions compared to that of the commercial chelating resin. (C) 2000 John Wiley & Sons, Inc.. |
| 754. | F Kubota, T Kakoi, M Goto, S Furusaki, F Nakashio, T Hano, Permeation behavior of rare earth metals with a calix[4]arene carboxyl derivative in a hollow-fiber membrane, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(99)00231-8, 165, 2, 149-158, 2000.02, Extraction of three rare earth metals (Er, Ho and Y) was performed by a microporous hydrophobic hollow-fiber membrane extractor using a novel calix[4]arene carboxyl derivative in toluene. It was found that the permeation rate through the membrane of metal ions with calix[4]arene carboxyl derivative was relatively slow, while the addition of a small amount of sodium ion into the aqueous solution drastically accelerated the permeation rate and also enhanced the selectivity between heavy rare earth metals (Er and Ho) and Y. The experimental results obtained under a variety of conditions were analyzed by a diffusion model which combined with the complexation reaction at the aqueous-organic interface, taking account of the velocity distribution of the aqueous and organic solutions through the inner and outer sides, respectively, of the hollow-fiber membrane extractor. The model well explained the permeation behavior of the rare earth metals through the membrane and the role of sodium ion on the acceleration effect of the permeation rate. (C)2000 Elsevier Science B.V. All rights reserved.. |
| 755. | 荒木康祐, 上江洲一也, 後藤雅宏, 古崎新太郎, 吉田昌弘, 界面分子インプリント法を利用した希土類鋳型樹脂の設計とその分離特性, 化学工学会年会研究発表講演要旨集, 65th, 722, 2000.02. |
| 756. | N Kamiya, M Inoue, M Goto, N Nakamura, Y Naruta, Catalytic and structural properties of surfactant-horseradish peroxidase complex in organic media, BIOTECHNOLOGY PROGRESS, 10.1021/bp990125b, 16, 1, 52-58, 2000.01, A surfactant-horseradish peroxidase (HRP) complex that is catalytically active in organic media has been successfully prepared by a method utilizing water-in-oil (W/O) emulsions. To optimize conditions for preparation of the HRP complex, the effects of some key parameters in the aqueous phase of W/O emulsions were investigated The surfactant-HRP complex prepared with a nonionic surfactant exhibited a high catalytic activity compared to those with a cationic or anionic surfactant in anhydrous benzene. At the preparation step, the pH of the aqueous solution had a prominent effect on the enzymatic activity of the HRP complex in organic media. Several kinds of salts present in the HRP complex could be employed to enhance the catalytic performance in organic media. However, anionic ions present in the preparation pl process appeared to lower the catalytic activity owing to the complexation with heme iron. W-visible absorption spectra of the HRP complex in benzene, which were prepared from a KCN solution (pH 7.0) or an alkaline solution (pH 12), were comparable with those of native HRP in aqueous solution under the same conditions. Resonance Raman spectroscopic studies also revealed that no significant change in the coordination state of the heme iron occurred even after coating the enzyme with surfactant molecules, lyophilization, and solubilization in nonaqueous media.. |
| 757. | Masahiro Goto, Tsutomu Ono, Shintaro Furusaki, Reversed micelles as novel protein refolding media, ACS Symposium Series, 740, 374-383, 1999.12, Refolding of denatured RNase A was conducted by a nanostructural surfactant-based molecular assembly formulated with sodium di-2-ethylhexyl sulfosuccinate (AOT) in isooctane. In the novel refolding technique, a solid-liquid extraction was utilized as an alternative to the ordinary protein extraction by reversed micelles based on a liquid-liquid extraction. The effects of operational parameters such as concentration of AOT, Wo (=[H2O]/[AOT]), and pH were examined on the solubilization of denatured proteins into a reversed micellar solution. The typically denatured form of the protein being isolated is reactivated due to its refolding ability within the confines of the reversed micelle medium. A complete renaturation of RNase A was accomplished by adjusting the composition of the redox reagent even at a high protein concentration in which protein aggregation would usually occur in aqueous media. In the final step, the renatured RNase A was effectively recovered from the reversed micellar solution without the loss of the enzymatic activity.. |
| 758. | N Kamiya, H Kasagi, M Inoue, K Kusunoki, M Goto, Enantioselective recognition mechanism of secondary alcohol by surfactant-coated lipases in nonaqueous media, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/(SICI)1097-0290(19991020)65:23.0.CO;2-U, 65, 2, 227-232, 1999.10, The enantioselective recognition mechanism of secondary alcohol by lipases originated from Candida rugosa and Pseudomonas cepacia was elucidated on the basis of the kinetic study of the esterification of alcohol with lauric acid in isooctane. To obtain inherent kinetic parameters, we utilized a surfactant-coated lipase whose conformation is considered to be an "open" form in a homogeneous organic solvent. Based on the experimental results, the enantioselectivity of lipases was found to be derived from the difference in the V-max values between the two enantiomers. The same result was observed when lipases of different origin and substrates with different molecular structures were applied. (C) 1999 John Wiley & Sons, Inc.. |
| 759. | N Kamiya, M Goto, S Furusaki, Surfactant-histidine-heme ternary complex as a simple artificial heme enzyme in organic media, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/(SICI)1097-0290(19990820)64:43.0.CO;2-H, 64, 4, 502-506, 1999.08, A surfactant-heme complex which shows peroxidase activity in organic media has been prepared by a method utilizing water-in-oil (W/O) emulsions. Both the aqueous phase pH and the type of surfactant appeared to have prominent effect on the catalytic activity of the heme complex in benzene. The catalytic efficiency of the heme complex was enhanced more than ten times by adding histidine to the aqueous phase of W/O emulsions in the preparation process. The enhancement of peroxidase activity was observed only in a nonaqueous medium due to the increase of the effective concentration of histidine as an activator. In the present study, we propose a simple preparation method for an artificial heme enzyme which works in nonaqueous media. (C) 1999 John Wiley & Sons, Inc.. |
| 760. | 常守秀幸, 後藤雅宏, 古崎新太郎, 吉田昌弘, 川喜田哲哉, ジホスホン酸型抽出試薬を用いた核酸塩基誘導体の分離, 化学工学会秋季大会研究発表講演要旨集, 32nd, 901, 1999.08. |
| 761. | 通阪栄一, 上江洲一也, 後藤雅宏, 古崎新太郎, 吉田昌弘, 分子Imprint法による基質選択性を有する人工酵素の調製, 化学工学会秋季大会研究発表講演要旨集, 32nd, 457, 1999.08. |
| 762. | 吉田昌弘, 後藤雅宏, 古崎新太郎, 幡手泰雄, 分子インプリント法による分子認識能の発現に重要な因子の解明, 化学工学会秋季大会研究発表講演要旨集, 32nd, 456, 1999.08. |
| 763. | M Yoshida, K Uezu, M Goto, S Furusaki, Required properties for functional monomers to produce a metal template effect by a surface molecular imprinting technique, MACROMOLECULES, 10.1021/ma980472m, 32, 4, 1237-1243, 1999.02, sWe investigated the properties required to design functional monomers which produce an imprint effect in prepared metal-imprinted polymers. Novel organophosphorus functional monomers were synthesized, and zinc-imprinted polymers were prepared with the functional monomers by a surface molecular imprinting technique. The competitive adsorption behavior of zinc and copper ions on the surface-imprinted polymers was examined, and the template effect was characterized. A slight structural change in the functional monomers, which interact with target metal ions (zinc ions in this study), resulted in a favorable change in metal recognition by the zinc-imprinted polymers. It was found that the presence of aromatic rings and a suitable straight alkyl chain in the functional monomer in addition to a high binding affinity to the target metals renders molecular recognition on the surface of the imprinted polymers effective.. |
| 764. | H Matsuyama, M Teramoto, T Uesaka, M Goto, F Nakashio, Kinetics of droplet growth in the metastable region in cellulose acetate/acetone/nonsolvent system, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(98)00226-9, 152, 2, 227-234, 1999.01, The kinetics of droplet growth in the metastable region were investigated in cellulose acetate/acetone/nonsolvent system. The results obtained by the dynamic light scattering apparatus indicated that the droplet diameter d increased with time t in the relation of d(3)proportional to t in all cases. From the detailed consideration on the slope values in these relations, it was concluded that the droplet growth mechanism in this system was coalescence mechanism rather than Ostwald ripening mechanism. The direct observation of the freeze-dried polymer solution by SEM was not contradictory to this conclusion. The initial stage of droplet growth was investigated by the stopped-flow apparatus. The experimental results on the turbidities showed that the droplets grew in the relation of d(3)proportional to t as well as the results by the light scattering. (C) 1999 Elsevier Science B.V. All rights reserved.. |
| 765. | Kazuya Uezu, Masahiro Yoshida, Masahiro Goto, Shintaro Furusaki, Molecular recognition using surface template polymerization, CHEMTECH, 29, 4, 12-18, 1999.01, The application of surface template polymerization, a novel molecular-imprinting technique, to overcome the fundamental drawbacks of conventional polymer imprinting methods were investigated. A Zn(II)-imprinted polymer was prepared by surface template polymerization using dioleyl phosphoric acid (DOLPA) as a functional host molecule and divinylbenzene as a polymer matrix-forming monomer. Both the binding ability for Zn(II) and the interfacial activity of DOLPA were very high. The structure of the functional host molecule had a dominant effect on the rigidity of the polymer matrix.. |
| 766. | Kazuya Uezu, Masahiro Goto, Fumiyuki Nakashio, Metal Ion-Imprinted Polymers Prepared by Surface Template Polymerization with Water-in-Oil Emulsions, ACS Symposium Series, 703, 278-289, 1998.12, Metal ion-imprinted polymers are prepared by surface template polymerization, an emulsion polymerization process which utilizes a functional monomer, an emulsion stabilizer, a polymer matrix-forming co-monomer, and a print molecule. Such surface-templated polymers offer high sorption rates for metal ions as well as high selectivity. For this technique, the interfacial activity of the functional monomer is a vital factor for the selection of a suitable metal ion-binding amphiphile. It is also an important factor for the firm attachment of the functional monomer onto the polymer matrix. We have succeeded in preparing highly selective ion-imprinted polymers by two approaches: a) the design of functional monomers; and b) post-irradiation with gamma rays to make the polymer matrix more rigid. Adsorption behavior of Zn(II) and Cu(II) by the newly synthesized polymers has been evaluated. The imprinting effect on metal-ion adsorption efficiency and selectivity is discussed.. |
| 767. | Henry Kasaini, Masahiro Goto, Shintaro Furusaki, Recovery of cobalt from a multi-component sulphate solution containing Zn (II), Cu (II) and Ni (II) ions by using the emulsion membrane technique, Solvent Extraction Research and Development, 1998, 5, 83-95, 1998.12, Three-stage batch extraction tests were performed on a multi-component sulphate solution containing equal amounts (1mol/m3) of Co (II), Ni (II), Zn (II), Cu (II) ions by using the Emulsion Liquid Membrane (ELM) technique. The mobile carrier 2-ethylhexyl phosphonic acid mono-2-ethylhexylester and polyamine surfactant were employed. Total contact time between emulsion and feed solution varied in the range 1.5 - 6 minutes for the extraction stages. The overall separation factors achieved in ELMs were: β Zn/Co =9, β Cu/Co = 1.9, and β Co/Ni = 42. These results are superior to the overall separation factors obtained from the corresponding multicomponent liquid-liquid extraction system. We found that the permeation rates of Co, Ni and Cu were interfacially controlled while Zn permeation was diffusion controlled. Further, we succeeded in demulsifying the emulsion membranes containing polyamine surfactant within 4 minutes by using an electric coalescer at 10 kilovolts and recovered the interior electrolyte at each stage. We have demonstrated that multistage separation of these metal ions from a multicomponent sulphate solution is practicable using recycled organic solution.. |
| 768. | Y Sugimura, K Fukunaga, T Matsuno, K Nakao, M Goto, F Nakashio, A study on the lipid-coating of lipases, BIOCHEMICAL ENGINEERING JOURNAL, 10.1016/S1369-703X(98)00026-6, 2, 2, 137-143, 1998.11, A quantitative study on the lipid-coating of lipases together with soluble globular proteins such as bovin serum albumin and gamma-globulin was carried out using a synthetic lipid, dioleyl glucosyl L-glutamate, by means of a solution depletion method. Complexation isotherms similar to Langmuir-type adsorption isotherms with saturation plateaus were derived from the results, and additional parameters, such as the number of complexation sites (n) and the complexation constant (K), were also evaluated. Together; these data provide a more detailed description of the lipid-coating process. For example, it is possible to predict the coverage of proteins, the number of lipid molecules bound per protein molecule, the maximum values of this number, and the compositions of the precipitated lipid-coated protein under the given lipid-coating conditions. The positive correlation among protein surface hydrophobicity; coverage of protein, and diminished amounts of the lipid molecules required to hydrophobize an original protein confirms that the affinity between protein and lipid in this process is primarily hydrophobic, and that the lipid-coating of enzymes seems to be limited by intrinsic structural features of the enzymes themselves. The reactivity of the lipid-coated lipase in organic solvents depends on the pH of the aqueous solution in the complexation and shows the same profile as that of native lipase in aqueous solution, while the coverage of lipases is scarcely influenced by aqueous pH. The coverage of lipase had no influence on specific activity or enantioselectivity in the enzymatic reaction in organic solvent. (C) 1998 Elsevier Science S.A. All rights reserved.. |
| 769. | M Goto, C Hatanaka, T Haraguchi, Glyceride synthesis using lipase immobilized in N-polyisopropylacrylamide gel, KAGAKU KOGAKU RONBUNSHU, 24, 6, 923-927, 1998.11, Lipase from Candida cylindracea was immobilized in the gel beads prepared by copolymerization of N-isopropylacrylamide, N,N'-methylenebisacrylamide, and acrylamide. The optimal conditions of immobilization of lipase, for example molar ratio of monomer, cross-linking reagent, polymerization initiator, and stirring speed, are investigated. The esterification reaction between oleic acid and glycerol was carried out at 37 degrees C by using the immobilized lipase or free lipase. It is found that selectivity of monoolein synthesis is higher when using immobilized lipase in gels compared with free lipase. The gel beads undergo thermal phase transition. The gel swells below lower critical solution temperature (LCST) and shrinks above LCST. An esterification reaction by lipase immobilized in gel was carried out by swinging the temperature between 37 degrees C (above LCST) and 5 degrees C (below LCST). It is found that the mass transfer rate in the gel is enhanced by phase transition.. |
| 770. | M Yoshida, K Uezu, F Nakashio, M Goto, Spacer effect of novel bifunctional organophosphorus monomers in metal-imprinted polymers prepared by surface template polymerization, JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 10.1002/(SICI)1099-0518(19981115)36:153.0.CO;2-X, 36, 15, 2727-2734, 1998.11, The interfacial activity and the molecular structure of functional monomers are critical factors that determine the success of synthesizing metal-imprinted polymers by surface template polymerization. From this point of view, first we prepared three distinct novel bifunctional organophosphorus monomers that are interspaced, in each case, by an alkyl spaces having a specific length. Each monomer carries two phosphonic acid groups and two aromatic groups in its molecular structures. Further, by using the synthesized bifunctional monomers, we prepared highly selective Zn(II)imprinted polymers by the surface template polymerization initiated from a water-in-oil emulsion. To evaluate the template effect, we conducted diagnostic adsorption studies on Zn(II)-imprinted and unimprinted polymers with zinc ions. A high interfacial activity was found to be required for the functional monomers to create the predominant template effect. It became clear that Zn(II)-imprinted polymers having bifuctional monomers with 12-length alkyl chains (1,12-dodecanediol-O, O'-diphenyl phosphonic acid: DDDPA) yielded the best results. Moreover, analysis results of adsorption behavior supported a high-performance of the Zn(II)-imprinted polymers with DDDPA. (C) 1998 John Wiley & Sons, Inc.. |
| 771. | M Goto, Y Ishikawa, T Ono, F Nakashio, TA Hatton, Extraction and activity of chymotrypsin using AOT-DOLPA mixed reversed micellar systems, BIOTECHNOLOGY PROGRESS, 10.1021/bp9800790, 14, 5, 729-734, 1998.09, Novel reversed micellar solutions formulated with a mixture of AOT (dioctyl sulfosuccinate) and DOLPA (dioleyl phosphoric acid) show good potential for use in reversed micellar protein extraction operations. Chymotrypsin is easily extracted from an aqueous phase into organic isooctane containing 10 mM AOT and DOLPA in a 4:1 ratio. The extraction ability of the mixed reversed micelles of 10 mM was higher than that of 200 mM AOT alone. The results of extraction indicated that the AOT-DOLPA mixed reversed micelles are very useful for separating and enriching chymotrypsin. Back-extraction of chymotrypsin from the organic phase to a fresh aqueous phase is also accomplished by adding an alcohol to the organic phase. Although the back-transfer of chymotrypsin from the reversed micelles formed by AOT alone is very slow and difficult, in the AOT-DOLPA mixed reversed micelles, the back-extraction can be achieved completely by addition of 10% (v/v) isobutyl alcohol to the reversed micellar phase. The time to attain to the equilibrium of back-extraction was reduced from more than 24 to 2 h by adding the alcohol. On the basis of the activity data, the best composition of AOT and DOLPA was a 4:1 ratio and the total surfactant concentration was 10 mM. The activity of chymotrypsin recovered from the mixed reversed micelles was higher than that of the initial protein before the forward-transfer. This result means that the novel mixed reversed micellar solutions are useful not only in separation but also in purification of proteins.. |
| 772. | H Kasaini, F Nakashio, M Goto, Application of emulsion liquid membranes to recover cobalt ions from a dual-component sulphate solution containing nickel ions, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(98)00105-7, 146, 2, 159-168, 1998.08, Emulsion liquid membranes (ELMs) containing 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester (PC-88A) have been applied to recover cobalt II ions from a dilute sulphate solution containing equal amounts of nickel II ions (0.16 g/l). We focused on the study to develop an effective technique to recover cobalt as a target metal. It is found that polyamine (PX 100) membranes allow better permeation rates of cobalt ions than sorbitan monooleate (Span 80) membranes. The separation factor (beta(Co/Ni)) in polyamine membranes averaged 70 at a carrier concentration of 12 mol/m(3) and feed solution pH 5.5. The permeation rate of Co IIwas found to increase proportionately with feed pH while for Ni II it decreased substantially at pH above 5.5 indicative of slower interfacial reaction rate. We found that short contact time (4-6 min) of feed solution and emulsion improved separation factor (beta(Co/Ni)) at feed pH above 5.5 and also minimized chances of emulsion break up. We have also observed that Span 80 membranes are hydrolyzed readily in a moderate acidic sulphate solution (pH 4.0-5.5) to form viscous gels. Results have shown that excess carrier [(HR)(2)] affects the stability of emulsion and thus the separation factor. The critical ratio of carrier to emulsifier [(HR)2]/[C-sf] was found to be approximately 0.5. This paper concludes with a discussion on the prospects of ELM system in practical use. (C) 1998 Elsevier Science B.V, All rights reserved.. |
| 773. | T Kakoi, T Oshima, T Nishiyori, F Kubota, M Goto, S Shinkai, F Nakashio, Effect of sodium ions on the extraction of rare earth metals by liquid surfactant membranes containing a calix[4]arene carboxyl derivative, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(97)00341-4, 143, 1-2, 125-135, 1998.05, A novel host compound calixarene has been applied as a mobile carrier for the separation and concentration of rare earth metals by liquid surfactant membranes (LSMs). Using the novel carrier, extraction of rare earth metals (Ho, Er and Y) by LSMs was systematically studied in a stirred cell. Extraction behavior of rare earth metals by the carboxyl derivative of calix[4]arene was found to be extremely sensitive to coexisting sodium ions in the feed solution. The extractability of rare earth metals was remarkably enhanced by the addition of sodium ions. The permeation rate of rare earth metals through the LSMs in the presence of sodium ions was 100-fold higher than that without sodium ions. This enhancement of the permeation rate is attributed to the preferential conformation change in the host compound of calixarene initiated by sodium ions. The permeation mechanism of rare earth metals by LSMs is elucidated by an interfacial reaction model. (C) 1998 Elsevier Science B.V.. |
| 774. | YP Tong, M Hirata, H Takanashi, T Hano, F Kubota, M Goto, F Nakashio, M Matsumoto, Extraction of lactic acid from fermented broth with microporous hollow fiber membranes, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(98)00016-7, 143, 1-2, 81-91, 1998.05, Non-dispersive solvent extraction of lactic acid based on anion-exchange reaction with tri-n-octylmethylammonium chloride dissolved in oleyl alcohol, the optimum extraction reagents selected for extractive fermentation of lactic acid with Lactobacillus rhamnosus, was attempted in a microporous hollow fiber membrane device. A satisfactory recovery of lactic acid from both aqueous solution and actual fermented broth was accomplished, signifying the great potential of integrating the membrane extraction with fermentation process. A theoretical model which took into account the mass transfer resistances across organic and aqueous films and membrane was developed to analyze and predict the extraction behavior. The model prediction was found to be in good agreement with the experimentally observed results. (C) 1998 Elsevier Science B.V.. |
| 775. | SY Huang, HL Chang, M Goto, Preparation of surfactant-coated lipase for the esterification of geraniol and acetic acid in organic solvents, ENZYME AND MICROBIAL TECHNOLOGY, 10.1016/S0141-0229(97)00257-3, 22, 7, 552-557, 1998.05, Lipolytic esterification of geraniol and acetic acid in an organic solvent was investigated. A surfactant-coated lipase (SCL) was designed to enhance the esterification. The ester product, geranyl acetate, is an important component of flavor and fragrance compounds. Fatty acids such as acetic acid cause substantial deactivation of lipase, resulting in low esterification yields. SCL is expected to prevent direct contact of organic solvent and the substrates with lipase, thereby decreasing enzyme deactivation. The lipase from Candida cylindrecea interacted with the surfactant Span 85 in a buffer of pH 5.2 to form SCL for the esterification of geraniol and acetic acid. The SCL possessed low solubility in organic solvents which is beneficial for the recovery and repeated usage of enzyme. At the condition of [geraniol/acetic acid] = 2, lipase/surfactant = 0.5 and in isooctane at 35 degrees C, the esterification yields after 24 and 36 h were 83.7 and 97%, respectively, which were much higher than those obtained by using reverse micelles and powdered lipase. The organic solvent had a dramatic effect on the esterification yield. The polarity of the product, substrate, and organic phase were used as the criteria for solvent selection. The SCL was easy to prepare, could be repeatedly used and exhibited long-term stability. The esterification efficiency remained unchanged after nine days of use. (C) 1998 Elsevier Science Inc.. |
| 776. | Y Hashimoto, T Ono, M Goto, TA Hatton, Protein refolding by reversed micelles utilizing solid-liquid extraction technique, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/(SICI)1097-0290(19980305)57:53.0.CO;2-F, 57, 5, 620-623, 1998.03, This article reports that a reversed micellar solution is useful for refolding proteins directly from a solid source. The solubilization of denatured RNase A, which had been prepared by reprecipitation from the denaturant protein solution, into reversed micelles formulated with sodium di-2-ethylhexyl sulfosuccinate (AOT) has been investigated by a solid-liquid extraction system. This method is an alternative to the ordinary protein extraction in reversed micelles based on the liquid-liquid extraction. The solid-liquid extraction method was found to facilitate the solubilization of denatured proteins more efficiently in the reversed micellar media than the ordinary phase transfer method of liquid extraction. The refolding of denatured RNase A entrapped in reversed micelles was attained by adding a redox reagent (reduced and oxidized glutathion). Enzymatic activity of RNase A was gradually recovered with time in the reversed micelles. The denatured RNase A was completely refolded within 30 h. In addition, the efficiency of protein refolding was enhanced when reversed micelles were applied to denatured RNase A containing a higher protein concentration that, in the case of aqueous media, would lead to protein aggregation. The solid-liquid extraction technique using reversed micelles affords better scale-up advantages in the direct refolding process of insoluble protein aggregates. (C) 1998 John Wiley & Sons, Inc.. |
| 777. | T Kakoi, T Nishiyori, T Oshima, F Kubota, M Goto, S Shinkai, F Nakashio, Extraction of rare-earth metals by liquid surfactant membranes containing a novel cyclic carrier, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(97)00173-7, 136, 1-2, 261-271, 1997.12, Extraction behavior of three rare-earth metals (He, Er and Y), was systematically studied by liquid surfactant membranes (LSMs) containing a novel host compound, a calixarene carboxyl derivative, which is a cyclic compound connected to some phenol rings, as a mobile carrier in a stirred cell. Using the host compound, the extraction equilibrium of the metals in liquid-liquid extraction was also investigated in order to elucidate the complexation mechanism between the metal ions and the cyclic compound. The calixarene carboxyl derivative showed a high extractability for all rare-earth metal ions compared with the analog monomer compound. The extractability for the rare-earth metals was found to increase in the following order: monomer |
| 778. | Jun Ichiro Yamagawa, Masahiro Goto, Fumiyuki Nakashio, Novel organophosphorus extractants for the recycle of transuranium elements, Solvent Extraction Research and Development, 1997, 12-22, 1997.12, Novel extractants having two functional phosphonic groups in the molecular structure have been synthesized. The solvent extraction of six lanthanide group metals in nitric acid media has been investigated with a view to developing an extraction model suited to transuranium elements in a liquid-liquid extraction system. Results have shown that the novel extractants possess superior extraction characteristics and selectivity for lanthanides as compared to ordinary mono-phosphonic acid extractants. The enhanced extraction properties of the newly synthesized extractants are attributed to the presence in the molecular structure of a shorter alkyl chains linking the two constituted functional groups. In addition, the thermodynamic properties, entropy and enthalpy, have been evaluated from temperature dependent extraction profiles to elucidate the extraction mechanism.. |
| 779. | Shin Ya Okazaki, Kojiro Abe, Masahiro Goto, Fumiyuki Nakashio, Preparation of surfactant-enzyme complex utilizing water-in-oil emulsion, Kagaku Kogaku Ronbunshu, 23, 609, 1997.12, A novel preparation method for surfactant-enzyme complexes applicable in organic media is developed utilizing a water-in-oil (W/O) emulsion. This preparation method entails simple stages while it offers the advantages of enhanced enzymatic activity in the reacting media and eliminates enzyme loss. Using the surfactant-chymotrypsin complex, peptide synthesis with amino acid derivatives was conducted in tetrahydrofuran. The surfactant-chymotrypsin complex indicates higher activity than native chymotrypsin. This modified method will facilitate the usage of enzymes in organic media as new biocatalysts.. |
| 780. | Takahiko Kakoi, Yukiko Tomono, Masahiro Goto, Tokihiro Kago, Fumiyuki Nakashio, Solvent extraction of cadmium by dioleylphosphoric acid, Solvent Extraction Research and Development, 1997, 62-72, 1997.12, The extraction mechanism of cadmium (II) with dioleylphosphoric acid has been investigated in a liquid-liquid extraction system. Dioleylphosphoric acid was found to possess a high extraction potential for cadmium ions. The composition of the complex between a cadmium ion and the extractant was elucidated by slope analysis and by Job's method. The cadmium ion reacts with two dimers of dioleylphosphoric acid in n-dodecane and two protons in the extractant are released to the aqueous phase. The location site of the organometallic complex CdR2•4HR in the organic solvent has been observed by a light scattering method performed on loaded organic solution to exist in the wall of reversed micelles. Further, the back-extraction was easily achieved by contacting the loaded organic phase with hydrochloric acid solution.. |
| 781. | S Okazaki, N Kamiya, M Goto, Application of novel preparation method for surfactant-protease complexes catalytically active in organic media, BIOTECHNOLOGY PROGRESS, 10.1021/bp970064m, 13, 5, 551-556, 1997.09, We have applied the newly developed method of preparing surfactant-enzyme complexes to other different enzyme sources in order to study the efficacy of this technique in the catalyzed transesterification processes. Protease from varied material sources was modified with surfactant molecules utilizing water-in-oil (W/O) emulsions, and the complex so formed proved very effective in catalyzing vinyl butyrate transesterification with benzyl alcohol in organic media. By contrast, native commercial protease and a lyophilized protease hom optimum buffer solution pH hat-dry catalyzed the above process. Although, conventionally prepared surfactant-coated protease had shown some catalytic activity, its performance was significantly lower than that of the surfactant-protease complex assembled in the novel preparation method. The typical transesterification rates catalytically induced by surfactant-protease complexes were in the range of 7-260-fold superior relative to other catalyzed reaction systems. The preparation and reaction conditions of the surfactant-protease P (Aspergillus melleus) have been optimized through studies of the effect of aqueous pH in the W/O emulsions, the nature of the organic solvents and surfactants, and the reaction temperature. The protease complex prepared from nonionic surfactant 2C(18)Delta(9)GE at optimized aqueous pH yielded the best results in isooctane at 45 degrees C. This novel enzyme modification method is conceptually simple, and the resultant complexes are elucidable. It is hoped that this method will become useful, particularly in preparing enzymes that are nonaqueous media sensitive and soluble in organic solution.. |
| 782. | T Ono, M Goto, Application of reversed micelles in bioengineering, CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 2, 4, 397-401, 1997.08, Reverse micelles have found wider biological applications recently in terms of providing an enabling hydrophilic environment for solubilized functional biomaterials in organic media. Further, separation and purification of target proteins from aqueous solution using micellar aggregates created in hydrophobic media as well as efficient refolding of proteins in micellar solutions have become possible.. |
| 783. | N Kamiya, M Goto, How is enzymatic selectivity of menthol esterification catalyzed by surfactant-coated lipase determined in organic media?, BIOTECHNOLOGY PROGRESS, 10.1021/bp9700317, 13, 4, 488-492, 1997.07, A kinetic study of menthol esterification reaction catalyzed by surfactant-coated lipase (from Candida rugosa) has been conducted in dry isooctane. The kinetic characteristics observed in the enantioselective esterification of menthol with lauric acid (C-12) was found to conform to a ping-pong bi-bi mechanism with dead-end inhibition by excess menthol. According to the mechanism we determined the maximum reaction velocity (V-max), Michaelis constants (K-m(fatty acid) and K-m(menthol)), and the inhibition constant (K-i). Results have shown that the constant values K-m and K-i of (+)-menthol are comparable with the corresponding values of the (-)-isomer. However, there was significant difference in the V-max values between the two enantiomers; the V-max involving the (-)-isomer was a 100-fold faster than that of the (+)-isomer. The results suggest that the lipase should recognize the chirality of menthol molecule not in the binding process to the hydrophobic pocket of the lipase but in the nucleophilic attack of the OH group in (-)-menthol. To assess the substrate specificity of C. rugosa lipase for carboxylic acids, the effect of fatty acids of varying chain lengths (C-14, C-16) on esterification kinetics have been studied using the (-)-menthol. We found that fatty acids exhibit different K-m values, whereas their V-max values are invariably similar. The results have indicated that the catalytic activity of the surfactant-coated lipase for different fatty acid largely depends on the binding behavior of a fatty acid to the active site of the coated enzyme and this action is independent of the acylation step of the (-)-isomer by an acylenzyme intermediate.. |
| 784. | SY Okazaki, N Kamiya, K Abe, M Goto, F Nakashio, Novel preparation method for surfactant-lipase complexes utilizing water in oil emulsions, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/(SICI)1097-0290(19970720)55:23.0.CO;2-E, 55, 2, 455-460, 1997.07, A novel preparation method for surfactant-lipase complexes has been developed utilizing water in oil emulsions. In order to optimize the preparation conditions, we have investigated the effects of several operational parameters on the enzymatic activity of the surfactant-lipase complexes in organic media. When a nonionic surfactant was employed under optimal preparation conditions [alkaline pH 8-10, organic/aqueous = 90/10 (v/v), concentration of surfactant, 10 mM], the surfactant-lipase complex efficiently catalyzed the esterification of benzyl alcohol with lauric acid in organic media. The esterification rate of the surfactant-lipase complex was increased over 16-fold relative to the native powder lipase. Furthermore, the lipase complex showed high storage stability. (C) 1997 John Wiley & Sons, Inc.. |
| 785. | Kazuya Uezu, Hiroki Nakamura, Jun Ichi Kanno, Takanobu Sugo, Masahiro Goto, Fumiyuki Nakashio, Metal ion-imprinted polymer prepared by the combination of surface template polymerization with postirradiation by γ-rays, Macromolecules, 10.1021/ma961391y, 30, 13, 3888-3891, 1997.06, Zinc ion-imprinted polymers were prepared by the combination of surface template polymerization and irradiation by γ-rays. Dioleyl phosphate, which has two C-C double bonds in the oleyl chains, and divinylbenzene were employed as a functional monomer and a cross-linking agent, respectively. After the surface template polymerization with water-in-oil emulsions, the imprinted resins were irradiated with γ-rays to make the polymer matrices more rigid and also to allow the functional monomer to attach firmly to the matrices. The irradiated imprinted resin exhibits a tremendously high selectivity toward zinc ions over copper ions. Thus it is understood that the postirradiated imprinted polymers are characterized by stable and highly specific recognition sites. The combination of surface template polymerization with irradiation with γ-rays offers a potential technique to construct highly selective molecular-recognizing polymers applicable to the adsorption of various water-soluble substances.. |
| 786. | M Yoshida, K Uezu, M Goto, F Nakashio, A novel bifunctional organophosphorus monomer for metal ion-imprinted polymers by surface template polymerization., ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 213, 25-IEC, 1997.04. |
| 787. | M Goto, T Ono, F Nakashio, TA Hatton, Design of surfactants suitable for protein extraction by reversed micelles, BIOTECHNOLOGY AND BIOENGINEERING, 10.1002/(SICI)1097-0290(19970405)54:13.0.CO;2-#, 54, 1, 26-32, 1997.04, New surfactants have been synthesized for potential use in reversed micellar protein extraction operations. Preferential solubility of the surfactant in an aliphatic solvent such as hexane, heptane, or isooctane a nd the formation of reversed micelles accompanied with solubilization of significant quantities of water can be achieved by using strongly hydrophobic, twin alkyl chains as the hydrophobic moiety. Different surfactants having identical water-solubilizing capacities can have significantly different behavior in protein extractions, where extraction efficiency appears to be governed by the nature of the interfacial complex that forms between surfactants and proteins. Bulky surfactant chains provide a steric hindrance to the adsorption of the surfactant to the protein surface, thus inhibiting solvation of the protein/surfactant complex, and hence protein extraction. Under these conditions, a precipitate forms either in the bulk aqueous phase or at the interface. Surfactants that can form a close-packed complex with the protein are excellent protein-solubilizing agents. Dioleyl phosphoric acid (DOLPA) appears to be the best surfactant currently available for protein extraction. (C) 1997 John Wiley & Sons, Inc.. |
| 788. | S Noda, N Kamiya, M Goto, F Nakashio, Enzymatic polymerization catalyzed by surfactant-coated lipases in organic media, BIOTECHNOLOGY LETTERS, 10.1023/A:1018334430266, 19, 4, 307-309, 1997.04, Structural ring-opening of lactones driven by enzymatic polymerization has been performed using low concentration dosages of surfactant-coated lipases in organic media. By comparison, enzymatic polymerization rate with coated lipase proceeded at a rate 100-fold better than native powder. Similarly a higher polymeric molecular weight (21,300), narrow dispersity (Mw/Mn = 1.9) and better conversion (100%) were obtained following polyesterification tests with surfactant-coated lipase.. |
| 789. | K Uezu, M Goto, F Nakashio, Metal ion-imprinted polymers prepared by surface template polymerization with W/O emulsions., ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 213, 101-IEC, 1997.04. |
| 790. | Masahiro Goto, Masahiro Goto, Curtis J. Medeiros, T. Alan Hatton, Novel liquid immobilized chymotrypsin as nanostructural bioreactor units, Biotechnology Techniques, 10.1023/A:1018476710895, 11, 3, 141-143, 1997.04, α-Chymotrypsin encapsulated in reversed micelles formulated with dioleyl phosphoric acid has been used as a nanostructural bioreactor for the hydrolysis of amine acid derivatives in aqueous media. The enzymatic activity entrapped in the reversed micelles remained at more than 90% activity for the successive one month owing to an insulating environment for the enzyme.. |
| 791. | T Hara, M Yoshida, K Uezu, M Goto, F Nakashio, Separation of rare earth metals by imprinted polymers utilizing surface template polymerization., ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 213, 30-IEC, 1997.04. |
| 792. | 後藤 雅宏, 中塩 文行, 抽出操作 (先端技術に対応する単位操作), ケミカルエンジニヤリング, 42, 2, 124-128, 1997.02. |
| 793. | K Abe, T Kawazoe, SY Okazaki, M Goto, F Nakashio, Peptide synthesis by surfactant-chymotrypsin complexes in organic media, BIOTECHNOLOGY TECHNIQUES, 10.1007/BF02764446, 11, 1, 25-29, 1997.01, Peptide synthesis by surfactant-chymotrypsin (CT) complexes was performed in organic media containing 1%-8% (v/v) water. The CT complex exhibited a higher enzymatic activity than native CT. The control of the water content in the reaction media has a crucial effect on the enzymatic activity. The maximum conversion (57%) for the peptide synthesis by the surfactant-CT complex was obtained at 4% water content.. |
| 794. | Tsutomu Ono, Takayuki Miyazaki, Masahiro Goto, Fumiyuki Nakashio, Effect of organic solvents on extraction behaviour of cytochrome c using reversed micellar solutions, Solvent Extraction Research and Development, 1996, 1-9, 1996.12, The effect of organic solvents on the extraction behaviour of cytochrome c has been investigated with reversed micellar solutions. An aliphatic solvent such as hexane, octane or isooctane was suitable for protein extraction operations using the reversed micelles. Organic solvents having a different hydrophobicity show significantly different behaviour in protein extraction, where extraction efficiency appears to be governed by the nature of the interfacial complex that is formed by surfactants and proteins. Solvent effects on the protein extraction are more dominant in the AOT system rather than that in the DOLPA system. Addition of alcohol appears to decrease the activity of proteins in the back-extraction step, although it is effective for recovering proteins from the reversed micellar solutions.. |
| 795. | Chiaki Hatanaka, Toshihide Haraguchi, Shunsuke Ide, Muneharu Goto, Masahiro Goto, Fumiyuki Nakashio, Naoya Otomo, Lipase-catalyzed synthesis of erythritol oleate, Kagaku Kogaku Ronbunshu, 22, 933-934, 1996.12, Enzymatic esterification reaction of erythritol and oleic acid was carried out in the reaction system of controlled water content. A higher conversion was obtained when the water content in the system was adjusted ranging from 1,000 to 4,000 ppm. It was shown that the water in such systems was bound to the enzyme protein and needed for appearance of the enzyme activity. The process of crystallization of erythritol appeared to be effective for the acceleration of lipase-catalyzed synthesis.. |
| 796. | Masahiro Goto, Fumiyuki Nakashio, Michio Iwama, Hidekazu Yohizawa, Kazuya Ijichi, Yoshimitsu Uemura, Yasuo Hatate, Preparation of double-layer microcapsules coated by a synthesized lipid and their controlled release, Kagaku Kogaku Ronbunshu, 22, 925-926, 1996.12, A double layer microcapsule composed of nylon and polystyrene has been prepared by a combined process of interfacial polymerization and solvent evaporation. The release rate of sodium ions as a core material was investigated with the microcapsules coated by a synthesized lipid. The permeation rate drastically changed corresponding to the phase transition temperature of the bilayer membranes composed of the lipid. The permeability of the core material above the phase transition temperature was 1-order of magnitude higher than that below the temperature. A functional microcapsule in which a core material is controlled by a membrane structure can be prepared by coating the microcapsule with a synthesized lipid.. |
| 797. | Takahiko Kakoi, Kazuo Kondo, Kazuo Kondo, Masahiro Goto, Fumiyuki Nakashio, Separation of palladium and platinum by liquid surfactant membranes with a sulfur-containing carrier, Solvent Extraction Research and Development, 1996, 201-212, 1996.12, Separation of palladium and platinum from a hydrochloric acid solution was conducted with liquid surfactant membranes (LSMs) containing didodecylmonothiophosphoric acid (DDTPA) as a carrier and a synthesized surfactant as an emulsifier in a stirred tank. The extraction behavior of palladium and platinum in liquid-liquid extraction was examined, along with the LSM experiments. At high concentration of hydrochloric acid, palladium was extracted selectively over platinum by DDTPA, while platinum was extracted at low chloride concentration. Synthetic surfactants themselves have the ability to extract the two metals. In a LSM with DDTPA as a carrier, palladium was found to be extracted rapidly and selectively over platinum from the feed solution into the liquid membrane phase and could be concentrated in the recovery solution. Using ionic surfactants which have a quaternary ammonium group in their structures, the extraction rate of palladium became fast compared to that with a nonionic surfactant.. |
| 798. | T Ono, M Goto, F Nakashio, TA Hatton, Extraction behavior of hemoglobin using reversed micelles by dioleyl phosphoric acid, BIOTECHNOLOGY PROGRESS, 10.1021/bp960055y, 12, 6, 793-800, 1996.11, A new surfactant, dioleyl phosphoric acid (DOLPA), has been applied to the extraction of hemoglobin using reversed micelles. The reversed micelles formed by DOLPA can easily extract hemoglobin from aqueous to reversed micellar solutions. DOLPA is the first surfactant to extract hemoglobin completely without using any cosurfactants. On the basis of the difference between DOLPA and AOT reversed micelles in the forward extraction behavior of hemoglobin, the nature of the interfacial complex that would be formed between surfactants and hemoglobin at the oil-water interface was found to be the dominant factor in determining the extraction efficiency of hemoglobin by reversed micelles. In addition, back-transfer studies of hemoglobin from the DOLPA reversed micelles were also carried out by the phase transfer method. It was found that hemoglobin, once dissolved into the DOLPA reversed micelles, is not transferred to a fresh aqueous solution even when the conditions are adjusted to not allow the forward transfer of hemoglobin. However, the addition of several kinds of alcohol drastically improved the yield in the back-transfer of hemoglobin. The efficiency in the back-transfer of hemoglobin strongly depends on the aqueous conditions that are in contact with the reversed micelles, such as pH, ionic strength, and alcohol concentration. A pH higher than the pi of hemoglobin, a salt concentration lower than that of the water pool, and the proper concentration of alcohol are required for the recovery aqueous phase to ensure the back-transfer of hemoglobin from the DOLPA reversed micelles.. |
| 799. | 神谷 典穂, 後藤 雅宏, 有機媒体中で機能する界面活性剤 -酵素複合体の調製とその工学的利用-, 化学工学, 60, 11, 803-804, 1996.11. |
| 800. | 上江洲 一也, 後藤 雅宏, 中塩 文行, 界面鋳型重合法を用いた希土類金属分離材料の開発 (注目される開発技術), ケミカルエンジニヤリング, 41, 11, 862-866, 1996.11. |
| 801. | T Kakoi, M Goto, F Nakashio, Separation of platinum and palladium by liquid surfactant membranes utilizing a novel bi-functional surfactant, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(96)00137-8, 120, 1, 77-88, 1996.10, Using a bi-functional surfactant which has abilities both as an emulsifier and a carrier, the separation of platinum and palladium by liquid surfactant membranes (LSMs) has been conducted in a stirred tank. The effects of several operational conditions on the behavior of metal extraction and the emulsion stability in LSMs were systematically studied. The bi-functional surfactant not only stabilized a W/O emulsion in a relatively low concentration but also showed a high extraction ability for platinum. Using the bi-functional surfactant, platinum was extracted quickly and concentrated effectively from an external feed solution into an internal recovery phase of W/O emulsions through a thin liquid membrane. Further, the extraction kinetics of the metals by LSMs containing the bi-functional surfactant was examined. The hydrophobic structure of the surfactants was found to be one of the important factors in ensuring a high extraction rate of metal ions by LSMs. An interfacial reaction model which takes into account the adsorption of the surfactant at the interface has been proposed to evaluate the permeation rate of metals by LSMs. The newly developed surfactant appears to be one of the best surfactants currently available for platinum-group metal extraction by liquid surfactant membranes.. |
| 802. | M Takeuchi, K Koumoto, M Goto, S Shinkai, Efficient glucoside extraction mediated by a boronic acid with an intramolecular quaternary ammonium ion, TETRAHEDRON, 10.1016/0040-4020(96)00770-3, 52, 40, 12931-12940, 1996.09, To develop an efficient sugar extractant on the basis of the mechanistic view a phenylboronic acid bearing a trioctylammonium group at the ortho position (4) was synthesized. To avoid the complexity we employed a simple two-phase solvent-extraction system which corresponds to the first step in membrane transport, i.e., extraction from a donating aqueous phase to an organic liquid membrane phase. The extraction rates and equilibria were estimated using alpha-p-nitrophenyl-D-glucopyranoside as a sugar and 1,2-dichloroethane as an organic phase and compared with those of a 2-methylphenylboronic acid (5)/trioctylmethylammonium chloride (TOMAC) 1 : 1 binary system. The extraction rates for 4 were faster by 2.5 - 29 fold than those for 5 + TOMAC. The distribution coefficients were also enhanced by 5 - 8 fold. The results indicate that the intramolecular quaternary ammonium group is very effective to neutralize the anionic charge developed in the boron atom upon sugar-binding and create extractable zwitterionic sugar complexes. Copyright (C) 1996 Elsevier Science Ltd. |
| 803. | T Kakoi, N Horinouchi, M Goto, F Nakashio, Selective recovery of palladium from a simulated industrial waste water by liquid surfactant membrane process, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(96)00102-0, 118, 1, 63-71, 1996.09, The selective recovery of palladium from an acidic solution of high iron concentration with Liquid surfactant membranes (LSMs) containing di-2-ethylhexyl monothiophosphoric acid (commercial name MSP-8) as a carrier has been conducted in a batch and a continuous system using a mixer-settler. In the batch operation, the effects of several chemical species and their concentrations on the recovery of palladium were discussed. Using a relatively low concentration of PX100, stable emulsions were obtained and a high degree of palladium recovery was performed by a LSM technique. The concentration of thiourea employed as a stripping agent greatly affected the efficiency of palladium recovery. Under optimum conditions, palladium ions were separated from a large amount of iron ions and they were concentrated from the external feed aqueous solution into the inner receiving phase of W/O emulsions. Furthermore, an effective recovery of palladium could be achieved in a continuous operation using a mixer-settler under the optimum conditions for the batch system.. |
| 804. | T Ono, M Goto, F Nakashio, TA Hatton, Novel immobilized enzymes utilizing reversed micellar solutions as an optical resolution tool, JOURNAL OF CHEMICAL ENGINEERING OF JAPAN, 29, 4, 695-697, 1996.08. |
| 805. | 久保田 富生子, 後藤 雅宏, 中塩 文行, 高度不飽和脂肪酸の分離 (特集 注目される分離技術の話題), ケミカルエンジニヤリング, 41, 8, 636-641, 1996.08. |
| 806. | M Goto, S Noda, N Kamiya, F Nakashio, Enzymatic resolution of racemic ibuprofen by surfactant-coated lipases in organic media, BIOTECHNOLOGY LETTERS, 10.1007/BF00127899, 18, 7, 839-844, 1996.07, Surfactant-coated lipases have been utilized as a biocatalyst for the resolution of racemic ibuprofen. S-(+)-ibuprofen was selectively transferred to the ester form by Mucor javanicus or Candida rugosa lipase. The enzymatic activity of lipases in organic media was remarkably enhanced by coating with a nonionic surfactant. The reaction rates of the coated lipases were increased around 100-fold that of the powder lipases.. |
| 807. | 神谷 典穂, 後藤 雅宏, 中塩 文行, Imprint法を利用した界面活性剤被覆酵素の調製, 化学工学, 60, 6, 390-391, 1996.06. |
| 808. | 後藤 雅宏, 中塩 文行, 異相界面における金属イオンの高度分離場の構築, 化学工学, 60, 4, 239-240, 1996.04. |
| 809. | Masahiro Yoshida, Kazuya Uezu, Masahiro Goto, Fumiyuki Nakashio, Metal ion-imprinted resins with novel bifunctional monomer by surface template polymerization, Journal of Chemical Engineering of Japan, 10.1252/jcej.29.174, 29, 174-176, 1996.01. |
| 810. | 後藤 雅宏, 中塩 文行, 抽出操作 (これからの単位操作の展望), ケミカルエンジニヤリング, 41, 1, 12-16, 1996.01. |
| 811. | K OHTO, M YANO, K INOUE, T YAMAMOTO, M GOTO, F NAKASHIO, S SHINKAI, T NAGASAKI, SOLVENT-EXTRACTION OF TRIVALENT RARE-EARTH-METAL IONS WITH CARBOXYLATE DERIVATIVES OF CALIXARENES, ANALYTICAL SCIENCES, 10.2116/analsci.11.893, 11, 6, 893-902, 1995.12, As novel calixarene or macrocyclic types of extractants, 37,38,39,40,41,42-hexakis(carboxymethoxy)-5,11,17,23,29,35-hexakis(1,1 ,3,3-tetramethylbutyl)calix[6]arene and 25,26,27,28-tetrakis(carboxymethoxy)-5,11,17,23-tetrakis(1,1,3,3-tetramethylbutyl)calix[4]arene as well as p-(1,1,3,3-tetramethylbutyl)phenoxy acetic acid, as their monomeric analog, and 2,6-bis[2-carboxymethoxy-5-(1,1,3,3-tetramethylbutyl)benzyl]-4-(1,1,3,3,-tetramethylbutyl)phenoxyacetic acid as a linear trimer analog, have been synthesized in order to investigate their extraction abilities of rare earth metal ions, RE(3+) (RE = Y, La, Pr, Nd, Sm, Eu, Gd, Ho, Er), from an aqueous nitrate solution. It was found that the calixarene derivatives provide much higher extractability and greater separation efficiency than do the monomeric analog and the other acidic carboxylate extractants. The selectivity for rare earth elements in this system is not affected by the ring size. In extraction from an aqueous mixture of nitric acid-glycine, the stoichiometry of the extracted species was determined and the extraction equilibrium constants as well as the separation factors were evaluated for each extractant. A stripping test was also performed and the stripping of rare earths was found to be successfully achieved with diluted hydrochloric acid.. |
| 812. | G NONAKA, M HARADA, A SHIOI, M GOTO, F NAKASHIO, SOME CHARACTERISTICS OF MICROEMULSIONS IN SODIUM DIOLEYL PHOSPHATE/N-HEPTANE/BRINE SYSTEM, JOURNAL OF COLLOID AND INTERFACE SCIENCE, 10.1006/jcis.1995.0001, 176, 1, 1-6, 1995.12, The behavior of microemulsions in the sodium dioleyl phosphate (SDOLP)/n-heptane system was investigated. This system provided a water-in-oil microemulsion without using a cosurfactant. The phase diagram of the WinsorII was determined. Along the phase boundary between the microemulsion and the excess brine solution, the small angle X-ray scattering, the viscosity, and the electric conductivity of the microemulsions were measured. SDOLP provided the spherical aggregates, which were highly isolated from each other even in the concentrated region of the aggregates. These characteristics were estimated to be attributed to peculiar packing of the hydrocarbon chain tails of SDOLP due to cis-double bonds. (C) 1995 Academic Press, Inc.. |
| 813. | 上江洲 一也, 後藤 雅宏, 中塩 文行, W/Oエマルションを用いた界面鋳型樹脂の開発 (拡散分離技術の話題), ケミカルエンジニヤリング, 40, 7, p556-563, 1995.07. |
| 814. | M GOTO, H SUMURA, K ABE, F NAKASHIO, NOVEL PREPARATION METHOD FOR SURFACTANT-COATED ENZYMES USING W/O EMULSION, BIOTECHNOLOGY TECHNIQUES, 10.1007/BF00224406, 9, 2, 101-104, 1995.02, A novel preparation method for surfactant-coated enzymes has been developed using a W/O emulsion. The enzymatic activity of chymotrypsin in isooctane significantly increased with the coating of surfactants. The surfactant-coated chymotrypsin showed a high enzymatic activity for amidation, although powdered chymotrypsin did not show the. activity. Further, the coated enzyme showed a remarkably high storage stability.. |
| 815. | M GOTO, M MIYATA, N KAMIYA, F NAKASHIO, NOVEL SURFACTANT-COATED ENZYMES IMMOBILIZED IN POLY(ETHYLENE GLYCOL) MICROCAPSULES, BIOTECHNOLOGY TECHNIQUES, 10.1007/BF00224402, 9, 2, 81-84, 1995.02, Novel surfactant-coated enzymes immobilized in poly(ethylene glycol) microcapsules have been developed for the re-use of an oil-soluble enzyme in organic media. The esterification rate of the surfactant-coated lipase immobilized in the microcapsules was thirty times that of the powder lipase. More than 90 % of the enzymatic activity of the capsulated lipases has been maintained after recycling six times.. |
| 816. | M GOTO, M MIYATA, N KAMIYA, F NAKASHIO, NOVEL SURFACTANT-COATED ENZYMES IMMOBILIZED IN POLY(ETHYLENE GLYCOL) MICROCAPSULES, BIOTECHNOLOGY TECHNIQUES, 9, 2, 81-84, 1995.02, Novel surfactant-coated enzymes immobilized in poly(ethylene glycol) microcapsules have been developed for the re-use of an oil-soluble enzyme in organic media. The esterification rate of the surfactant-coated lipase immobilized in the microcapsules was thirty times that of the powder lipase. More than 90 % of the enzymatic activity of the capsulated lipases has been maintained after recycling six times.. |
| 817. | Masahiro Goto, Muneharu Goto, Muneharu Goto, Noriho Kamiya, Fumiyuki Nakashio, Enzymatic interesterification of triglyceride with surfactant‐coated lipase in organic media, Biotechnology and Bioengineering, 10.1002/bit.260450105, 45, 1, 27-32, 1995.01, Several surfactant‐coated enzymes have been prepared by coating lipases of various origins with a nonionic surfactant, glutamic acid dioleylester ribitol (2C18Δ9GE). Enzymatic interesterification of tripalmitin with oleic acid using the surfactant‐coated lipase was carried out in organic media. The surfactant‐coated lipases could effectively catalyze the interesterification of glycerides better than did the powder lipases. A suitable organic solvent was an aliphatic hydrocarbon such as isooctane. The enzymatic activity for the interesterification strongly depended on the origin of the lipase. The surfactant‐coated lipase prepared by Mucor javanicus showed the highest enzymatic activity for the interesterification of glycerides, although its powder lipase did not show enzymatic activity. Selective interesterification of glycerides could be performed by adjusting the concentration ratio of oleic acid to tripalmitin in isooctane. Di‐substituted glyceride could be selectively produced when the concentration ratio of carboxylic acid to glycerides was 7. © 1995 John Wiley & Sons, Inc. Copyright © 1995 John Wiley & Sons, Inc.. |
| 818. | M GOTO, T MIYATA, K UEZU, T KAJIYAMA, F NAKASHIO, T HARAGUCHI, K YAMADA, S IDE, C HATANAKA, SEPARATION OF RARE-EARTH-METALS IN A HOLLOW-FIBER MEMBRANE EXTRACTOR MODIFIED BY PLASMA-GRAFT POLYMERIZATION, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(94)00142-1, 96, 3, 299-307, 1994.12, A hollow-fiber membrane extractor was prepared by plasma-graft polymerization. The plasma-graft polymerization technique made it possible to modify the surface of a porous hollow-fiber membrane of poly( tetrafluoroethylene) with a polyacrylamide layer. The thickness of the layer can be controlled by the concentration of a monomer and the plasma treatment time. The surface morphology of the grafted layer was analyzed with scanning electron microscopy (SEM) and electron spectroscopy for chemical analysis (ESCA). The results of the surface analysis revealed that the grafted layer covered completely the surface of a membrane. It was confirmed that the grafted layer of polyacrylamide can adsorb rare earth metals. Separation of rare earth metals was conducted in a hollow-fiber membrane extractor modified by plasma-graft polymerization. When the surface-modified membrane was used, the separation factor of erbium to yttrium increased by the interaction between the grafted membrane and the metal ions. It was found that the hollow-fiber membrane modified by plasma-graft polymerization was very useful as a separator for rare earth metals.. |
| 819. | 後藤 雅宏, 中塩 文行, ポリエチレングリコ-ルによる界面活性剤被覆酵素の固定化法の開発 (最近の化工開発技術), ケミカルエンジニヤリング, 39, 12, p957-962, 1994.12. |
| 820. | 神谷 典穂, 後藤 雅宏, 中塩 文行, 有機溶媒中で機能する酵素複合材料--界面活性剤被覆酵素, ケミカルエンジニヤリング, 39, 11, p920-925, 1994.11. |
| 821. | M. Goto, F. Nakashio, K. Yoshizuka, K. Inoue, Y. Baba, Mechanism of hydrolysis of triolein with lipase in a hollow fiber membrane-bioreactor, International chemical engineering, 34, 3, 410-416, 1994.07, The rate of hydrolysis of triolein with lipase in a Teflon hollow fiber membrane bioreactor was quantitatively studied, taking into account the mass transfer of the triolein substrate and the oleic acid reaction product through the membrane. The oleic acid inhibited the hydrolysis at high concentrations, but another reaction product, glycerin, did not inhibit the reaction at all. The hydrolysis of triolein could be explained in terms of a Michaelis-Menten mechanism which takes into account interfacial adsorption and inhibition of the oleic acid. The experimental results could be quantitatively explained by taking simultaneous account of the rate of hydrolysis at the interface and of the rate of mass transfer of triolein and oleic acid to the interface.. |
| 822. | 栫 隆彦, 後藤 雅宏, 中塩 文行, 液膜法によるパラジウムの回収技術 (リサイクル資源化の研究), ケミカルエンジニヤリング, 39, 3, p239-246, 1994.03. |
| 823. | T KAKOI, M GOTO, K KONDO, F NAKASHIO, EXTRACTION OF PALLADIUM BY LIQUID SURFACTANT MEMBRANES USING NEW SURFACTANTS, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(93)80020-X, 84, 3, 249-258, 1993.10, Using novel synthetic surfactants, the extraction of palladium(II) by liquid surfactant membranes (LSM) containing didodecylmonothiophosphoric acid as a carrier was conducted in a stirred cell. The role of the surfactants on the extraction behavior of palladium by the LSMs was systematically studied. It was found that the stability of the emulsion and the permeation rate of palladium are strongly influenced by the surfactants used. The effects of the surfactant, extractant, internal hydrogen ion and thiourea (stripping reagent) concentrations on the palladium extraction are discussed. The presence of thiourea in the internal aqueous phase is a key factor in palladium extraction with an LSM. Extraction of more than 95% could be attained in a few minutes under optimum surfactant and carrier concentrations.. |
| 824. | K OHTO, K INOUE, M GOTO, F NAKASHIO, T NAGASAKI, S SHINKAI, T KAGO, SOLVENT-EXTRACTION OF TRIVALENT YTTRIUM, HOLMIUM, AND ERBIUM BY NOVEL TYPES OF ACIDIC ORGANOPHOSPHONATES, BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 10.1246/bcsj.66.2528, 66, 9, 2528-2535, 1993.09, New types of acidic organophosphonates, HR with different hydrophobic groups, were synthesized in order to investigate their extraction behavior for heavy rare earth elements (Y3+, Ho3+, and Er3+) from aqueous acidic chloride media. Their physicochemical properties, such as aggregation in an organic diluent and the acid dissociation constants (K(a)) in the aqueous phase, were examined. These rare earth elements were supposed to be extracted according to the stoichiometric relation, M3+ + 3(HR)2 half arrow right over half arrow left MR3.3HR + 3H+. This idea and the extraction equilibrium constants (K(ex)) for each metal ion were evaluated. Both the extraction equilibrium constants and the separation factors (beta) between these metal ions were found to be greater than those of commercial extractants. The correlation between the extractability of heavy rare earth elements, the selectivity among these elements and the chemical structures of these extractants are discussed from a qualitative perspective.. |
| 825. | N SATO, M GOTO, S MATSUMOTO, S SHINKAI, LIPOPHILIC PHENYLPHOSPHONIC ACID-LANTHANIDE ION COMPLEXES WHICH SHOW EFFICIENT ENERGY-TRANSFER LUMINESCENCE, TETRAHEDRON LETTERS, 10.1016/S0040-4039(00)74106-2, 34, 30, 4847-4850, 1993.07, Lipophilic phenylphosphonic acids with a Ar-P linkage form stable complexes with lanthanside ions such as Tb3+ and Eu3+ and the complexes show the very high luminescence quantum yields (PHI = 0.25 - 0.30 for Tb3+ and 0.09 - 0.13 for Eu3+) due to the efficent energy-transfer through the Ar-P linkage and the metal encapsulation effects.. |
| 826. | 中塩 文行, 後藤 雅宏, 久保田 富生子, 流動液膜型中空糸膜抽出装置による希土類金属の抽出 (レアメタル資源の有効利用技術), ケミカルエンジニヤリング, 37, 12, p1033-1038, 1992.12. |
| 827. | M GOTO, M GOTO, F NAKASHIO, K YOSHIZUKA, K INOUE, HYDROLYSIS OF TRIOLEIN BY LIPASE IN A HOLLOW FIBER REACTOR, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(92)80061-N, 74, 3, 207-214, 1992.11, Hydrolysis of triolein by lipase was carried out in a hollow fiber membrane reactor, oleic acid and glycerol being formed as products. It was found that hydrolysis of triolein by lipase in the hollow fiber reactor can be quantitatively explained by a Michaelis-Menten mechanism at the interface, together with competitive inhibition by oleic acid, diffusion of all chemical species and adsorption of lipase at the interface between the aqueous and organic phases. The reaction model could be applied to a wide range of conversions in the membrane reactor.. |
| 828. | M GOTO, F KUBOTA, T MIYATA, F NAKASHIO, SEPARATION OF YTTRIUM IN A HOLLOW FIBER MEMBRANE, JOURNAL OF MEMBRANE SCIENCE, 10.1016/0376-7388(92)80062-O, 74, 3, 215-221, 1992.11, Separation of yttrium (Y) from the heavy rare earth metals holmium (Ho) and erbium (Er) with 2-ethylhexylphosphonic acid mono-2-ethyhexyl ester as extractant was carried with a hollow fiber membrane extractor. The extraction mechanism was elucidated and the experimental results could be explained by a diffusion model with an interfacial reaction. Further, new synergistic reagents, oil-soluble surfactants of polyaminocarboxylic acid alkylderivatives, have been developed for the selective separation of rare earth metals. The selectivity of Y to heavy rare earth metals was enhanced by addition of a small amount of EDTA-oleylderivative.. |
| 829. | 中塩 文行, 後藤 雅宏, 栫 隆彦, 液膜法による希土類金属の分離の現状と課題, ケミカルエンジニヤリング, 37, 1, p77-85, 1992.01. |
| 830. | M GOTO, H YAMAMOTO, K KONDO, F NAKASHIO, EFFECT OF NEW SURFACTANTS ON ZINC EXTRACTION WITH LIQUID SURFACTANT MEMBRANES, JOURNAL OF MEMBRANE SCIENCE, 10.1016/S0376-7388(00)80676-6, 57, 2-3, 161-174, 1991.04, Using newly synthesized surfactants, extraction of zinc ion with liquid surfactant membranes (LSMs) containing 2-ethylhexylphosphonic acid mono-2-ethylhexyl ester (PC-88A) as a carrier was carried out in a stirred cell. The adsorption properties of surfactants were clarified and the effects of new surfactants on zinc extraction by LSMs were studied. New surfactants having two oleyl chains form stable emulsions in an even lower concentration range than the commercial surfactants. The extraction rate of zinc by LSMs was explained by an interfacial reaction model between the carrier and zinc ion taking into account the adsorption of a surfactant at the interface. Additionally, it is found that the new cationic surfactants appeared to accelerate the extraction rate due to an electrostatic interaction with the carrier.. |
| 831. | F. Nakashio, M. Goto, K. Kondo, Role of surfactant in liquid surfactant membrane process, Water Treatment, 5, 157-169, 1990.10, A series of derivatives of glutamic acid dialky 1 esters and dialky 1 quaternary ammonium salts were synthesized for the liquid surfactant membrane (LSM) process. Using newly synthesized surfactants, copper extraction by LSM containing anti-2-hydroxy-5-nonylbenzophenone oxime (HNBPO) as a carrier was carried out in a stirred cell. It was found that glutamic acid dioley 1 ester was a more suitable surfactant for the LSM process than Span 80 or polyamine as regards stability, swelling and demulsification of the W/O emulsion. Further, it was proved that the extraction rate of copper was increased by the addition of a small amount of new phosphoric or sulfonic acid surfactant to the liquid membrane phase.. |
| 832. | 中塩 文行, 後藤 雅宏, 乳化型液膜による金属の分離, 資源処理技術, 37, 3, p165-171, 1990.09. |
| 833. | 中塩 文行, 後藤 雅宏, 乳化型液膜による分離プロセスにおける界面活性剤の役割, 表面, 27, 1, p1-13, 1989.01. |
| 834. | 後藤 雅宏, 中塩 文行, 乳化型液膜による分離プロセスを用いる界面活性剤の開発の現状と課題 (液膜による分離技術の課題), ケミカルエンジニヤリング, 33, 11, p863-869, 1988.11. |
| 835. | Fumiyuki Nakashio, Masahiro Goto, Michiaki Matsumoto, Jin Irie, Kazuo Kondo, Role of surfactants in the behavior of emulsion liquid membranes - development of new surfactants, Journal of Membrane Science, 10.1016/S0376-7388(00)82423-0, 38, 249-260, 1988.01, Surfactants play an important role in the emulsion liquid membrane (henceforth ELM) process. However, only two commercial surfactants have been used so far, Span 80 and polyamine. Relatively little attention has been spent in searching for other suitable surfactants. In order to develop new surfactants for the ELM process, in this study a series of derivatives of glutamic acid dialkyl esters and dialkyl-type quaternary ammonium salts were synthesized. Copper extraction by ELM was carried out in a stirred cell using these surfactants. It was found that glutamic acid dioleyl ester was a more suitable surfactant for the ELM process than Span 80 and polyamine as regards break-up, swelling and demulsification of the W/O emulsion, and enrichment of copper. © 1988.. |
| 836. | Michiaki Matsumoto, Masahiro Goto, Kazuo Kondo, Fumiyuki Nakashio, Selection of Break-Up Tracer for Evaluation of Stability of Liquid Surfactant Membrane, Journal of Chemical Engineering of Japan, 10.1252/jcej.21.318, 21, 3, 318-320, 1988.01. |
| 837. | Masahiro Goto, Fumiyuki Nakashio, Development of new surfactants for liquid surfactant membrane process, J. Chem. Eng. Japan, 10.1252/jcej.20.157, 20, 2, 157-164, Vol. 20, No. 2, 157 - 164, 1987.06. |
| 838. | J WATANABE, M GOTO, T NAGASE, THERMOTROPIC POLYPEPTIDES .3. INVESTIGATION OF CHOLESTERIC MESOPHASE PROPERTIES OF POLY(GAMMA-BENZYL L-GLUTAMATE-CO-GAMMA-DODECYL L-GLUTAMATES) BY CIRCULAR DICHROIC MEASUREMENTS, MACROMOLECULES, 20, 2, 298-304, 1987.02. |
| 839. | Masahiro Goto, Michiaki Matsumoto, Kazuo Kondo, Fumiyuki Nakashio, Development of new surfactant for liquid surfactant membrane process, Journal of Chemical Engineering of Japan, 10.1252/jcej.20.157, 20, 2, 157-164, 1987.01, To obtain more stable W/O emulsion for liquid surfactant membrane technique, a series of glutamic acid dialkyl esters and dialkyl type quaternary ammonium salts as new surfactants in place of Span 80 and polyamine were synthesized. The adsorption equilibria between aqueous solution and organic solution containing the synthesized surfactants were elucidated and the stability of liquid surfactant membrane made of these surfactants was examined in a stirred tank. A series of synthesized surfactants having two long alkyl chains in hydrophobic site gave more stable emulsion at a lower concentration compared with Span 80 and polyamine. Among them, glutamic acid dioleyl ester formed the most stable emulsion. © 1987, The Society of Chemical Engineers, Japan. All rights reserved.. |
| 840. | F. Nakashio, M. Matsumoto, M. Goto, J. Irie, K. Kondo, DEVELOPMENT OF NEW SURFACTANT IN LIQUID SURFACTANT MEMBRANE PROCESS., 1, 573-579, 1986.12, The application of liquid surfactant membrane (LSM) to metal recovery is an attractive approach to separation processes. The purpose of this work is to develop new surfactants because they act as the carrier of water and/or solutes in the internal and feed solutions. In this study, derivatives of glutamic acid di-alkyl ester and di-alkyl type quaternary ammonium salts were prepared. Copper extraction was carried out in a stirred tank. W/O emulsion made of the surfactant was de-emulsified by a continuous electrical coalescer.. |
| 841. | 中塩 文行, 後藤 雅宏, 乳化型液膜に用いる新しい界面活性剤の開発 (液体膜分離技術の進歩), ケミカルエンジニヤリング, 31, 12, p953-959, 1986.12. |
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