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Masahiro Goto Last modified date:2024.03.11



Graduate School
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Homepage
https://kyushu-u.elsevierpure.com/en/persons/masahiro-goto
 Reseacher Profiling Tool Kyushu University Pure
http://www.bioeng.cstm.kyushu-u.ac.jp/ksu_re_center/index.html
TDDS Center .
http://www.bioeng.cstm.kyushu-u.ac.jp/
Goto Lab. .
Academic Degree
Doctor of Engineering
Country of degree conferring institution (Overseas)
No
Field of Specialization
Biochemical Engineering, Interfacial Chemistry, Chemical Engineering, Drug Delivery Systems, Cosmetics
ORCID(Open Researcher and Contributor ID)
orcid.org/0000-0002-2008-9351
Total Priod of education and research career in the foreign country
01years00months
Outline Activities
Research
1. Transdermal drug delivery systems
2. Pharmaceutical application of ionic liquids
3. Cosmetic engineering
4. Immunization by DDS
5. Separation technology (Solvent Extraction &Ion exchange)
6. Bio-nanotechnology
6. Surfactant chemistry

Education
Biochemical Engineering
Research
Research Interests
  • Novel transdermal systems using bionanocoating techniques
    keyword : DDS, Transdermal delivery, Protein delivery, S/O
    2004.12~2028.03Drug delivery systems using novel S/O techniques.
  • Development of functional cosmetics
    keyword : cosmetics
    2009.01~2028.03.
  • Efficient recovery of precious metal ions using solvent extraction and ion exchange methods
    keyword : Metal recycling, rare metal, solvent extraction, ion exchange
    2007.04~2028.03.
  • Drug Delivery Systems using molecular assembly, emulsion, liposome , micelles.
    keyword : gel, enzyme, DDS, liposome
    1990.06~2028.03Creation of novel function by combining nanotechnology with biotechnology.
  • Biological application of ionic liquids
    keyword : DDS, Transdermal delivery, Protein delivery, microemulsion
    2006.04~2028.03Enzyme reaction in ionic liquids.
Current and Past Project
  • Rare metal recycling project
  • Goto Nano-Bio Project
  • Creation of novel function by combining nanomolecular assembly with biomolecules
Academic Activities
Books
1. Masahiro Goto, Ion Exchange and Solvent Extraction, Marcel Dekker, Volume 14, 2001.10.
2. Rare metal separation by solvent extraction using ionic liquids.
3. Development & Applications of Transdermal Drug Delivery Systems.
4. Muhammad Moniruzzaman and Masahiro Goto, Nanoscale Biocatalysis, Humana Press, Chapter 4, Molecular Assembly Assisted Biocatalytic Reactions in Ionic Liquids, pp37-50, 2011.05.
5. Masahiro Goto, Application of Ionic Liquids on Rare Earth Green Separation and Utilization, 2016.04.
6. Masahiro Goto, Transcutaneous Immunization Using Nano-sized Drug Carriers, Nanomaterials in Pharmacology, Humana Press, 2016.12.
7. Momoko Kitaoka, Masahiro Goto, Related topic
Solid-in-oil technique to increase skin permeation
, Springer Japan, 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..
8. M. Moniruzzaman, H. Mahmood, Masahiro Goto, Ionic Liquid Based Nanocarriers for Topical and Transdermal Drug Delivery, Royal Society of Chemistry, 10.1039/9781788011839-00390, 390-403, 2018.01, 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..
9. Momoko Kitaoka, Masahiro Goto, Transcutaneous immunization using nano-sized drug carriers, Humana Press Inc., 10.1007/978-1-4939-3121-7_18, 39, 349-367, 2016.08, 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..
10. Uju, Agung Tri Wijayanta, Masahiro Goto, Noriho Kamiya, High yield hydrolysis of seaweed-waste biomass using peracetic acid and ionic liquid treatments, American Institute of Physics Inc., 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..
11. A.A.M. Elgharbawy, M. Moniruzzaman, M. Goto, Recent advances of enzymatic reactions in ionic liquids: Part II, Biochemical Engineering Journal, 154, 107426 (2020), 2020.02, [URL].
12. M.L. Firmansyah, W. Yoshida, T. Hanada, M. Goto, Application of Ionic Liquids in Solvent Extraction of Platinum Group Metals, Solvent Extraction Research and Development, Japan, 27(1), 1-24, 2020.03, [URL].
13. Q. Kong, M. Kitaoka, R. Wakabayashi, Y. Tahara, N. Kamiya, M. Goto, Solid-in-Oil Nanodispersions for Transcutaneous Immunotherapy of Japanese Cedar Pollinosis, Pharmaceutics, 12(3), 240, 2020.03, [URL].
14. M. Sivapragasam, M. Moniruzzaman, M. Goto, An Overview on the Toxicological Properties of Ionic Liquids toward Microorganisms, Biotechnology Journal, 2020.04, [URL].
15. Rahman Md Moshikur, Md. Raihan Chowdhury, Muhammad Moniruzzaman, and Masahiro Goto, Biocompatible ionic liquids and their application in pharmaceutics, Green Chemistry, 22,8116-8139, 2020.09, [URL].
16. Masahiro Goto, Application of Ionic Liquids in Drug Delivery, Springer, https://www.springer.com/gp/book/9789811643644, 2021.04, [URL].
Reports
1. A. T. N. Fajar, M. Goto,, Enabling Metal Sustanability with Polymer Inclusion Membranes: A Critical Review, J. Chem. Eng. Jpn., 56, 2153567, https://doi.org/10.1080/00219592.2022.2153547, 2023.02, Polymer inclusion membranes (PIMs) have shown excellent performance in separating metal ions—a critical step in metal recycling processes. However, progress in PIM research has been limited to empirical approaches that typically require redundant membrane fabrication optimizations. Recent reports may provide essential insight into basic knowledge on the nature of the membrane and what challenges and disputes need to be addressed. In this review, we first introduce a basic understanding of how a PIM works in metal separation and the brief history behind its invention. Fundamental principles of the membrane design are established based on consistent data trends in the literature. We then highlight recent findings that have implications for both practical applications and theoretical consequences. In addition, challenges to understanding plausible mechanisms and transport models across PIMs are identified systematically. Finally, we include some perspective on each finding and an outlook regarding the future direction of PIM research, focusing on the application as a metal recovery technology..
2. Md. K. Ali, R. Md. Moshikur, M. Goto, M. Moniruzzaman, Recent Developments in Ionic Liquid-Assisted Topical and Transdermal Drug Delivery, Pharmaceutical Research, 1-17 (2022), https://doi.org/10.1007/s11095-022-03322-x, 2022.07, Ionic liquids (ILs) have attracted growing interest as designer solvents/materials for exploring unrealized functions in many areas of research including drug formulations and delivery owing to their inherent tunable physicochemical and biological properties. The use of ILs in the pharmaceutical industry can address challenges related to the use of conventional organic solvent-based chemical permeation enhancers. Their tunability in forming ion pairs with a diverse range of ions enables the task-specific optimization of ILs at the molecular level. In particular, ILs comprising second- and third-generation cations and anions have been extensively used to design biocompatible drug delivery systems to address the challenges related to conventional topical and transdermal drug delivery, including limited permeability, high cytotoxicity, and skin irritation. This review highlights the progress in IL-related research with particular emphasis on the very recent conceptual developments in transdermal drug delivery. Technological advancement and approaches for the formation of IL-based topical and transdermal delivery systems, as well as their promising application in drug delivery, are also discussed..
3. A. A. M. Elgharbawy, M. Moniruzzaman, M. Goto,, Facilitating enzymatic reactions by using ionic liquids:A mini review, Curr. Opin. Green Sustain. Chem., 27, 100406 (2021)., 2022.05.
4. R. M. Moshikur, M. K. Ali, M. Moniruzzaman, M. Goto, Recent advances in surface-active ionic liquid-assisted self-assembly systems for drug delivery, Curr. Opin. Green Sustain. Chem., 56, 101515 (2021)., 2021.07.
5. Masahiro Goto, Solid-in-oil nanodispersions for transdermal drug delivery systems, Biotechnol. J., , 2016.11.
6. Masahiro Goto, Ionic liquids as a potential tool for drug delivery systems, Med.Chem.Comm., 2016.09.
7. Masahiro Goto, Recent advances in exploiting ionic liquids for biomolecules: Solubility, stability, and applications, Biotechnol. J., , 2016.08.
8. Masahiro Goto, Ionic liquids pretreatment combined with enzymatic hydrolysis of lignocellulosic biomass for production of fermentable sugar, Biochemical Eng. J, 2016.07.
9. Masahiro Goto, Solid-in-Oil Dispersion: A Novel Core Technology for Drug Delevery Systems, Int. J. Pharm., 438, 249-257, 2012.11.
10. Masahiro Goto, Application of Ionic Liquids for Separation of Rare Earth Metals, Solv. Extr. Res. Dev. Jpn, 19, 17-28, (2012), 2012.05.
11. Y. Baba, F.Kubota, N. Kamiya and M. Goto, Recent Advances in Extraction and Separation of Rare Earth Metals Using Ionic Liquids, J. Chem. Eng. Japan, 2011.11.
12. M. Moniruzzaman, M. Goto, Application of ionic liquids: Future Solvents and Reagents for Pharmaceuticals, J. Chem. Eng. Japan, Vol.44, No.6, 2011.06.
13. M. Moniruzzaman, N. Kamiya and M. Goto, Activation and stabilization of enzymes in ionic liquids, Org. Biomol. Chem., 8, 2887-2899, 2010.05.
14. M. Moniruzzaman, K. Nakashima, N. Kamiya and M. Goto, Recent advances of enzymatic reactions in ionic liquids, Biochem. Eng. J., 48, 295-314, 2010.04.
15. Ionic Liquids for novel biocatalysis reactions.
Papers
1. 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..
2. 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..
3. 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..
4. 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..
5. 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..
6. 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.
7. 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.
8. 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
9. 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..
10. 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.
11. 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..
12. 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..
13. 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.
14. 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.
15. 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.
16. 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.
17. 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..
18. 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..
19. 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.
20. 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..
21. 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, [URL].
22. 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, [URL].
23. 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, [URL].
24. 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.
25. 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.
26. 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.
27. 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, [URL].
28. M. Kitaoka, A. Oka, M. Goto, Monoolein Assisted Oil-Based Transdermal Delivery of Powder Vaccine, Pharmaceutics, 814-826, 12, 814-826, 2020.08, [URL].
29. 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, [URL].
30. 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, [URL].
31. 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, 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..
32. 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, [URL].
33. 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, 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..
34. 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, [URL], 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。.
35. 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, 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..
36. 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, 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..
37. 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..
38. 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, 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..
39. 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..
40. 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 ⇄ 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)..
41. 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, 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..
42. 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, 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..
43. 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, 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..
44. 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, 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..
45. 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, 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..
46. 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, 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..
47. 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, 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..
48. 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, 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..
49. 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, 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..
50. 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, 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..
51. 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, 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..
52. 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, 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..
53. 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, 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..
54. 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, 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..
55. 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, 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..
56. 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, 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..
57. 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, 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..
58. 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..
59. 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, 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..
60. 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, 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..
61. 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, 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..
62. 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, 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..
63. 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..
64. 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, 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..
65. 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, 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..
66. 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, 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..
67. 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, 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..
68. 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, 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..
69. 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, 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..
70. 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..
71. 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..
72. 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..
73. 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.
74. 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 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..
75. 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, 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..
76. 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.
77. 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, 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..
78. 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, 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..
79. 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, 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..
80. 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..
81. 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..
82. 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.
83. 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.
84. 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.
85. 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.
86. 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.
87. 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.
88. 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.
89. 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.
90. 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.
91. 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.
92. 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。.
93. 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.
94. 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.
95. 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.
96. 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.
97. 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.
98. 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.
99. 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.
100. 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.
101. 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.
102. 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, 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..
103. 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, 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..
104. 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.
105. 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.
106. Kojiro Shimojo, Masahiro Goto, Highly Efficient Extraction Separation of Lanthanides Using a Diglycolamic Acid Extractant, ANALYTICAL SCIENCES, 30, 2, 263-269, 2014.02.
107. 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.
108. 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.
109. 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。.
110. 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.
111. Yukiho Hosomomi, Fukiko Kubota, Masahiro Goto, Biosorption of Rare Earth Elements by Escherichia coli, J. Chem. Eng. Japan, 46, 7, 450-454, 2013.09.
112. 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.
113. 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.
114. 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.
115. 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.
116. 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.
117. 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.
118. 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.
119. 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.
120. 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.
121. Masahiro Goto, Josui Shimada, Noriho Kamiya, Programmable protein protein conjugation via DNA-based self-assembly, Chem. Commun, 48, 6226-6228, 2012.05.
122. 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.
123. Eiichi Toorisaka, Masahiro Goto, Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery, Acta Biomaterialia, 8, 653-658, 2012.04.
124. 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.
125. 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.
126. 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.
127. 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.
128. 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.
129. 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.
130. 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.
131. 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.
132. H. Abe, M. Goto, N. Kamiya, Enzymatic single-step preparation of multifunctional proteins, Chem. Commun., 33, 213-215, 2010.08.
133. 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.
134. 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.
135. 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.
136. 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.
137. 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.
138. 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.
139. 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.
140. 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.
141. 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.
142. 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.
143. 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.
144. 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.
145. 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.
146. 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.
147. 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.
148. 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.
149. 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.
150. 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.
151. 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.
152. 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.
153. 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.
154. 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.
155. 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.
156. 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.
157. 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.
158. 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.
159. 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.
160. 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.
161. 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.
162. 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.
163. 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.
164. 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.
165. 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.
166. 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.
167. 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.
168. 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.
169. 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.
170. K. Shimojo, T. Oshima, H. Naganawa, M. Goto, "Calixarene-Assisted Protein Refolding via Liquid-Liquid Extraction", , Biomacromolecules,, 8, 3061-3066 (2007), 2007.10.
171. 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.
172. 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.
173. 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.
174. T. Maruyama, T. Hosogi, M. Goto, Sequence-selective extraction of single-stranded DNA using DNA-functionalized reverse micelles. , Chem. Commun. , 4450 (2007) , 2007.08.
175. 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.
176. 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.
177. 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.
178. 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.
179. J. Tominaga, N. Kamiya and M. Goto, , An enzyme-labeled protein polymer bearing pendant haptens. , Bioconjugate Chem. , 18, 860-865 (2007), 2007.05.
180. 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.
181. 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.
182. 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.
183. 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.
184. 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.
185. 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.
186. 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.
187. 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.
188. 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.
189. 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.
190. J. Tominaga, N. Kamiya and M. Goto, An enzyme-labeled protein polymer bearing pendant haptens. , Bioconjugate Chem, 18, 860-865 (2007), 2007.03.
191. 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.
192. 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.
193. 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.
194. 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.
195. 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.
196. M. Kukizaki, M. Goto, Size control of nanobubbles generated from Shirasu-porous-glass (SPG) membranes. , J. Membr. Sci, 281, 386-396 (2006), 2006.12.
197. 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.
198. 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.
199. 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.
200. 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.
201. 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.
202. M. Shinshi, Takayasu Sugihara, T. Osakai, M. Goto, Electrochemical Extraction of Proteins by Reverse Micelle Formation. , Langmuir, 22, 5937-5944 (2006). , 2006.07.
203. 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.
204. 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.
205. 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.
206. 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.
207. 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.
208. T. Ono, M. Goto, Peroxidative catalytic behavior of cytochrome c solubilized in reverse micelles, Biochem. Eng. J., 28, 156-160 (2006)., 2006.05.
209. 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.
210. 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.
211. 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.
212. 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.
213. 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.
214. 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.
215. 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.
216. 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.
217. 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.
218. 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.
219. Development of Microbioreactor for biodegradation of organic pollutants.
220. 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.
221. 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.
Works, Software and Database
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Presentations
1. 豊福淳大、若林里衣、神谷典穂、後藤雅宏, Development of transdermal nucleic acid carriers using lipid-based biocompatible ionic liquids, YABEC2023, 2022.12.
2. Koki Hara,Noriho Kamiya,and Masahiro Goto, Development of transdermal drug delivery system using biocompatible ionic liquid crystal carrier, YABEC2023, 2022.12.
3. 樋口亜也斗、若林里衣、後藤雅宏、神谷典穂, Fabrication of emulsion vaccine using enzymatic reactivity supramolecular fiber, YABEC2023, 2022.12.
4. Kazuki Uchida,Hiroki Obayashi,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,Naofumi Shimokawa,Masahiro Takagi,Noriho Kamiya, Artificial lipid modification of protein controls lipid domain selective anchoring and cellular internalization, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
5. Mayu Kamiosno,Takafumi Hanada,Masahiro Goto, Environmently friendly recycling of platinum group metals from an automotive catalyst by hydrophobic ionic liquids, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
6. Kyohei Yamaguchi,Rie Wakabayashi,Noriho Kamiya,Masahiro Goto, Activation of immune cells using antigen-modified peptide assemblies, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
7. Ayasa Nagatani,Kosuke Minamihata,Masahiro Goto,Noriho Kamiya, Peptide tag mediated self-assembly of protein and oligo DNAs, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
8. Rashedul Islam,Rie Wakabayashi,Noriho Kamiya,Masahiro Goto, Ionic Liquid Crystal; a new technique for transdermal drug delivery, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
9. 豊福淳大、若林里衣、神谷典穂、後藤雅宏, Development of nanoparticle formulations using ionic liquids and transdermal delivery of nucleic acid drugs, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
10. 阪本貴裕、花田隆文、後藤雅宏, Reusable hydrophobic deep eutectic solvents for the selective rare metal system from nickel ore, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
11. Kazuki Uchida,Hiroki Obayashi,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,Naofumi Shimokawa,Masahiro Takagi,Noriho Kamiya, Artificial lipid modification of protein controls lipid domain selective anchoring and cellular internalization, The 33rd International Symposium on Chemical Engineering (ISChE 2022), 2022.12.
12. AdroitT.N.Fajar,Aditya D.Hartono,Rahman Md Moshikur,and Masahiro Goto, Machine Learning to Guide Selective Solvent Extraction of Critical Metals, 8th International Conference on Ion Exchange, 2022.11.
13. 阪本貴裕、花田隆文、後藤雅宏, Environmentally benign rare metal extraction process from nickel ores using deep eutectic solvents, 8th International Conference on Ion Exchange, 2022.11.
14. Masahiro Goto, Needle-free insulin delivery using non-invasive transdermal formulations for diabetic patients, The 15th Asian Congress on Biotechnology, 2022.10.
15. Ryo Sato,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,and Noriho Kamiya, Effect of substrate size on cross-linking behavior of microbial transglutaminase under crowded conditions, The 15th Asian Congress on Biotechnology, 2022.10.
16. Hiroki Obayashi,Rie Wakabayashi,Noriho Kamiya,and M.Goto, Hierarchical co-assembly with peptide amphiphiles promotes the non-endocytic delivery of small molecules into, The 15th Asian Congress on Biotechnology, 2022.10.
17. R.Wakabayashi,A.Higuchi,M.Goto,N.Kamiya, Design of self-assembly peptides for antigenic protein delivery application, The 15th Asian Congress on Biotechnology, 2022.10.
18. Ryo Sato,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,and Noriho Kamiya, Effect of substrate size on cross-linking behavior of microbial transglutaminase under crowded conditions, Active Enzyme Molecule 2022, 2022.09.
19. Takafumi Hanada,Masahiro Goto, Recycling cathode materials of lithium-ion batteries based on reusable hydrophobic eutectic solvents, 22nd International Solvent Extraction Conference, 2022.09.
20. Masahiro Goto,Hanada Takafumi, Deep eutectic solvents for lithium extraction from a brine, 22nd International Solvent Extraction Conference, 2022.09.
21. Takafumi Hanada,Masahiro Goto, Hydrophobic eutectic solvents for sustainable cathode recycling of lithium-ion batteries, 19th Asia Pacific Confederation of Chemical Engineering (APCChE) Congress, 2021.08.
22. Hiroki Obayashi,Rie Wakabayashi,Noriho Kamiya,Masahiro Goto, Co-assembly with peptide amphiphiles through complementary hydrogen bonding facilitates non-endocytic cellular, 19th Asia Pacific Confederation of Chemical Engineering (APCChE) Congress, 2022.08.
23. R.Wakabayashi,A.Higuchi,M.Goto,N.Kamiya, Self-assembled peptide fibers with enzymatic reactivity for potential delivery of biotherapeutics, 19th Asia Pacific Confederation of Chemical Engineering (APCChE) Congress, 2022.08.
24. Hiroki Obayashi,Rie Wakabayashi,Noriho Kamiya,and Masahiro Goto, Membrane-permeable hierarchical co-assemblies show direct cellular internalization with size-dependency, IUMRS-ICYRAM2022, 2022.08.
25. Ryo Sato,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,and Noriho Kamiya, Enzyme-catalyzed protein crosslinking under macromolecular crowding conditions yields highly polymerized, IUMRS-ICYRAM2022, 2022.08.
26. Kazuki Uchida,Hiroki Obayashi,Kosuke Minamihata,Rie Wakabayashi,Masahiro Goto,Naofumi Shimokawa,Masahiro Takagi,Noriho Kamiya, The lipid domain-selective anchoring of artificial lipidated proteins on biomimetic membranes and the raft-dependent, IUMRS-ICYRAM2022, 2022.08.
27. 豊福淳大、若林里衣、神谷典穂、後藤雅宏, Transdermal delivery of nucleic acid drugs using Solid-in-Oil nano dispersion technology, IUMRS-ICYRAM2022, 2022.08.
28. 樋口亜也斗、若林里衣、後藤雅宏、神谷典穂, Control of enzymatic post-modification of self-assembled aromatic peptide amphiphiles using pH, IUMRS-ICYRAM2022, 2022.08.
29. Takafumi Hanada, Masahiro Goto, Characterization of deep eutectic solvents composed of synergistic extractants and their application for the liquid-liquid extraction of lithium, PacificChem2021, 2021.12.
30. Takafumi Hanada, Masahiro Goto, Separation of Lithium from a Simulated Salt-lake Brine using Synergistic Deep Eutectic Solvents, 2nd International Meeting on Deep Eutectic Systems, 2021.06.
31. Masahiro Goto, Transdermal Cancer Vaccine Using Antigen-Coating Nano Drug Carrier, AIChE 2020 Annual Meeting, 2020.11.
32. W. Ramadhan, G. Kagawa, K. Moriyama, R. Wakabayashi, K. Minamihata, M. Goto and N. Kamiya, A ‘cellular furoshiki’ strategy for the construction of higher-order cellular architecture by using redox-responsive hydrogel, 12th AFOB Regional Symposium 2020, 2020.02.
33. D. Permana, K. Minamihata, R. Sato, R. Wakabayashi, M. Goto, N. Kamiya, Formation of Linear Protein Polymer by Controlling Enzymatic Cross-linking Reaction with a Tyrosine-containing Loop Peptide, 12th AFOB Regional Symposium 2020, 2020.02.
34. Masahiro Goto, Rie Wakabayashi, Noriho Kamiya, Cancer Vaccine by Transdermal Drug Delivery System Utilizing Oil Based Nano-Carrier, 12th AFOB Regional Symposium 2020, 2020.02.
35. W. Ramadhan, G. Kagawa, K. Moriyama, R. Wakabayashi, K. Minamihata, M. Goto and N. Kamiya, A self-wrapping co-culture strategy for the construction of higher-order cellular architecture by using redox-responsive hydrogel, 日本バイオマテリアル学会 九州ブロック第9回講演会, 2020.01.
36. T. Hanada, W. Yoshida, F. Kubota, M. Goto, Application of deep eutectic solvents to environmentally benign liquid-liquid extraction for critical metals, 32nd International Symposium on Chemical Engineering, 2019.12.
37. H. Obayashi, R. Wakabayashi, N. Kamiya, M. Goto, Development of peptide co-assemblies induced by complementary hydrogen bond for drug delivery application, The 32nd International Symposium on Chemical Engineering, 2019.12.
38. R. Sato, K. Minamihata, M. Goto, N. Kamiya, Single peptide-tag specific assembly of functional proteins by enzymatic crosslinking reaction, The 32nd International symposium on Chemical Engineering, 2019.12.
39. S. Kozaka, T. Nakata, T. Ueda, M. Goto, A reverse micellar carrier as a novel platform for transcutaneous delivery of peptide antigen, The 25th Young Asian Biological Engineer’s Community 2019, 2019.11.
40. Adroit T.N. Fajar, F. Kubota, M. Goto, Application of phosphonium-based ionic liquid as a novel carrier to polymer inclusion membranes for selective separation of palladium(II) and rhodium(III), 第38回溶媒抽出討論会, 2019.11.
41. T. Hanada,W. Yoshida, F. Kubota, M. Goto, Selective Transport of Rh(III) over Fe(III) across Polymer Inclusion Membrane Based on a Phosphonium Ionic Liquid, 2019 Japan/Taiwan/Korea Chemical Engineering Conference, 2019.11.
42. Adroit T.N. Fajar, F. Kubota, M. Goto, Polymer inclusion membranes containing novel phosphonium-based ionic liquid for selective separation of palladium(II) and rhodium(III), 2019 Japan/Taiwan/Korea Chemical Engineering Conference, 2019.11.
43. Q. Kong, K. Higasijima, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto , Transcutaneous immunotherapy using Solid-in-Oil nanodispersions loaded with pollen-galactomannan conjugate for Japanese cedar pollinosis , 2019 Japan/Taiwan/Korea Chemical Engineering Conference, 2019.11.
44. Masahiro Goto, Advanced Solid-in-Oil Nano-dispersions for Promoting Skin Permeation of Amphiphilic Bioactive Ingredients, Okinawa Colloids 2019, 2019.11.
45. H. Obayashi, R. Wakabayashi, N. Kamiya, M. Goto, Development of peptide-drug co-assemblies induced by complementary interaction and their intracellular localization, Okinawa Colloids 2019, 2019.11.
46. S. Kozaka, T. Nakata, T. Ueda, M. Goto, A reverse micellar carrier as a novel platform for transcutaneous delivery of peptide antigen, Okinawa Colloids 2019, 2019.11.
47. Riko Mizuno, Yoshiro Tahara, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto, Development and immunological evaluation using solid-inoil-in-water adjuvant, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
48. Adroit T.N. Fajar, F. Kubota, M. Goto, Separation of palladium(II) and rhodium(III) over polymer inclusion membrane with trioctyl(dodecyl) phosphonium chloride ionic liquid as the metal ion carrier, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
49. W. Yoshida, F. Kubota, M. Goto, Extraction of rhodium(III) from hydrochloric acid solution with novel monoamide-containing phosphonium-based ionic liquid, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
50. 花田隆文, 吉田航, M. L. Firmansyah, 久保田富生子, 後藤雅宏, Kolev S. D, Polymer inclusion membrane containing phosphonium ionic liquid for the selective transport of Rh(III), 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
51. 藤澤裕貴、田原義朗、若林里衣、神谷典穂、後藤雅宏, Transdermal peptide delivery using ionic liquid consisting of amino acids as cation, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
52. A. Kashima, S. Kozaka, T. Nakata, S. Tajima, T. Ueda, M. Goto, Enhancement of transdermal delivery of biomolecules by reverse micelles, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
53. 金子淳平、田原義朗、北岡桃子、若林里衣、神谷典穂、後藤雅宏, Improvement of immunity in transcutaneous vaccine by a combination of skin permeation enhancer and adjuvant, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
54. K. Morita, Y. Tahara, R. Wakabayashi, N. Kmaiya, M. Goto, Transdermal delivery of peptide in oil mediated by choline cation ionic liquid, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
55. H. Obayashi, R. Wakabayashi, N. Kamiya, M. Goto, Designer drug delivery carriers constructed through a complementary interaction introduced to self-assembling peptide amphiphiles and a small molecular drug, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.04.
56. W. Ramadhan, G. Kagawa, Y. Hamada, K. Moriyama, R. Wakabayashi, K. Minamihata, M. Goto,N. Kamiya, Design of dual-functionalized hydrogel with gelatin and heparin for efficient cell culture platform, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
57. K. HIGASHIJIMA, Q. KONG, Y. TAHARA, M. KITAOKA, R. WAKABAYASHI, N. KAMIYA, M. GOTO, Transdermal delivery of cedar pollen epitope peptide by Solid-in-Oil technique, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
58. T. KOMADA, M. Alif RAZI, M. TAKAHARA, R. WAKABAYASHI, M. GOTO, N. KAMIYA, Enzymatic preparation of lipid-modified proteins and their use for the decoration of liposome, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
59. K. Ohira, Y. Tahara, M. Goto, K. Harada, Evaluation of pharmacokinetics using the different base in local anesthesia in vitro, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
60. S. KAWAGUCHI, Y. TAHARA, R. WAKABAYASHI, N. KAMIYA, M. GOTO, Salt effect on transdermal adsorption of vaccine antigen by solid-in-oil nanodispersion, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
61. Y. Ohama, K. Minamihata, R. Wakabayashi, M. Goto, N. Kamiya, Cell-free protein synthesis inside liquid marbles toward molecular evolution, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019) , 2019.09.
62. S. Kozaka, T. Nakata, T. Ueda, M. Goto, Transcutaneous delivery of peptide antigen with reverse micelles for a development of cancer vaccine, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
63. Q. Kong, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Mucoadhesive solid-in-oil nanodispersions for intranasal vaccination, 18th Asian Pacific Confederation of Chemical Engineering Congress (APCChE 2019), 2019.09.
64. Q. Kong, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Intranasal vaccination by using Solid-In-Oil nanodispersions technology, 第35回日本DDS学会学術集会, 2019.07.
65. T. Hanada, W. Yoshida, M.L. Firmansyah, F. Kubota, M. Goto, Transport of Rh(III) using polymer inclusion membrane containing ionic liquids, The 12th Conf. Aseanian Membrane Society(AMS12), 2019.07.
66. W. Yoshida, F. Kubota, M. Goto, Development of membrane separation system for platinum group metals based on conventional and novel ionic liquids, The 12th Conf. Aseanian Membrane Society(AMS12), 2019.07.
67. F. Kubota, Y. Yoshida, E. Shigyo, M.L. Firmansyah, M. Goto, Application of a Novel Ionic Liquid based-Polymer Inclusion Membrane to the Selective Recovery of Platinum from Waste Catalyst, The 12th Conf. Aseanian Membrane Society(AMS12), 2019.07.
68. Masahiro Goto, Pharmaceutical Application of Ionic Liquids for Drug Delivery Systems, The 14th Asian Congress on Biotechnology, 2019.07.
69. S. Kozaka, T. Nakata, T. Ueda, M. Goto, Development of transcutaneous cancer vaccine by utilizing reverse micelles for melanoma prevention, The 14th Asian Congress on Biotechnology, 2019.07.
70. R. Wakabayashi, H. Obayashi, N. Kamiya, M. Goto, Intracellular delivery of small molecular drugs by complementary interaction with peptide amphiphiles, The 14th Asian Congress on Biotechnology (ACB 2019), 2019.07.
71. Masahiro Goto, Transdermal cancer vaccine by nano-coating carrier of antigen peptide, 2019 NTNU-Kyushu U Joint Forum, 2019.05.
72. R. Sato, K. Minamihata, M. Goto, N. Kamiya, Design of a PolyTag that affords polymerization of functional proteins, The 15th Japan-China-Korea Joint Symposium on Enzyme Engineering, 2018.07.
73. 小坂秀斗, 中田孝広, 赤木淳二, 田嶋史郎, 國友栄治, 上田太郎, 松岡信也, 後藤雅宏, Utilization of Reverse Micelle Formulation for Transcutaneous Cancer Vaccine, The 31st International Symposium on Chemical Engineering, 2018.12.
74. A. Yamada, R. Wakabayashi, Y. Tahara, N. Kamiya, M. Goto, Effect of amino acids for transcutaneous vaccine using Solid-in-Oil nanodispersion, The 31th Int. Symp. Chem. Engineer., 2018.12.
75. 大林 洋貴, 若林 里衣, 神谷 典穂,後藤 雅宏, Creation of orderly co-assemblies consisted of peptide amphiphileand drugs through complementary interaction, ISChE2018, 2018.11.
76. R. Wakabayashi, H. Obayashi, N. Kamiya, M. Goto, Complemantary interaction with peptide amphiphiles guided the intracellular delivery of small molecular drugs, YABEC 2018 , 2018.11.
77. Q. Kong, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Development of intranasal vaccination using Solid-in-Oil technology, 化学工学会 第84年会, 2019.03.
78. Q. Kong, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Intranasal immunization by using Solid-in-Oil nanodispersions, The 31th International Symposium on Chemical Engineering , 2018.12.
79. Q. Kong, M. Kitaoka, R. Wakabayashi, N. Kamiya, M. Goto, Transcutaneous pollinosis immunotherapy using Solid-in-Oil nanodispersions loaded with T cell epitope peptides, 化学工学会第50回秋季大会, 2018.09.
80. Q. Kong, M. Kitaoka, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Enhancement of transcutaneous vaccine delivery by using Solid-in-Oil nanodispersions with natural terpenes,, The 29th Young Researcher Symposium on Chemical Engineering in Kyushu District, 2018.07.
81. Y. Ohama, K. Minamihata, R. Wakabayashi, M. Goto, N Kamiya, Enzymatic hydrogelation of liquid marbles for in situ immobilization of cell-free synthesized recombinant proteins , The 24th Symposium of Young Asian Biological Engineers' Community, 2018.11.
82. 花田隆文, M. L. Firmansyah, 吉田航, 久保田富生子, 後藤雅宏, Polymer inclusion membrane containing trioctyl(dodecyl)phosphonium chloride for the separation of platinum group metals from spent automotive catalyst, The 31th International Symposium on Chemical Engineering, 2018.12.
83. 花田隆文, 岩熊美奈子, 後藤雅宏, Synthesis of polymer type extractant containing thiomethylfuran and its extraction behavior of precious metals, International Conference on Ion Exchange 2018, 2018.09.
84. R. M. Moshikur, R. Wakabayashi, Y. Tahara, M. Moniruzzaman, N. Kamiya, M. Goto, Salicylate amino acid esters as the novel Active Pharmaceutical Ingredient Ionic Liquids (API-ILs): characterization and cytotoxicity evaluation, 10th AFOB Regional Symposium (ARS 2018), 2018.01.
85. R. M. Moshikur, Y. Tahara, R. Wakabayashi, M. Moniruzzaman, N. Kamiya, M. Goto, Methotrexate Ionic liquid moieties as the potent anticancer prodrugs: Characterization and solubility evaluation, 6th Asian-Pacific Conference on Ionic Liquids & Green Processes (APCIL-6), 2018.11.
86. Y. Tahara, M. Kaho, R. Wakabayashi, N. Kamiya, M. Goto, Transdermal drug delivery mediated by ionic liquids, which dispersed drugs in oil-based penetration enhancer, The 24th Symposium of Young Asian Biological Engineer’s Community (YABEC 2018), 2018.11.
87. W. Yoshida, F. Kubota, S.D. Kolev, M. Goto, Separation of critical metal ions from iron(III) using a polymer inclusion membrane containing an amic acid carrier and quinone, The 31th Int. Symp. Chemical Engineering, 2018.12.
88. W. Yoshida, F. Kubota, S.D. Kolev, M. Goto, Extraction equilibria of scandium(III) with the amic acid-type extractants and application to a polymer inclusion membrane, 7th Int. Conf. Ion Exchange, 2018.09.
89. Masahiro Goto, Pharmaceutical Application of Ionic Liquids for Transdermal Drug Delivery Systems, The 6th Asian Pacific Conference on Ionic Liquids, (APCIL-6), 2018.11.
90. Masahiro Goto, Amic acid extractants applicable to industrial solvent extraction for the recovery of strategic metals, International Conference on Coordination Chemistry, 2018, (ICCC 2018), 2018.07.
91. Kozaka Shuto, Nakata Takahiro, Akaki Junji, Tajima Shiro, Kunitomo Fiji, Goto Masahiro, Utilization of reverse micelles for skin permeation enhancement of bioactive macromolecules, The 30th ISChE, 2017.12.
92. R. M. Moshikur, R. Wakabayashi, Y. Tahara, M. Moniruzzaman, N. Kamiya, M. Goto, Salicylate amino acid esters as the novel Active Pharmaceutical Ingredient Ionic Liquids (API-ILs): characterization and cytotoxicity evaluation, 10th AFOB Regional Symposium 2018, 2018.01.
93. M. R. Chowdhury, R. Wakabayashi, Y. Tahara, M. Moniruzzaman, N. Kamiya, M.Goto, Ionic Liquids Based Paclitaxel IV Injection: A New Potential Formulation for Cancer Treatment, 10th AFOB Regional Symposium 2018, 2018.01.
94. Masahiro Goto, Novel Cancer Vaccine by Transcutaneous Drug Delivery System Using Solid-in-Oil Nano Carrier, 10th AFOB Regional Symposium 2018, 2018.01.
95. R. Wakabayashi, M. Katsuya, N. Kamiya, M. Goto, Multi-block fibrous assembly of peptide amphiphiles based on intrinsic immiscibility, The Second International Symposium on Biofunctional Chemistry (ISBC2017), 2017.12.
96. H. Kouno, Y. Tahara, R. Wakabayashi, N. Kamiya, M. Goto, Development of transcutaneous cancer vaccine by oil-based nanodispersion technique, The 30th International Symposium on Chemical Engineering, 2017.12.
97. Aiko Yamada, Rie Wakabayashi, Yoshiro Tahara, Noriho Kamiya, Masahiro Goto, Solid-in-Oil nanodispersion with an amino acid as a permeation enhancer for transcutaneous vaccine, The 30th International Symposium on Chemical Engineering, 2017.12.
98. W. Yoshida, Y. Baba, F. Kubota, S.D. Kolev, M. Goto, Membrane transport of critical metal ions and stability studies of polymer inclusion membranes, The 30th International Symposium on Chemical Engineering, 2017.12.
99. R. Kono, W. Yoshida, F. Kubota, M. Goto, Separation of Au(III) from mobile phones using a polymer inclusion membrane with D2EHAG as the carrier, The 30th International Symposium on Chemical Engineering, 2017.12.
100. R. Kono, W. Yoshida, F. Kubota, M. Goto, Selective extraction and recovery of precious metals with a novel amic acid extractant from waste mobile phones, The 21st International Solvent Extraction Conference(ISEC2017), 2017.11.
101. M. L. Firmansyah, F. Kubota, M. Goto, Effective separation of Pt(IV), Pd(II), and Rh(III) in acidic solution by using phosphonium-based ionic liquids, The 21st International Solvent Extraction Conference(ISEC2017), 2017.11.
102. M. Sharif, W. Yoshida, F. Kubota, M. Goto, Selective extraction of scandium from other REEs using binary extractant of PC-88A and versatic10 from nitrate media, The 21st International Solvent Extraction Conference(ISEC2017), 2017.11.
103. W. Yoshida, Y. Baba, F. Kubota, S.D. Kolev, M. Goto, Separation of scandium(III) from lanthanides using a polymer inclusion membrane containing an amic acid-extrctant carrier, The 21st International Solvent Extraction Conference, 2017.11.
104. W. Yoshida, Y. Baba, F. Kubota, S.D. Kolev, M. Goto, Selective membrane transport of rare earth ions by a polymer inclusion membrane, The 17th Congress of the Asian Pacific Confederation of Chemical Engineering, 2017.08.
105. Masahiro Goto, Cancer Vaccine by Transcutaneous Antigen-Peptide Delivery
Using Solid-in-Oil Technique
, APCChE 2017, 2017.08.
106. 後藤 雅宏, 溶媒抽出プロセスに実利用可能な新規抽出剤の開発とその課題, 資源・素材&EARTH 2017, 2017.09.
107. Masahiro Goto, TRANSDERMAL CANCER VACCINE BY SOLID-IN-OIL(S/O) NANODISPERSIONS, ACB 2017, 2017.07.
108. Masahiro Goto, TRANSDERMAL CANCER VACCINE BY SOLID-IN-OIL(S/O) NANODISPERSIONS, 9th AFOB Regional Symposium, 2017.02.
109. Qingliang Kong, Masahiro Goto, Transcutaneous immunotherapy for pollinosis using Solid-in-Oil Nanodispersion, 9th AFOB Regional Symposium, 2017.02.
110. Riho Kouno, Masahiro Goto, Recovery of precious metals from leach liquor of waste mobile phones with a novel amic acid extractant, The 29th International symposium on Chemical Engineering, 2016.12.
111. Kouno Hideto, Masahiro Goto, Development of transcutaneous cancer vaccine by oil based nano dispersion technique, The 29th International symposium on Chemical Engineering, 2016.12.
112. Atsushi Oka, Masahiro Goto, Transcutaneous immunotherapy of Japanese ceder pollinosis using CpG as an adjuvant, The 29th International Symposium on Chemical Engineering, 2016.12.
113. Water Yoshida, Masahiro Goto, Development of polymer inclusion membranes containing an amid acid-type carrier for platinum group metal separation, The 29th International Symposium on Chemical Engineering, 2016.12.
114. Qingliang Kong, Masahiro Goto, Development of a transcutaneous immunotherapy for Japanese Cedar Pollinosis using Solid-in-Oil nanodispersions, The 29th International Symposium on Chemical Engineering, 2016.12.
115. Masato Sakuragi, Masahiro Goto, Solid-in-oil nanodispersions for transcutaneous cancer vaccine by induction of antitumor immunity against melanoma, The 29th International Symposium on Chemical Engineering, 2016.12.
116. Masahiro Goto, Solid-in-Oil (S/O) Nanodispersions for Transdermal Cancer Immunotherapy, AIChE 2016 annual meeting,, 2016.11.
117. Rie Wakabayashi, Masahiro Goto, Enzyme-Reactive Self-Assembling Peptides for Biomacromolecular Functionalization, AIChE 2016 annual meeting, 2016.11.
118. Qingliang Kong, Masahiro Goto, Development of Transcutaneous Pollinosis Immunotherapy by Solid-in-Oil technology, The 22nd Symposium of Young Asian Biological Engineers’ Community, 2016.10.
119. Hidenao Kono, Masahiro Goto, Development of transcutaneous cancer vaccine by Solid-in-Oil technology, The 22nd Symposium of Young Asian Biological Engineers’ Community, 2016.10.
120. Atsushi Oka, Masahiro Goto, Transcutaneous immunotherapy of Japanese ceder pollinosis with CpG as an adjuvant, The 22nd Symposium of Young Asian Biological Engineers’ Community, 2016.10.
121. Qingliang Kong, Masahiro Goto, Transdermal pollinosis immunotherapy by Solid-in-Oil nanodispersions,, 化学工学会第48回秋季大会, 2016.09.
122. Masahiro Goto, Commercialization of Nano-capsules for Transdermal Drug Delivery Systems, Asian Federation of Biotechnology(AFOB) Summer Forum, 2016.08.
123. Masahiro Goto, Selective separation and recovery of strategically important metals using a polymer inclusion membrane containing an acidic extractant with alkylamide and amino acid moieties, IEX 2016: Ion Exchange, 2016.07.
124. Masahiro Goto, Challenge of Commercialization of Transdermal Drug Delivery Systems Invented in University, International Symposium on Biotechnology and Bioengineering, 2016.06.
125. Masahiro Goto, Challenge of Commercialization of Surfactant-Coating Nano Capsules Invented in University, International Colloid & Surfaces Symposium in Asia, 2016.06.
126. Masahiro Goto, New Extractants Applicable to Industrial Solvent Extraction Process for Rare Earth Separation, International Rare Earths Conference 2016, 2016.06.
127. Masahiro Goto, Activation of Biocatalysts in Ionic Liquids as a green reaction medium, International Catalysis Conference 2016, 2016.05.
128. Masahiro Goto, Cancer Immunotherapy by Transdermal Drug Delivery Systems Using Nano Coating Drug Carrier, ICES Seminar, 2016.05.
129. Rie Wakabayashi, Masahiro Goto, Enzyme-mediated assembly of biomolecules on a designer scaffold based on self-assembled peptides, The International Chemical Congress of Pacific Basin Societies 2015, 2015.12.
130. Masahiro Goto, New extractants applicable to industrial solvent extraction for the recovery of strategic metals, PacifChem 2015, 2015.12.
131. Takuji Kawakami, Masahiro Goto, Enzymatic Strategy for Lipidization of Functional Proteins, The 28th International Symposium on Chemical Engineering, 2015.12.
132. Takafumi Saeki, Masahiro Goto, Enzymatic assembly of proteins onto synthetic polymer scaffold, The 28th International Symposium on Chemical Engineering, 2015.12.
133. Ayaka Suehiro, Masahiro Goto, Supramolecular Peptide Scaffold fr an Enzymatic Assembly of Functional Molecules, The 28th International Symposium on Chemical Engineering, 2015.12.
134. Oueng Kong, Masahiro Goto, Development of a transcutaneous pollinosis immunotherapy by using a solid-in-oil nanodispersion, The 28th International Symposium on Chemical Engineering, 2015.12.
135. Yukiho Hosomomi, Masahiro Goto, Chemical modification of E. Coli and its application to the biosorption of metal ions, The 27th International Symposium on Chemical Engineering, 2015.12.
136. Wataru Yoshida, Masahiro Goto, Development of new extractant applicable to industrial solvent extraction for the recovery of precious metals, The 27th International Symposium on Chemical Engineering, 2015.12.
137. Masahiro Goto, Transdermal Cancer Immunization by a Surfactant-Coated Antigen Nanocarrier, ACB 2015, 2015.11.
138. Masahiro Goto, Transdermal Cancer Vaccine Using Antigen-Coating Nano Drug Carrier, AIChE 2015, 2015.11.
139. Masahiro Goto, Ayaka Naritomi, Transcutaneous immunization using Solid-in-Oil nanodispersion with immunostimulatory adjuvants, 2015 Taiwan/Korea/Japan Joint Meeting on Chemical Engineering, 2015.11.
140. Shota Araki, Masahiro Goto, Transdermal delivery of a vaccine antigen by the addition of ionic liquid, 2015 Taiwan/Korea/Japan Joint Meeting on Chemical Engineering, 2015.11.
141. Masato Sakuragi, Masahiro Goto, The melanoma prevention by transcutaneous cancer vaccine using Solid-in-Oil Technique, 2015 Taiwan/Korea/Japan Joint Meeting on Chemical Engineering, 2015.11.
142. Yukiho Hosomomi, Masahiro Goto, Modification of E-coli cell surface for preparing a metal ion adsorbent, 2015 Taiwan/Korea/Japan Joint Meeting on Chemical Engineering, 2015.11.
143. Wataru Yoshida, 後藤 雅宏, Extraction performance of novel amino acid derivative extractant for precious metal ions, 2015 Taiwan/Korea/Japan Joint Meeting on Chemical Engineering, 2015.11.
144. Masahiro Goto, Yukiho Hosomomi, Biosorption of rare earth elements by chemically modified E. coli, YABEC 2015, 2015.10.
145. Masahiro Goto, New Extractants Applicable to Industrial Solvent Extraction Processes for Critical Metal Separation, APCChE 2015, 2015.09.
146. 吉田航, 後藤 雅宏, Extraction of precious metals using novel amic acid-type extractant, 3rd International Symposium on Host Compounds for Separation and Functionality, 2015.07.
147. Masahiro Goto, Biocatalysis in Ionic Liquids, Southeast Asia Catalysis Conference 2015, 2015.05.
148. Masahiro Goto, Challenge to Commercialization of Advanced Drug Delivery Technology Developed in University, ICES Seminar, 2015.05.
149. Aya Naritomi, Masahiro Goto, Development of transcutaneous vaccine by Solid-in-Oil technology, The 27st International Symposium on Chemical Engineering, 2014.12.
150. Yoko Shin, Masahiro Goto, Development of transcutaneous pollinosis immunotherapy by using a solid-in-oil technique, The 27st International Symposium on Chemical Engineering, 2014.12.
151. Yukiho Hosomomi, Masahiro Goto, Sorption properties of rare earth elements on chemically modified E. coli, 6th Int. Conf. Ion Exch., 2014 (ICIE 2014), 2014.11.
152. Yuzo Baba, R.W. Cattrall, S.D. Kolev, Masahiro Goto, Development of polymer inclusion membrane with amide acid type extractant for separation of critical metals, 6th Int. Conf. Ion Exch., 2014 (ICIE 2014), 2014.11.
153. Yuzo Baba, R.W. Cattrall, S.D. Kolev, Masahiro Goto, Highly effective separation of scandium using a polymer inclusion membrane with an amide acid-type carrier, 10th Int. conf. Sep. Sci. Technol., 2014 (ICSST 14), 2014.11.
154. Fukiko Kubota, Masahiro GOTO, Separation of rare earth metal ions by synergistic system with 2-thenoyltrifluoroacetone and TOPO, ISEC2014, 2014.09.
155. Masahiro GOTO, New extractants applicable to industrial solvent extraction process for rare metal separation, Int. Solv. Extrn. Cof., 2014, 2014.09.
156. Yoko Shin, Masahiro Goto, Transdermal pollinosis immunotherapy by a solid-in-oil nanodispersion, The 26th International Symposium on Chemical Engineering (ISChE 2013), 2013.12.
157. Masahiro Goto, Yusuke Tanaka, Transdermal delivery of salbutamol sulfate using a solid-in-oil nanodispersion, 26th Int. Symp. Chem. Eng., Daejeon/Chungnam-Kyushu(Japan), 2013.12.
158. Yukiho Hosomomi, Masahiro Goto, Chemical modification of E. coli for recovery of rare earth elements, 26th Int. Symp. Chem. Eng., Daejeon/Chungnam-Kyushu(Japan), 2013.12.
159. Yuya Hirakawa, Masahiro Goto, Development of transdermal cancer immunotherapy by using Solid-in-Oil nanodispersion
, The 26th International Symposium on Chemical Engineering, 2013.12.
160. Yuzo Baba, Masahiro Goto, Effective Separation and Recovery of Rare Earth Metals by Using Supported Ionic Liquid Membrane System, The 8th International Membrane Science & Technology Conference (IMSTEC2013), 2013.12.
161. Masahiro Goto, Recycling of Rare Earth Metals by a Ionic Liquid Membrane, Critical Metal Recycle Symposium, 2013.11.
162. Masahiro Goto, Challenge to Commercialization of Advanced Technology in University, Japan-Korea-Taiwan Joint Chemical Engineering Symp., 2013.11.
163. Masahiro Goto, Directed Aggregation and Fusion of vesicles induced by a DNA surfactant, AIChE Annual Meeting, 2013,, 2013.11.
164. Masahiro Goto, Nanodispersion of Pharmaceutical Ingredients for Transdermal Drug Delivery Systems, INCHEM TOKYO, 2013.10.
165. Rie Wakabayashi, Masahiro Goto, Nanostructured Peptide Amphiphiles for Supramolecular Biomaterials, New Trends of Nano- or Bio-Materials Design in Supramolecular Chemistry (2013 NNBS), 2013.09.
166. Yukiho Hosomomi, Masahiro Goto, Development of bacterial biosorbent for rare earth elements, International Symposium on Cell Surface Structures and Functions, 2013.09.
167. Fukiko Kubota, Masahiro Goto, Selective Transport of Rare Earth Metals through a Supported Liquid Membrane Using Ionic Liquids, Conference of Aseanian Membrane Society(AMS8), 2013.07.
168. Jian Yang, Masahiro Goto, Development of Membrane Separation System for Rare Metals Based on Ionic Liquids, Conference of Aseanian Membrane Society(AMS8), 2013.07.
169. Yukiho Hosomomi, Fukiko Kubota, Masahiro Goto, Biosorption of rare earth elements onto E. coli, The 25th International Symposium on Chemical Engineering, 2012.12.
170. Yusuke Tanaka, Masahiro Goto, Transdermal delivery of salbutamol sulfate by a solid-in-oil nanodispersion, The 25th International Symposium on Chemical Engineering, 2012.12.
171. Kana Imamura, Noriho Kamiya, Masahiro Goto, Development of transcutaneous vaccine formulation using Solid-in-Oil technology, The 25th International Symposium on Chemical Engineering, 2012.12.
172. Ryutaro Ishiyama, Masahiro Goto, A novel double-coating carrier for cancer-targeted drug delivery, The 25th International Symposium on Chemical Engineering, 2012.12.
173. Jian Yang, Fukiko Kubota, Masahiro Goto, Separation of precious metals by using ion-exchange polymers, The 25th International Symposium on Chemical Engineering, 2012.12.
174. Yuko Abe, Noriho Kamiya, Masahiro Goto, Development of pH-sensitive double coating carrier for intracellular drug delivery
, The 25th International Symposium on Chemical Engineering, 2012.12.
175. Ionic Liquids and Bioscience .
176. Separation of Rare Earth Metals by Using Ionic Liquids.
Membership in Academic Society
  • SCEJ
  • ACS
  • AIChE
Awards
  • Molecular Design of Novel Extractants that show high selectivity to Rare Earth Metals
  • YABEC Award 2011
  • Development of new surfactants for liquid membranes
Educational
Educational Activities
Functional Material Processing
Bioprocess Desigh
Biochemical engineering
Thermodynamics
Other Educational Activities
  • 2010.04.
  • 2009.05.
  • 2009.02.
Social
Professional and Outreach Activities
Joint research
MIT
Prof. T Alan Hatton.