Updated on 2025/02/17

Information

 

写真a

 
NAGAO MASANORI
 
Organization
Faculty of Engineering Department of Chemical Engineering Assistant Professor
School of Engineering (Concurrent)
Graduate School of Engineering (Concurrent)
Title
Assistant Professor
Contact information
メールアドレス
Profile
機能性高分子の開発、応用
External link

Degree

  • Ph.D (Engineering)

Research History

  • DIC株式会社   

    DIC株式会社

Research Interests・Research Keywords

  • Research theme: Design of environment around porphyrin molecules in the polymer gels for controlling the efficiency of CO2 photoreduction

    Keyword: Carbon dioxide, porphyrin, photo reaction, polymer gel

    Research period: 2022.4 - 2025.3

  • Research theme: Synthesis and evaluation of a glycopolymer library for alternatives to antifreeze proteins

    Keyword: antifreezing proteins, glycopolymers, photoinduced polymerization

    Research period: 2022.4 - 2025.3

  • Research theme: Evaluation of the interaction between folding glycopolymers and target proteins

    Keyword: glycopolymers, folding, intermolecular interaction, carbohydrate

    Research period: 2022.4 - 2024.3

  • Research theme: Design of the structure of cyclic glycopolymers for target protein and the control of the interaction

    Keyword: carbohydrate, cyclic polymers, biomolceular interactions

    Research period: 2021.4 - 2026.3

  • Research theme: Development of a living radical polymerization system in flow reactor with immobilized photocatalyst.

    Keyword: flow reactor, photocatalyst, living radical polymerization

    Research period: 2021.4 - 2024.3

Awards

  • 若手研究者奨励講演賞

    2022.7   公益社団法人 高分子学会 バイオ・高分子研究会  

Papers

  • Effects of Cyclic Glycopolymers Molecular Mobility on their Interactions with Lectins Invited Reviewed International journal

    #金文康、@長尾匡憲、#公文悠介、@松本光、@星野友、@三浦佳子

    ChemPlusChem   2024.3

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    Language:English   Publishing type:Research paper (scientific journal)  

    Repository Public URL: https://hdl.handle.net/2324/7178708

  • Preparation of cellular membrane-mimicking glycopolymer interfaces by a solvent-assisted method on QCM-D sensor chips and their molecular recognition Reviewed International journal

    @長尾匡憲,@増田造,@高井まどか,@三浦佳子

    Journal of Materials Chemistry B   12 ( 7 )   1782 - 1787   2024.1   ISSN:2050-750X eISSN:2050-7518

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Journal of Materials Chemistry B  

    Carbohydrate-based membranes that show molecular recognition ability are interesting mimics of biointerfaces. Herein, we prepared glycopolymer membranes on QCM-D sensor chips using a solvent-assisted method and investigated their interactions with a target lectin. The membrane containing the glycopolymer with a random arrangement of the carbohydrate units adsorbed more lectin than that containing the glycopolymer with an organized block of carbohydrate units.

    DOI: 10.1039/D3TB02663A

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    Repository Public URL: https://hdl.handle.net/2324/7173538

  • Continuous-Flow PET-RAFT Polymerization in a Packed-Bed Reactor with Porphyrin-Immobilized Silica Particles Reviewed International journal

    Nagao Masanori, Horie Aya, Matsumoto Hikaru, Hoshino Yu, Miura Yoshiko

    Industrial & Engineering Chemistry Research   63 ( 1 )   200 - 209   2023.12   ISSN:0888-5885 eISSN:1520-5045

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Industrial and Engineering Chemistry Research  

    Photoinduced electron/energy transfer-reversible addition–fragmentation chain transfer (PET-RAFT) polymerization enables the production of well-controlled synthetic polymers under mild conditions by using visible-light energy. Although flow reactors are suitable for photoreactions in terms of light penetration, contamination of photocatalysts occurs in a homogeneous system and necessitates product purification. Immobilizing the photocatalysts onto supports can eliminate the need for this purification step and enhance the potential for industrial applications of PET-RAFT polymerization. Herein, we report the development of a packed-bed flow photoreactor wherein a photocatalyst for PET-RAFT polymerization, zinc tetraphenylporphyrin, was immobilized onto packed silica particles. Continuous PET-RAFT polymerization of a model monomer (N,N-dimethylacrylamide) was achieved without leakage of the porphyrin molecules. The effects of various reaction conditions, such as the residence time, catalyst density, and target molecular weight, on the polymerization reaction were evaluated. This work contributes to the realization of a facile and practical manufacturing process for highly valuable synthetic polymers.

    DOI: 10.1021/acs.iecr.3c03496

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    Repository Public URL: https://hdl.handle.net/2324/7178714

  • Correlation between Self-Folding Behavior of Amphiphilic Polymers and Their Molecular Flexibility Reviewed International journal

    @長尾匡憲, @三浦佳子

    ACS Macro Letters   12 ( 6 )   733 - 737   2023.5   eISSN:2161-1653

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:ACS Macro Letters  

    Self-folding behavior of amphiphilic polymers in aqueous environments mimics the structures of biomacromolecules (e.g., proteins). Since both the three-dimensional structure (static) and the molecular flexibility (dynamic) of a protein are essential for its biological functions, the latter should be considered when designing synthetic polymers that are intended to mimic proteins. Herein, we investigated the correlation between the self-folding behavior of amphiphilic polymers and their molecular flexibility. We synthesized amphiphilic polymers by subjecting N,N-dimethylacrylamide (hydrophilic) and N-benzylacrylamide (hydrophobic) to living radical polymerization. Polymers containing 10, 15, and 20 mol % of N-benzylacrylamide demonstrated self-folding behavior in an aqueous phase. The spin-spin relaxation time (T2) of the hydrophobic segments decreased with the percent collapse of the polymer molecules, indicating that mobility was restricted by the self-folding behavior. Furthermore, comparison of the polymers with random and block sequences revealed that the mobility of hydrophobic segments was not affected by the component of the local segments.

    DOI: 10.1021/acsmacrolett.3c00182

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    Repository Public URL: https://hdl.handle.net/2324/7160866

  • Synthesis of well-defined cyclic glycopolymers and the relationship between their physical properties and their interaction with lectins Reviewed International journal

    Nagao Masanori, Hoshino Yu, Miura Yoshiko

    Polymer Chemistry   13 ( 38 )   5453 - 5457   2022.9   ISSN:17599954 eISSN:17599962

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry  

    Cyclic polymers, which have a different topology from that of linear polymers, show potential as novel nanomaterials. In this communication, we report the synthesis of well-defined cyclic glycopolymers that have functional units for biomolecular recognition and evaluated their physical properties including molecular mobility. The suppressed molecular mobility of the cyclic glycopolymers was found to weaken their interactions with target proteins, demonstrating the influence of polymer topology on molecular recognition.

    DOI: 10.1039/D2PY00941B

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    Repository Public URL: https://hdl.handle.net/2324/7160874

  • De Novo Design of Star-Shaped Glycoligands with Synthetic Polymer Structures toward an Influenza Hemagglutinin Inhibitor Reviewed International journal

    @長尾匡憲、@山口愛、@松原輝彦、@星野友、@佐藤智典、@三浦佳子

    Biomacromolecules   23 ( 3 )   1232 - 1241   2021.12   ISSN:1525-7797 eISSN:1526-4602

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Biomacromolecules  

    Synthetic polymers with well-defined structures allow the development of nanomaterials with additional functions beyond biopolymers. Herein, we demonstrate de novo design of star-shaped glycoligands to interact with hemagglutinin (HA) using well-defined synthetic polymers with the aim of developing an effective inhibitor for the influenza virus. Prior to the synthesis, the length of the star polymer chains was predicted using the Gaussian model of synthetic polymers, and the degree of polymerization required to achieve multivalent binding to three carbohydrate recognition domains (CRDs) of HA was estimated. The star polymer with the predicted degree of polymerization was synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization, and 6′-sialyllactose was conjugated as the glycoepitope for HA. The designed glycoligand exhibited the strongest interaction with HA as a result of multivalent binding. This finding demonstrated that the biological function of the synthetic polymer could be controlled by precisely defining the polymer structures.

    DOI: 10.1021/acs.biomac.1c01483

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    Repository Public URL: https://hdl.handle.net/2324/4793641

  • Screening of a glycopolymer library for GM1 mimetics synthesized by the “carbohydrate module method” Reviewed International journal

    @長尾匡憲、#植村剛、@堀内輔、@星野友、@三浦佳子

    Chemical Communications   2021.9

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    DOI: doi.org/10.1039/D1CC04394C

    Repository Public URL: http://hdl.handle.net/2324/4706206

  • Influence of Monomer Structures for Polymeric Multivalent Ligands: Consideration of the Molecular Mobility of Glycopolymers Reviewed International journal

    @長尾匡憲、#吉瀬誠也、@星野友、@三浦佳子

    Biomacromolecules   2021.6

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    DOI: doi.org/10.1021/acs.biomac.1c00553

    Repository Public URL: http://hdl.handle.net/2324/4706207

  • Synthesis of Various Glycopolymers Bearing Sialyllactose and the Effect of Their Molecular Mobility on Interaction with the Influenza Virus Reviewed International journal

    #長尾 匡憲、@松原 輝彦、@星野 友、@佐藤 智典、@三浦 佳子

    Biomacromolecules   20 ( 7 )   2763 - 2769   2019.6

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    Synthetic glyco-ligands are promising candidates for effective nanomedicines against pathogens. Glycopolymers bearing sialyl-oligosaccharides interact with hemagglutinin present on the surface of influenza viruses. In designing new glycopolymers that further enhance the interaction with viruses, both static and dynamic properties of the glycopolymers should be considered. In this report, we evaluated the correlation between dynamic properties of glycopolymers and their interaction with the influenza virus. Glycopolymers with pendant sialyllactoses and various linker structures were synthesized, and their molecular mobility was determined by proton spin–spin relaxation time measurements. The molecular mobility of the glycounits increased as the length of the linker structures increased. Interestingly, glycopolymers with the medium-length linker structure exhibited the strongest interaction with the influenza virus, suggesting that optimal molecular mobility is required for maximizing multivalent interactions with the target.

    DOI: 10.1021/acs.biomac.9b00515

  • Topological Design of Star Glycopolymers for Controlling the Interaction with the Influenza Virus Reviewed International journal

    #長尾 匡憲、@松原 輝彦、@星野 友、@佐藤 智典、@三浦 佳子

    Bioconjugate Chemistry   30 ( 4 )   1192 - 1198   2019.3

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    The precise design of synthetic polymer ligands using controlled polymerization techniques provides an advantage for the field of nanoscience. We report the topological design of glyco-ligands based on synthetic polymers for targeting hemagglutinin (HA, lectin on the influenza virus). To achieve precise arrangement of the glycounits toward the sugar-binding pockets of HA, triarm star glycopolymers were synthesized. The interaction of the star glycopolymers with HA was found to depend on the length of the polymer arms and was maximized when the hydrodynamic diameter of the star glycopolymer was comparable to the distance between the sugar-binding pockets of HA. Following the formula of multivalent interaction, the number of binding sites in the interaction of the glycopolymers with HA was estimated as 1.8–2.7. Considering one HA molecule has three sugar-binding pockets, these values were reasonable. The binding mode of synthetic glycopolymer–ligands toward lectins could be tuned using controlled radical polymerization techniques.

    DOI: org/10.1021/acs.bioconjchem.9b00134

    Repository Public URL: http://hdl.handle.net/2324/2320611

  • Quantitative preparation of multiblock glycopolymers bearing glycounits at the terminal segments by aqueous reversible addition–fragmentation chain transfer polymerization of acrylamide monomers Reviewed International journal

    #長尾 匡憲、@星野 友、@三浦 佳子

    Journal of Polymer Science Part A: Polymer Chemistry   57 ( 8 )   857 - 861   2019.3

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    Multiblock glycopolymers have gathered attention because of their potential use as effective ligands for sugar‐binding proteins. The authors report the quantitative preparation of multiblock glycopolymers by reversible addition‐fragmentation chain transfer polymerization. The optimized polymerization condition enabled the complete monomer incorporation into the elongating polymer chains at each polymerization step. The structure of the heptablock glycopolymer was well‐defined (polydispersity index <1.35), and their molecular recognition against lectins was evaluated.

    DOI: 10.1002/pola.29344

  • Synthesis of Highly Biocompatible and Temperature-Responsive PhysicalGels for Cryopreservation and 3D Cell Culture Reviewed International journal

    #長尾 匡憲、@Jayeeta Sengupta、@Diana Diaz-Dussan、@Madeleine Adam、@Meng Wu、@Jason Acker、@Robert Ben、@石原 一彦、@Hongbo Zeng、@三浦 佳子、@Ravin Narain

    ACS Appl Bio Mat   1 ( 2 )   356 - 366   2018.6

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    There is considerable interest in the cryopreservation in 3D cell culture, as structurally preserving intact cells and tissues is critical in utilizing these systems to promote cell differentiation and tissue organization. Temperature-responsive physical gels and zwitterionic polymers are useful materials as 3D scaffolds for cell culture which may also provide cryoprotection to the composite cells. Nevertheless, there has been a lack of relevant data for polymer systems that have both of these properties. In this study, highly biocompatible triblock copolymers were examined for their effectiveness both as gelators and as cryo-protectants. The triblock copolymers were synthesized with 2-methacryloyloxyethyl phosphorylcholine (MPC) and di(ethylene glycol) methyl ether methacrylate (DEGMA) via atom transfer radical polymerization (PDEGMA113-b-PMPC243-b-PDEGMA113). ABA triblock copolymers composed of hydrophilic “B” block and temperature responsive “A” block could form physical gels above their lower critical solution temperatures (LCST). PDEGMA113-b-PMPC243-b-PDEGMA113 triblock copolymer exhibited the LCST derived from DEGMA and assembled in micellar structures forming physical gels above the LCST. The mechanical properties of the physical gels were evaluated by rheological tests, and the low toxicity of PDEGMA113-b-PMPC243-b-PDEGMA113 was confirmed by MTT assay. Interestingly, the triblock copolymer showed ice recrystallization inhibition (IRI) activity which was determined to be suitable for the cryopreservation of several cell lines. In vitro studies were conducted to demonstrate the cryo-protectant properties and the formation of two and three-dimensional (2D/3D) cell culture scaffolds with high biocompatibility. This stimuli-responsive gelator polymers can therefore be useful for cryopreservation of different cells models, and a promising material for 3D cell culture.

    DOI: doi.org/10.1021/acsabm.8b00096

  • Design of Glycopolymers Carrying Sialyl Oligosaccharides for Controlling the Interaction with the Influenza Virus Reviewed International journal

    #長尾 匡憲、@松原 輝彦、@星野 友、@佐藤 智典、@三浦 佳子

    Biomacromolecules   18 ( 12 )   4385 - 4392   2017.11

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    We designed glycopolymers carrying sialyl oligosaccharides by “post-click” chemistry and evaluated the interaction with the influenza virus. The glycopolymer structures were synthesized in a well-controlled manner by reversible addition–fragmentation chain transfer polymerization and the Huisgen reaction. Acrylamide-type monomers were copolymerized to give hydrophilicity to the polymer backbones, and the hydrophilicity enabled the successful introduction of the oligosaccharides into the polymer backbones. The glycopolymers with different sugar densities and polymer lengths were designed for the interaction with hemagglutinin on the virus surface. The synthesized glycopolymers showed the specific molecular recognition against different types of influenza viruses depending on the sugar units (6′- or 3′-sialyllactose). The sugar density and the polymer length of the glycopolymers affected the interaction with the influenza virus. Inhibitory activity of the glycopolymer against virus infection was demonstrated.

    DOI: 10.1021/acs.biomac.7b01426

  • Polyacrylamide backbones for polyvalent bioconjugates using “post-click” chemistry Reviewed International journal

    #長尾 匡憲、@紅林 佑希、@瀬戸 弘一、@高橋 知成、@鈴木 隆、@星野 友、@三浦 佳子

    Polymer Chemistry   7   5920 - 5924   2016.7

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    This paper reports the synthesis and application of acrylamide-type neoglycoconjugates interacting with practical targets. Polymer backbones with acrylamide and acrylamide derivatives bearing alkyne groups were prepared using living radical polymerization. Oligosaccharides were introduced into the backbones using copper-catalysed azide–alkyne cycloaddition “post-click” chemistry.

    DOI: doi.org/10.1039/C6PY00904B

  • Synthesis of well-controlled glycopolymers bearing oligosaccharides andtheir interactions with influenza viruses Reviewed International journal

    #長尾 匡憲、@紅林 佑希、@瀬戸 弘一、@田中 知成、@高橋 忠伸、@鈴木 隆、@星野 友、@三浦 佳子

    Polymer Journal   48 ( 6 )   745 - 749   2016.2

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    Glycopolymers bearing oligosaccharides with narrow polydispersity indexes (<1.4) were synthesized using a ‘post- click’ chemistry method. A polymer backbone was synthesized by reversible addition-fragmentation chain transfer polymerization with acrylamide derivatives. Maltose, lactose, 3′-sialyllactose and 6′-sialyllactose were added to the polymer backbone and corresponding glycopolymers were obtained. The interactions between the glycopolymers and lectins were evaluated by a quartz crystal microbalance measurement. The interactions between the glycopolymers and influenza viruses were evaluated by hemagglutination inhibition assay.

    DOI: doi.org/10.1038/pj.2016.14

  • Photoinduced Energy/Electron Transfer within Single-Chain Nanoparticles

    Nagao, M; Mundsinger, K; Barner-Kowollik, C

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   e202419205   2025.1   ISSN:1433-7851 eISSN:1521-3773

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    Language:English   Publisher:Angewandte Chemie - International Edition  

    We demonstrate that single-chain nanoparticles (SCNPs) – compact covalently folded single polymer chains – can increase photocatalytic performance of an embedded catalytic center, compared to the comparable catalytic system in free solution. In particular, we demonstrate that the degree of compaction allows to finely tailor the catalytic activity, thus evidencing that molecular confinement is a key factor in controlling photocatalysis. Specifically, we decorate a linear parent polymer with both photoreactive chalcone moieties as well as Ru(bpy)3 catalytic centers. We initially construct a SCNP via a photosensitized [2+2] cycloaddition at 510 nm and demonstrate that the SCNP formation is substantially more efficient when the Ru(bpy)3 units are part of the polymer chain instead of as free molecules in solution. Subsequently, we employ the same Ru(bpy)3 units as photocatalysts in a model reaction employing pyrene units as charge transfer moieties. We establish that the photocatalytic activity increases as the polymer becomes more compact, reaching peak efficiency, followed by a subsequent decline as the SCNP becomes too compact. Thus, we identify a goldilocks regime of catalyst confinement via SCNP compaction for use in photocatalysis.

    DOI: 10.1002/anie.202419205

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  • Continuous-Flow Asymmetric Aldol Addition Using Immobilized Chiral Catalyst on Organogel-Based Porous Monolith

    Matsumoto, H; Hattori, H; Nagao, M; Hoshino, Y; Miura, Y

    JOURNAL OF CHEMICAL ENGINEERING OF JAPAN   57 ( 1 )   2024.12   ISSN:0021-9592 eISSN:1881-1299

  • Intrinsic Synergy and Selectivity for the Inhibition of Cancer Cell Growth Generated by a Polymer Ligand of Proximal Enzymes

    Koba, Y; Nakamoto, M; Nagao, M; Miura, Y; Matsusaki, M

    NANO LETTERS   24 ( 45 )   14206 - 14214   2024.10   ISSN:1530-6984 eISSN:1530-6992

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    A fundamental understanding of the design of polymer ligands of proximal enzymes is essential for the precise targeting of cancer cells, but it is still in its infancy. In this study, we systematically investigated the contribution of the chain length, ligand density, and ligand ratio of proximal enzyme-targeted polymers to the efficacy, synergy, and selectivity for the inhibition of cancer cell proliferation. The results revealed that employing a moderate chain length as a scaffold allowed for an intrinsically high efficacy and synergy of proximal enzyme-targeted polymers, in contrast to single enzyme-targeted polymers that prefer longer chain length for efficacy. The synergy obtained in proximal enzyme targeting was not provided by the combination of the corresponding small molecules. Moreover, the maturation of the synergistic efficacy of the proximal enzyme-targeted polymers also improved selectivity. This study proposes a rational design for polymer inhibitors and/or ligands for cancer cells with a high efficacy and selectivity.

    DOI: 10.1021/acs.nanolett.4c03334

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  • Effects of the cross-linked structures of polymer gels containing iron porphyrins on photoreduction of carbon dioxide Reviewed

    Shota Furusawa, Masanori Nagao, Hikaru Matsumoto and Yoshiko Miura

    RSC Applied Polymers   2024.9

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    Authorship:Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/d4lp00135d

    Repository Public URL: https://hdl.handle.net/2324/7333717

  • Continuous-Flow Asymmetric Aldol Addition Using Immobilized Chiral Catalyst on Organogel-Based Porous Monolith

    Matsumoto Hikaru, Hattori Haruka, Nagao Masanori, Hoshino Yu, Miura Yoshiko

    Journal of Chemical Engineering of Japan   57 ( 1 )   2384402   2024.9   ISSN:00219592 eISSN:18811299

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    Language:English   Publisher:Taylor and Francis  

    Continuous-flow reactions using immobilized chiral catalysts are attracting much attention in the field of fine chemical productions. Porous materials can mitigate the mass transfer limitation and undesired steric effects from support materials owing to their large surface area and high porosity. Among them, porous monoliths, which are self-standing materials with interconnected pores with narrow diameters offer high permeability during the continuous-flow operation. Supporting the chiral catalyst on the monolith, asymmetric reaction can be achieved under continuous-flow condition. To date, the continuous-flow reactors with porous monoliths have been developed for chiral catalysis. Herein, we first developed porous organogel monoliths as support for chiral catalyst in continuous-flow reaction. The monolith showed higher catalytic durability than those of batch in asymmetric aldol additions. Detailed studies on continuous-flow conditions and physical properties of the monolith revealed the importance of increasing the gel porosity of the monolith.

    CiNii Research

  • Detailed Study of the Interactions between Glycopolymers in the Presence of Metal Ions through Quartz Crystal Microbalance Method.

    Sumura T, Nagao M, Matsumoto H, Masuda T, Takai M, Miura Y

    Biomacromolecules   25 ( 10 )   6416 - 6424   2024.9   ISSN:1525-7797 eISSN:1526-4602

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    Polymer self-assemblies driven by enthalpic interactions, such as hydrogen bonding and electrostatic interactions, exhibit distinct properties compared to those driven by hydrophobic interactions. Carbohydrate-carbohydrate interactions, which are observed in physiological phenomena, also fall under enthalpic interactions. Our group previously reported on self-assemblies of methacrylate-type glycopolymers carrying mannose units in the presence of calcium ions; however, a detailed study of these interactions was lacking. In this work, we investigated the interactions between glycopolymers using the quartz crystal microbalance (QCM) method. Our quantitative analysis revealed that the interactions between the glycopolymers were influenced by the carbohydrate structures in the side chains, the types of divalent metal ions, and the structures of the polymer main chains. Notably, the strongest interaction was observed in the combination of methacrylate-type glycopolymers carrying mannose units and calcium ions, demonstrating their potential as a driving force for polymer self-assembly.

    DOI: 10.1021/acs.biomac.4c00493

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  • Development of Pd-immobilized porous polymer catalysts via Bayesian optimization

    Zhou, XC; Matsumoto, H; Nagao, M; Hironaka, S; Miura, Y

    POLYMER JOURNAL   56 ( 9 )   865 - 872   2024.9   ISSN:0032-3896 eISSN:1349-0540

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    In this study, a Pd-polymeric porous immobilized catalyst is prepared for the Suzuki–Miyaura coupling reactions by employing a Bayesian optimization method to optimize the catalyst. This research represents the first endeavor to utilize machine learning for the optimization of polymer-immobilized catalysts and provides a novel perspective on utilizing machine learning for the optimization of complex materials.

    DOI: 10.1038/s41428-024-00923-8

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  • Effects of Cyclic Glycopolymers Molecular Mobility on their Interactions with Lectins

    Jin, WK; Nagao, M; Kumon, Y; Matsumoto, H; Hoshino, Y; Miura, Y

    CHEMPLUSCHEM   89 ( 9 )   e202400136   2024.8   ISSN:2192-6506

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    Cyclic polymers, which are found in the field of biopolymers, exhibit unique physical properties such as suppressed molecular mobility. Considering thermodynamics, the suppressed molecular mobility of cyclic polymers is expected to prevent unfavorable entropy loss in molecular interactions. In this study, we synthesized cyclic glycopolymers carrying galactose units and investigated the effects of their molecular mobility on the interactions with a lectin (peanut agglutinin). The synthesized cyclic glycopolymers exhibited delayed elution time on size exclusion chromatography and a short spin-spin relaxation time, indicating typical characteristics of cyclic polymers, including smaller hydrodynamic size and suppressed molecular mobility. The hemagglutination inhibition assay revealed that the cyclic glycopolymers exhibited weakened interactions with peanut agglutinin compared to the linear counterparts, attributable to the suppressed molecular mobility. Although the results are contrary to our expectations, the impact of polymer topology on molecular recognition remains intriguing, particularly in the context of protein repellent activity in the biomedical field.

    DOI: 10.1002/cplu.202400136

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  • Quantification of thermodynamic effects of carbohydrate multivalency on avidity using synthetic discrete glycooligomers

    Nagao, M; Hoshino, Y; Miura, Y

    CHEMICAL COMMUNICATIONS   60 ( 55 )   7021 - 7024   2024.7   ISSN:1359-7345 eISSN:1364-548X

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    Language:English   Publisher:Chemical Communications  

    A quantitative understanding of thermodynamic effects of avidity in biomolecular interactions is important. Herein, we synthesized discrete glycooligomers and evaluated their interactions with a model protein using isothermal titration calorimetry. The dimeric glycooligomer exhibited higher binding constants compared to the glycomonomer, attributed to the reduced conformational entropy loss through local presentation of multiple carbohydrate units. Conversely, divalent glycoligands with polyethylene glycol linkers, aiming for multivalent binding, showed enhanced interactions through increased enthalpy. These findings emphasize the importance of distinguishing between the “local avidity” and the “multipoint avidity”.

    DOI: 10.1039/d4cc02409e

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  • Bayesian optimization of glycopolymer structures for the interaction with cholera toxin B subunit

    Nagao, M; Nakahara, O; Zhou, XC; Matsumoto, H; Miura, Y

    NANOSCALE   16 ( 26 )   12406 - 12410   2024.7   ISSN:2040-3364 eISSN:2040-3372

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    Language:English   Publisher:Nanoscale  

    The optimal structure of synthetic glycopolymers for GM1 mimetics was determined through Bayesian optimization. The interactions of glycopolymers carrying galactose and neuraminic acid units in different compositions with cholera toxin B subunit (CTB) were assessed by an enzyme-linked immunosorbent assay (ELISA). Gaussian process regression, using the ELISA results, predicted the composition of glycopolymers that would exhibit stronger interactions with CTB. Following five cycles of optimization, the glycopolymers carrying 60 mol% galactose and 25 mol% neuraminic acid demonstrated an IC50 value of 75 μM for CTB, representing the lowest value among the synthesized glycopolymers.

    DOI: 10.1039/d4nr00915k

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  • De novo designed glycopolymer by precise polymer synthesis

    Miura Y., Nagao M., Matsumoto H.

    Chemistry Letters   53 ( 2 )   2024.2   ISSN:03667022

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    Publisher:Chemistry Letters  

    Synthetic polymers with molecular recognition ability were investigated. Well-defined chemical structures of biopolymers were mimicked by controlled polymerization. In particular, the preparation and molecular recognition of de novo designed glycopolymers were studied. Glycopolymers such as block polymers, star polymers, and microgels were prepared. The designed glycopolymers showed strong molecular recognition against target proteins and viruses.

    DOI: 10.1093/chemle/upad012

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  • Preparation of cellular membrane-mimicking glycopolymer interfaces by a solvent-assisted method on QCM-D sensor chips and their molecular recognition

    Nagao Masanori, Masuda Tsukuru, Takai Madoka, Miura Yoshiko

    Journal of Materials Chemistry B   12 ( 7 )   1782 - 1787   2024.1   ISSN:2050750X eISSN:20507518

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    Carbohydrate-based membranes that show molecular recognition ability are interesting mimics of biointerfaces. Herein, we prepared glycopolymer membranes on QCM-D sensor chips using a solvent-assisted method and investigated their interactions with a target lectin. The membrane containing the glycopolymer with a random arrangement of the carbohydrate units adsorbed more lectin than that containing the glycopolymer with an organized block of carbohydrate units.

    CiNii Research

  • Functional Materials with Glycopolymers

    MIURA Yoshiko, NAGAO Masanori

    POLYMERS   73 ( 4 )   147 - 149   2024   ISSN:04541138 eISSN:21859825

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    Language:Japanese   Publisher:The Society of Polymer Science, Japan  

    <p>Glycopolymers, polymers with sugars in the side chains of polymers, are biobased polymers. Glycopolymers can be synthesized mainly by addition polymerization with the vinyl sugar derivatives, and are unique materials that allow the use of synthetic polymer technology for sugars, which is otherwise difficult to handle. Glycopolymers are useful for the development of water-soluble polymers, amphiphilic polymers, and biofunctional materials. As physical properties, glycopolymers possess physicochemical properties such as water-solubility and amphiphilicity, as well as self-assembling properties. In addition, because of their saccharide-accumulated structure, glycopolymers have strong molecular recognition properties based on the multivalent effect and interact strongly with proteins, cells, pathogens, and other substances. The molecular recognizability can be controlled by precision polymerization and fused with other materials to create bio-devices.</p>

    DOI: 10.1295/kobunshi.73.4_147

    CiNii Research

  • Design of Glycopolymers for Controlling the Interactions with Lectins

    Nagao Masanori, Matsumoto Hikaru, Miura Yoshiko

    Chemistry - An Asian Journal   18 ( 19 )   e202300643   2023.10   ISSN:1861-4728 eISSN:1861-471X

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    Carbohydrates are involved in life activities through the interactions with their corresponding proteins (lectins). Pathogen infection and the regulation of cell activity are controlled by the binding between lectins and glycoconjugates on cell surfaces. A deeper understanding of the interactions of glycoconjugates has led to the development of therapeutic and preventive methods for infectious diseases. Glycopolymer is one of the classes of the materials present multiple carbohydrates. The properties of glycopolymers can be tuned through the molecular design of the polymer structures. This review focuses on research over the past decade on the design of glycopolymers with the aim of developing inhibitors against pathogens and manipulator of cellular functions.

    DOI: 10.1002/asia.202300643

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  • Preparation of an amphipathic polymer library in a mixture of water/ethanol by photoinduced polymerization and evaluation of the cryoprotective activity

    Nagao Masanori, Tanaka Shuya, Miura Yoshiko

    Materials Advances   4 ( 15 )   3192 - 3196   2023.7   eISSN:26335409

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    Language:English   Publisher:Royal Society of Chemistry  

    Synthetic cryoprotectants with macromolecular structures are desirable as alternatives to commonly used ones. Herein, we prepared an amphipathic polymer library and evaluated the cryoprotective ability of the polymers by facile screening using red blood cells. The cryoprotective properties of the amphipathic polymers was independent of both the log P values of the hydrophobic groups and the ice recrystallization inhibition activity.

    CiNii Research

  • Preparation of an amphipathic polymer library in a mixture of water/ethanol by photoinduced polymerization and evaluation of the cryoprotective activity Reviewed International journal

    @長尾匡憲, #田中柊也, @三浦佳子

    Material Advances   4 ( 15 )   3192 - 3196   2023.7   eISSN:2633-5409

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Materials Advances  

    Synthetic cryoprotectants with macromolecular structures are desirable as alternatives to commonly used ones. Herein, we prepared an amphipathic polymer library and evaluated the cryoprotective ability of the polymers by facile screening using red blood cells. The cryoprotective properties of the amphipathic polymers was independent of both the log P values of the hydrophobic groups and the ice recrystallization inhibition activity.

    DOI: 10.1039/D3MA00251A

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    Repository Public URL: https://hdl.handle.net/2324/7160862

  • Correlation between Self-Folding Behavior of Amphiphilic Polymers and Their Molecular Flexibility

    Nagao Masanori, Miura Yoshiko

    ACS Macro Letters   12 ( 6 )   733 - 737   2023.6   eISSN:21611653

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    Language:English   Publisher:American Chemical Society  

    Self-folding behavior of amphiphilic polymers in aqueous environments mimics the structures of biomacromolecules (e.g., proteins). Since both the three-dimensional structure (static) and the molecular flexibility (dynamic) of a protein are essential for its biological functions, the latter should be considered when designing synthetic polymers that are intended to mimic proteins. Herein, we investigated the correlation between the self-folding behavior of amphiphilic polymers and their molecular flexibility. We synthesized amphiphilic polymers by subjecting N,N-dimethylacrylamide (hydrophilic) and N-benzylacrylamide (hydrophobic) to living radical polymerization. Polymers containing 10, 15, and 20 mol % of N-benzylacrylamide demonstrated self-folding behavior in an aqueous phase. The spin–spin relaxation time (T_2) of the hydrophobic segments decreased with the percent collapse of the polymer molecules, indicating that mobility was restricted by the self-folding behavior. Furthermore, comparison of the polymers with random and block sequences revealed that the mobility of hydrophobic segments was not affected by the component of the local segments.

    CiNii Research

  • Synthesis and analysis of a glycopolymer library for the development of alternative materials for antifreeze proteins

    Nagao Masanori

    Report of Grant-Supported Research The Asahi Glass Foundation   92 ( 0 )   n/a   2023   ISSN:18820069 eISSN:24361631

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    Language:English   Publisher:The Asahi Glass Foundation  

    DOI: 10.50867/afreport.2023_042

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  • 4-Amino-TEMPO-Immobilized Polymer Monolith: Preparations, and Recycling Performance of Catalyst for Alcohol Oxidation Reviewed International journal

    Imoto Tomoki, Matsumoto Hikaru, Nonaka Seiya, Shichijo Keita, Nagao Masanori, Shimakoshi Hisashi, Hoshino Yu, Miura Yoshiko

    POLYMERS   14 ( 23 )   5123   2022.12   eISSN:20734360

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:MDPI  

    Continuous flow reactors with immobilized catalysts are in great demand in various industries, to achieve easy separation, regeneration, and recycling of catalysts from products. Oxidation of alcohols with 4-amino-TEMPO-immobilized monolith catalyst was investigated in batch and continuous flow systems. The polymer monoliths were prepared by polymerization-induced phase separation using styrene derivatives, and 4-amino-TEMPO was immobilized on the polymer monolith with a flow reaction. The prepared 4-amino-TEMPO-immobilized monoliths showed high permeability, due to their high porosity. In batch oxidation, the reaction rate of 4-amino-TEMPO-immobilized monolith varied with stirring. In flow oxidation, the eluent permeated without clogging, and efficient flow oxidation was possible with residence times of 2–8 min. In the recycling test of the flow oxidation reaction, the catalyst could be used at least six times without catalyst deactivation.

    DOI: 10.3390/polym14235123

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  • Polymer Nanoparticles with Uniform Monomer Sequences for Sequence-Specific Peptide Recognition

    Saito, Y; Honda, R; Akashi, S; Takimoto, H; Nagao, M; Miura, Y; Hoshino, Y

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   61 ( 30 )   e202206456   2022.7   ISSN:1433-7851 eISSN:1521-3773

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    Language:English   Publisher:Angewandte Chemie - International Edition  

    Synthetic polymer nanoparticles (NPs) that recognize and neutralize target biomacromolecules are of considerable interest as “plastic antibodies”, synthetic mimics of antibodies. However, monomer sequences in the synthetic NPs are heterogeneous. The heterogeneity limits the target specificity and safety of the NPs. Herein, we report the synthesis of NPs with uniform monomer sequences for recognition and neutralization of target peptides. A multifunctional oligomer with a precise monomer sequence that recognizes the target peptide was prepared via cycles of reversible addition–fragmentation chain transfer (RAFT) polymerization and flash chromatography. The oligomer or blend of oligomers was used as a chain transfer agent and introduced into poly(N-isopropyl acrylamide) hydrogel NPs by radical polymerization. Evaluation of the interaction with the peptides revealed that multiple oligomers in NPs cooperatively recognized the sequence of the target peptide and neutralized its toxicity. Effect of sequence, combination, density and molecular weight distribution of precision oligomers on the affinity to the peptides was also investigated.

    DOI: 10.1002/anie.202206456

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  • Polymer Nanoparticles with Uniform Monomer Sequences for Sequence Specific Peptide Recognition Reviewed International journal

    @齋藤 勇輔、@本田 竜太朗、@明石 壮太郎、@瀧本 日向、@長尾 匡憲、@三浦 佳子、@星野 友

    Angewandte Chemie   2022.5

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/ange.202206456

  • Facile Preparation of a Glycopolymer Library by PET-RAFT Polymerization for Screening the Polymer Structures of GM1 Mimics Reviewed International journal

    Nagao Masanori, Kimoto Yuri, Hoshino Yu, Miura Yoshiko

    ACS OMEGA   7 ( 15 )   13254 - 13259   2022.4   ISSN:24701343 eISSN:24701343

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society  

    Commercialized oligosaccharides such as GM1 are useful for biological applications but generally expensive. Thus, facile access to an effective alternative is desired. Glycopolymers displaying both carbohydrate and hydrophobic units are promising materials as alternatives to oligosaccharides. Prediction of the appropriate polymer structure as an oligosaccharide mimic is difficult, and screening of the many candidates (glycopolymer library) is required. However, repeating polymerization manipulation for each polymer sample to prepare the glycopolymer library is time-consuming. Herein, we report a facile preparation of the glycopolymer library of GM1 mimics by photoinduced electron/energy transfer-reversible addition–fragmentation chain-transfer (PET-RAFT) polymerization. Glycopolymers displaying galactose units were synthesized in various ratios of hydrophobic acrylamide derivatives. The synthesized glycopolymers were immobilized on a gold surface, and the interactions with cholera toxin B subunits (CTB) were analyzed using surface plasmon resonance imaging (SPRI). The screening by SPRI revealed the correlation between the log P values of the hydrophobic monomers and the interactions of the glycopolymers with CTB, and the appropriate polymer structure as a GM1 mimic was determined. The combination of the one-time preparation and the fast screening of the glycopolymer library provides a new strategy to access the synthetic materials for critical biomolecular recognition.

    DOI: 10.1021/acsomega.2c00719

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    Repository Public URL: https://hdl.handle.net/2324/7160860

  • De Novo Design of Star-Shaped Glycoligands with Synthetic Polymer Structurestoward an Influenza Hemagglutinin Inhibitor

    Nagao Masanori, Yamaguchi Ai, Matsubara Teruhiko, Hoshino Yu, Sato Toshinori, Miura Yoshiko

    Biomacromolecules   23 ( 3 )   1232 - 1241   2022.3   ISSN:15257797 eISSN:15264602

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    Language:English   Publisher:American Chemical Society  

    Synthetic polymers with well-defined structures allow the development of nanomaterials with additional functions beyond biopolymers. Herein, we demonstrate de novo design of star-shaped glycoligands to interact with hemagglutinin (HA) using well-defined synthetic polymers, with the aim of developing an effective inhibitor for the influenza virus. Prior to the synthesis, the length of the star polymer chains was predicted using the Gaussian model of synthetic polymers, and the degree of polymerization required to achieve multivalent binding to three carbohydrate recognition domains (CRDs) of HA was estimated. The star polymer with the predicted degree of polymerization was synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization, and 6’-sialyllactose was conjugated as the glycoepitope for HA. The designed glycoligand exhibited the strongest interaction with HA as a result of the multivalent binding. This finding demonstrated that the biological function of the synthetic polymer could be controlled by precisely defining the polymer structures.

    CiNii Research

  • Synthesis of Glycopolymers Carrying 3’-Sialyllactose for Suppressing Inflammatory Reaction via Siglec-E

    Ishida Takato, Nagao Masanori, Oh Takahiro, Mori Takeshi, Hoshino Yu, Miura Yoshiko

    Chemistry Letters   51 ( 3 )   308 - 311   2022.1   ISSN:03667022 eISSN:13480715

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    Language:English   Publisher:The Chemistry Society of Japan  

    One of the new strategies to treat autoimmune diseases is to target Siglec, a membrane protein receptor with the ability to suppress immune responses. Herein, we synthesized glycopolymers carrying 3'-sialyllactose in various glycounit densities. RAW 264.7 macrophages transfected to express secreted alkaline phosphatase (SEAP) were used to evaluate the immunosuppression ability of the glycopolymers. The inhibition of the signal transmission was dependent on the glycounit densities of the glycopolymers, and was maximized at the moderate density (70%).

    DOI: 10.1246/cl.210740

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  • Synthesis of Glycopolymers Carrying 3'-Sialyllactose for Suppressing Inflammatory Reaction via Siglec-E Reviewed International journal

    #石田尚斗、@長尾匡憲、@王尊弘、@森健、@星野友、@三浦佳子

    Chemical Letters   2022.1

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  • A QCM study of strong carbohydrate–carbohydrate interactions of glycopolymers carrying mannosides on substrates Reviewed International journal

    @王 尊弘、@植村 剛志、@長尾 匡憲、@星野 友、@三浦 佳子

    Journal of Materials Chemistry B   10 ( 14 )   2597 - 2601   2021.12   ISSN:2050-750X eISSN:2050-7518

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/D1TB02344F

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  • Investigation of the effect of microflow reactor diameter on condensation reactions in L-prolineimmobilized polymer monoliths Reviewed International journal

    #野中聖也、@松本光、@長尾匡憲、@星野友、@三浦佳子

    Reaction Chemistry & Engineering   2021.11

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/D1RE00386K

  • Investigation of the effect of microflow reactor diameter on condensation reactions in l-proline-immobilized polymer monoliths Reviewed International journal

    @野中 聖也、@松本 光、@長尾 匡憲、@星野 友、@三浦 佳子

    Reaction Chemistry & Engineering   2021.11

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    DOI: 10.1039/D1RE00386K

  • Multi-block and sequence-controlled polymerization of glycopolymers, and interaction with lectin Reviewed International journal

    #吉瀬 誠也、@長尾 匡憲、@星野 友、@三浦 佳子

    European Polymer Journal   140   2020.11

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    Polymers with controlled molecular weights and sequences are expected to be functional polymers. Synthesis of multi-block glycopolymers were investigated to fabricate the functional biopolymers. The glycopolymers having mannose side chain with polyacrylamide backbone were polymerized with acrylamide derivatives. We synthesized of multi-block glycopolymers consisting of up to 9 blocks. The polymerization was conducted with rapid reaction in high yield. The multi-block glycopolymers with glycoblock at the both ends were prepared with narrow molecular weights dispersity. Molecular recognition of glycopolymers were analysed using mannose recognition protein of concanavalin A.

    DOI: org/10.1016/j.eurpolymj.2020.110044

    Repository Public URL: http://hdl.handle.net/2324/4479609

  • Self-Assembly of a Double Hydrophilic Block Glycopolymer and theInvestigation of Its Mechanism Reviewed International journal

    #王 尊弘、#長尾 匡憲、@星野 友、@三浦 佳子

    Langmuir   34 ( 29 )   8591 - 8598   2018.6

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    We report the self-assembly of a double hydrophilic block glycopolymer (DHBG) via hydrogen bonding and coordinate bonding. This DHBG, composed of poly(ethylene)glycol (PEG) and glycopolymer, self-assembled into a well-defined structure. The DHBG was prepared through the controlled radical polymerization of trimethylsilyl-protected propargyl methacrylate using a PEG-based reversible addition–fragmentation chain transfer reagent, followed by sugar conjugation using click chemistry. The DHBG self-assembly capability was investigated by transmission electron microscopy and dynamic light scattering. Interestingly, the DHBG self-assembled into a spherical structure in aqueous solution. Hydrogen bonding and coordinate bonding with Ca2+ were identified as the driving forces for self-assembly.

    DOI: doi.org/10.1021/acs.langmuir.8b01527

  • Controlling the lectin recognition of glycopolymers via distance arrangement of sugar blocks Reviewed International journal

    #城野 和樹、#長尾 匡憲、#王 尊弘、#園田 章太郎、@星野 友、@三浦 佳子

    Chemical Communications   54   82 - 85   2017.11

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    The arrangement of sugars in glycopolymers contributes to their recognition. The molecular recognition of proteins was controlled by the living radical polymerization of glycopolymers. The glycopolymers were prepared by the copolymerization of propargyl methacrylate (Pr-MA) and triethyleneglycol methacrylate (TEG-MA) via living radical polymerization with a reversible addition–fragmentation glycopolymer chain transfer (RAFT) reagent and by subsequent sugar conjugation by click chemistry. The block copolymers were prepared by the polymerization of Pr-MA and TEG-MA. The molecular recognition of glycopolymers was analyzed using the fluorescence quenching of lectin and found to be dependent on the glycopolymer structures. Two-site binding of glycopolymers to concanavalin A (ConA) was attained by both the glycopolymer with a 105-mer and the tri-block glycopolymer with a 103-mer. Glycopolymers with either a 27- or 54-mer showed much weaker interaction because of one-site binding. The molecular recognition of the glycopolymer was controlled by the arrangement and size of the sugar cluster and not by the sugar density.

    DOI: 10.1039/c7cc07107h

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Presentations

  • Precise Design of Star Polymers for Controlling the Interactions with the Target Biomolecules Invited

    @長尾匡憲

    日本化学会 第104春季年会  2024.4 

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    Event date: 2024.4

    Language:English   Presentation type:Oral presentation (general)  

    Venue:日本大学理工学部 船橋キャンパス   Country:Japan  

  • Continuous flow photoinduced polymerization in a packed bed reactor Invited International conference

    @長尾匡憲、#堀江彩、@三浦佳子

    The 2023 Joint Symposium on Green Chemistry and Clean Technology  2023.11 

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    Event date: 2023.11

    Language:English   Presentation type:Oral presentation (general)  

    Venue:Shanghai   Country:China  

  • 両親媒性高分子の水中での自己収縮に伴う運動性の制御と分子認識

    @長尾匡憲, #吉松大地, @三浦佳子

    第72回 高分子討論会  2023.9 

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    Event date: 2023.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:香川大学   Country:Japan  

  • 水中における両親媒性合成高分子の自己収縮と分子認識

    @長尾匡憲, #吉松大地, @三浦佳子

    第33回 バイオ・高分子シンポジウム  2023.7 

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    Event date: 2023.7

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京工業大学 大岡山キャンパス   Country:Japan  

  • Correlation between percent collapse of self-folding amphiphilic polymers and their molecular flexibility

    @長尾匡憲, @三浦佳子

    第72回 高分子年次大会  2023.5 

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    Event date: 2023.5

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Gメッセ群馬   Country:Japan  

  • Topological design of synthetic polymers for controlling the biomolecular recognition Invited

    @長尾匡憲

    第72回 高分子年次大会  2023.5 

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    Event date: 2023.5

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Gメッセ群馬   Country:Japan  

  • Topological Design of Star Glycopolymers for Controlling the Interactions with the Influenza virus Invited International conference

    @長尾匡憲、@三浦佳子

    Canadian Chemical Engineering Conference (CSChE 2023)  2023.10 

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    Event date: 2022.10 - 2023.11

    Language:English   Presentation type:Oral presentation (general)  

    Venue:Calgary   Country:Canada  

  • 最適に設計された分子形状や大きさによって標的タンパク質に結合する合成糖鎖高分子リガンド

    @長尾匡憲, @山口愛, @松原輝彦, @星野友, @佐藤智典, @三浦佳子

    第71回 高分子討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:北海道大学   Country:Japan  

  • 糖鎖高分子の側鎖の構造が標的タンパク質との相互作用に与える影響

    @長尾匡憲, #吉瀬誠也, @星野友, @三浦佳子

    第71回 高分子年次大会  2022.5 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 生体分子を標的とした合成高分子リガンドのトポロジー設計

    @長尾匡憲, @松原輝彦, @星野友, @佐藤智典, @三浦佳子

    第32回 バイオ・高分子シンポジウム  2022.7 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京工業大学 大岡山キャンパス   Country:Japan  

  • インフルエンザウイルスと結合する糖鎖高分子の構造設計

    @長尾匡憲, @松原輝彦, @星野友, @佐藤智典, @三浦佳子

    第40回 糖質学会年会  2021.10 

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    Event date: 2021.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:鹿児島県民交流センター   Country:Japan  

  • インフルエンザウイルスに対する星型糖鎖高分子の構造設計

    @長尾匡憲, @松原輝彦, @星野友, @佐藤智典, @三浦佳子

    第70回 高分子討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • インフルエンザウイルスに対する合成糖鎖高分子リガンドの幾何学形状設計

    @長尾匡憲, @松原輝彦, @星野友, @佐藤智典, @三浦佳子

    第31回 バイオ・高分子シンポジウム  2021.6 

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    Event date: 2021.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • ブロック高分子による平面上への膜形成と分子認識

    @長尾匡憲

    学術変革A「 超越分子システム」第3回 領域会議  2023.9 

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    Event date: 2023.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:高野山大学   Country:Japan  

  • 粒子充填型フローリアクターによる高分子の光重合

    @長尾匡憲、#堀江彩、@三浦佳子

    化学工学会 第88年会  2023.3 

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    Event date: 2023.3

    Language:Japanese  

    Venue:東京農工大学 小金井キャンパス   Country:Japan  

  • De novo design of synthetic polymers toward an influenza hemagglutinin inhibitor International conference

    @Masanori Nagao, @Teruhiko Matsubara, @Yu Hoshino, @Toshinori Sato, @Yoshiko Miura

    KYUSHU-SNU JOINT SYMPOSIUM  2022.9 

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    Event date: 2022.9

    Language:English   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • シリカ粒子固定化ポルフィリンを用いた不均一系PET-RAFT 重合の開発

    @長尾匡憲, #堀江彩, @星野友, @三浦佳子

    第71回 高分子年次大会  2022.5 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • 固定化分子触媒を用いたモノリス型マイクロフローリアクターの開発

    @長尾 匡憲, #野中 聖也、@松本 光、@星野 友、@三浦 佳子

    化学工学会 第87年会  2022.3 

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    Event date: 2022.4

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • RAFT重合を用いたシアル酸含有糖鎖高分子の合成および免疫抑制の検討

    #石田 尚斗、#王 尊弘、@長尾 匡憲、@星野 友、@三浦 佳子

    第70回高分子学会年次大会  2021.5 

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    Event date: 2021.5

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

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MISC

  • Design of Glycopolymers for Controlling the Interactions with Lectins Reviewed

    @長尾匡憲, @松本光, @三浦佳子

    Chemistry—An Asian Journal   2023.8

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    Language:Japanese   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)  

    DOI: 10.1002/asia.202300643

    Repository Public URL: https://hdl.handle.net/2324/7160869

Industrial property rights

Patent   Number of applications: 1   Number of registrations: 0
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Design   Number of applications: 0   Number of registrations: 0
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Professional Memberships

  • 高分子学会

  • 化学工学会

Academic Activities

  • Screening of academic papers

    Role(s): Peer review

    2023

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    Type:Peer review 

    Number of peer-reviewed articles in foreign language journals:3

    Number of peer-reviewed articles in Japanese journals:0

    Proceedings of International Conference Number of peer-reviewed papers:0

    Proceedings of domestic conference Number of peer-reviewed papers:0

  • Screening of academic papers

    Role(s): Peer review

    2022

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    Type:Peer review 

    Number of peer-reviewed articles in foreign language journals:3

    Number of peer-reviewed articles in Japanese journals:0

    Proceedings of International Conference Number of peer-reviewed papers:0

    Proceedings of domestic conference Number of peer-reviewed papers:0

Research Projects

  • 精密高分子のダイナミクス制御による優れた単分子機能の発現

    Grant number:24K17726  2024.4 - 2026.3

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Early-Career Scientists

    長尾 匡憲

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    Grant type:Scientific research funding

    申請者はこれまで生体高分子 (タンパク質) の精密な機能の模倣を目指し、合成高分子の構造を制御重合法により設計することで標的分子と結合する機能を発現してきた。標的分子とのより強い結合を達成するには高分子のランダムなコンフォメーションを規定し、溶液中における運動性 (エントロピー変化) を制御することが課題である。そこで本研究では『高分子構造』『分子運動性』および『機能 (分子間の結合)』の相関を明らかにし、生体高分子レベルの精密な機能発現に向けた高分子ナノ材料の設計指針を得ることを目的とする。

    CiNii Research

  • 第50回 岩谷科学技術財団研究助成 / 高分子による反応場を利用した高効率なCO2光還元触媒の開発

    2024

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    Grant type:Donation

  • Development of glycopolymer nanomedicine with molecular recognition ability based on the precise polymerization

    Grant number:23K26708  2023.4 - 2027.3

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    三浦 佳子, 長尾 匡憲, 松本 光, 伊勢 裕彦, 檜垣 勇次

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    Grant type:Scientific research funding

    リビングラジカル重合などの精密高分子合成手法を用い、高分子の分子構造を制御して、ターゲットタンパク質を精密に認識する合成高分子、及び分子認識反応場の創製を行う。分子認識性高分子としては、糖鎖を側鎖に有する高分子である糖鎖高分子を用いる。ターゲットタンパク質に合わせて高分子の精密設計を行い、強く特異的な分子認識を行う高分子の創製、分子認識の物理化学的な作業機序の解析、機械学習を用いた分子認識性高分子の設計を行う。基礎的な分子認識性高分子の学理を構築すると同時に、幾つかの疾病に作用してこれを防除する高分子の開発を行う。

    CiNii Research

  • 2023年度 池谷科学技術振興財団研究助成 / タンパク質を模倣したフォールディング挙動により標的と強く結合する合成高分子の開発

    2023

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    Grant type:Donation

  • Synthesis of precision polymer

    Grant number:22H05048  2022 - 2025

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Transformative Research Areas (B)

    星野 友, 長尾 匡憲

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    Authorship:Coinvestigator(s)  Grant type:Scientific research funding

    本研究では、様々な官能基を有する汎用性のモノマーを制御ラジカル重合し、クロマト技術を駆使して組成・配列・構造の差異により分離することで精密高分子のライブラリを作成する。相互作用スクリーニングにより疾患原因タンパクに強く結合する精密高分子を同定し、組成、配列を決定する。疾患としては予備検討済みの癌およびCOVID-19の致死原因の敗血症とする。また、A02班と共に、精密高分子の高速進化システムを開発する。さらに、A03班とともに、分子進化工学を用いて互いを強く認識する精密高分子・ペプチドペアを取得する。最後にA04班と共に動物実験により精密高分子による疾患治療を実証する。

    CiNii Research

  • 環状トポロジーの導入により標的への結合力を高めた生体模倣高分子の精密設計

    Grant number:22K14728  2022 - 2023

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Early-Career Scientists

    長尾 匡憲

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    Authorship:Principal investigator  Grant type:Scientific research funding

    本研究では精密な重合法により合成高分子の構造を設計し、生体高分子のような優れた機能、とくに分子間での強い相互作用の発現を目指す。この目的のため、これまで行われてきたモノマー配列や分子量制御といった構造設計に加えて、新たに高分子の環状構造 (トポロジー設計) に着目した。運動性の低い環状構造を導入することにより、高分子の三次元的な構造を制御する。標的タンパク質の構造に対して最適に官能基が配置された合成高分子は、まるで抗体のように強い相互作用を発揮することが期待される。

    CiNii Research

  • 膜タンパク質を模倣した精密合成高分子による集積応答型膜システムの構築

    Grant number:22H05430  2022 - 2023

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Transformative Research Areas (A)

    長尾 匡憲

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    Authorship:Principal investigator  Grant type:Scientific research funding

    近年の精密重合技術の発展により、生体高分子 (タンパク質など) のように均一なモノマー配列や分子長さをもつ合成高分子が作製され、分子間結合のような優れた機能が発現されてきている。しかし実際の生体では膜タンパク質のように分子システムの中で機能を発現するものも存在する。合成高分子が流動性の膜に組み込まれた状態で分子間結合を示すために必要な構造が明らかになれば、膜の分子システムを模倣した人工分子システムの構築につながる。そこで本研究では標的分子との結合部位、疎水的な部位、および集積応答部位をもつ合成高分子を作製し、標的タンパク質との結合によって凝集誘起発光を示す高分子二重膜システムを開発する。

    CiNii Research

  • ポルフィリンによるCO2 光還元反応の制御を目指した高分子反応場の設計

    2022 - 2023

    令和4年度 工学研究新分野開拓助成

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    Authorship:Principal investigator  Grant type:On-campus funds, funds, etc.

  • 2022年度 旭硝子財団研究助成金/ 不凍タンパク質の代替材料開発に向けた糖鎖高分子ライブラリーの合成と解析

    2022

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    Grant type:Donation

  • 2022年度 戸部眞紀財団研究助成金 / ポルフィリンによる効率的なCO2光還元に向けたゲル内反応場の設計

    2022

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    Grant type:Donation

  • Glycopolymer nanomedicine based on the controlled polymerization and the operation of biological functionality

    Grant number:19H02766  2019.4 - 2023.3

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    Miura Yoshiko

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    Grant type:Scientific research funding

    We designed and analyzed biofunctional polymers using the controlled polymerization of glycopolymers with sugar side chains. When the polymers were designed to match the structure of the sugar recognition proteins, the molecular recognition ability was controlled. It was clarified that not only the arrangement of sugars but also the kinetic properties of the main and side chains of the polymers have a significant influence on the molecular recognition ability. In addition, the possibility of drug discovery using designed polymers, such as the demonstration of immunosuppressive activity via Siglec and the development of effective inhibitors of influenza viruses, was demonstrated. We investigated the synthesis of polymers using PET-RAFT polymerization as a polymerization method, and clarified the development of a library of glycopolymers and a screening method for functional molecules using this library.

    CiNii Research

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Educational Activities

  • ・工学部 化学工学部門 第9講座における学生指導。
    ・学部生に対する実験授業。

Class subject

  • 化学工学実験第一

    2023.10 - 2024.3   Second semester

  • 化学工学実験第二

    2023.4 - 2023.9   First semester

  • 物質科学工学実験第三

    2022.10 - 2023.3   Second semester

  • 自然科学総合実験 (化学)

    2021.4 - 2021.9   First semester

Travel Abroad

  • 2024.4 - 2024.12

    Staying countory name 1:Australia   Staying institution name 1:クイーンズランド工科大学