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金文康、長尾匡憲、公文悠介、松本光、星野友、三浦佳子, Effects of Cyclic Glycopolymers Molecular Mobility on their Interactions with Lectins, ChemPlusChem, 2024.03. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲, 堀江彩, 松本光, 星野友, 三浦佳子, Continuous-Flow PET-RAFT Polymerization in a Packed-Bed Reactor with Porphyrin-Immobilized Silica Particles, Industrial & Engineering Chemistry Research, 10.1021/acs.iecr.3c03496, 63, 1, 200-209, 2023.12. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲,増田造,高井まどか,三浦佳子, Preparation of cellular membrane-mimicking glycopolymer interfaces by a solvent-assisted method on QCM-D sensor chips and their molecular recognition, Journal of Materials Chemistry B, 10.1039/D3TB02663A, 12, 1782-1787, 2024.01. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲, 三浦佳子, Correlation between Self-Folding Behavior of Amphiphilic Polymers and Their Molecular Flexibility, ACS Macro Letters, 10.1021/acsmacrolett.3c00182, 2023, 12, 6, 733–737, 2023.05. ![](/images/qirlink_f_20140718.gif) |
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長尾 匡憲、星野 友、三浦 佳子, Synthesis of well-defined cyclic glycopolymers and the relationship between their physical properties and their interaction with lectins, Polymer Chemistry, 10.1039/D2PY00941B, 2022, 13, 5453-5457., 2022.09. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲、山口愛、松原輝彦、星野友、佐藤智典、三浦佳子, De Novo Design of Star-Shaped Glycoligands with Synthetic Polymer Structures toward an Influenza Hemagglutinin Inhibitor, Biomacromolecules, 10.1021/acs.biomac.1c01483, 2021.12. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲、植村剛、堀内輔、星野友、三浦佳子, Screening of a glycopolymer library for GM1 mimetics synthesized by the “carbohydrate module method”, Chemical Communications, doi.org/10.1039/D1CC04394C, 2021.09. ![](/images/qirlink_f_20140718.gif) |
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長尾匡憲、吉瀬誠也、星野友、三浦佳子, Influence of Monomer Structures for Polymeric Multivalent Ligands: Consideration of the Molecular Mobility of Glycopolymers, Biomacromolecules, doi.org/10.1021/acs.biomac.1c00553, 2021.06. ![](/images/qirlink_f_20140718.gif) |
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長尾 匡憲、松原 輝彦、星野 友、佐藤 智典、三浦 佳子, Synthesis of Various Glycopolymers Bearing Sialyllactose and the Effect of Their Molecular Mobility on Interaction with the Influenza Virus, Biomacromolecules, 10.1021/acs.biomac.9b00515, 20, 7, 2763-2769, 2019.06, 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.. |
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長尾 匡憲、松原 輝彦、星野 友、佐藤 智典、三浦 佳子, Topological Design of Star Glycopolymers for Controlling the Interaction with the Influenza Virus, Bioconjugate Chemistry, org/10.1021/acs.bioconjchem.9b00134, 30, 4, 1192-1198, 2019.03, 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.. ![](/images/qirlink_f_20140718.gif) |
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長尾 匡憲、星野 友、三浦 佳子, Quantitative preparation of multiblock glycopolymers bearing glycounits at the terminal segments by aqueous reversible addition–fragmentation chain transfer polymerization of acrylamide monomers, Journal of Polymer Science Part A: Polymer Chemistry, 10.1002/pola.29344, 57, 8, 857-861, 2019.03, 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 |
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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, Synthesis of Highly Biocompatible and Temperature-Responsive PhysicalGels for Cryopreservation and 3D Cell Culture, ACS Appl Bio Mat, doi.org/10.1021/acsabm.8b00096, 1, 2, 356-366, 2018.06, 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.. |
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長尾 匡憲、松原 輝彦、星野 友、佐藤 智典、三浦 佳子, Design of Glycopolymers Carrying Sialyl Oligosaccharides for Controlling the Interaction with the Influenza Virus, Biomacromolecules, 10.1021/acs.biomac.7b01426, 18, 12, 4385-4392, 2017.11, 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.. |
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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, Polyacrylamide backbones for polyvalent bioconjugates using “post-click” chemistry, Polymer Chemistry, doi.org/10.1039/C6PY00904B, 7, 5920-5924, 2016.07, 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.. |
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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, Synthesis of well-controlled glycopolymers bearing oligosaccharides andtheir interactions with influenza viruses, Polymer Journal, doi.org/10.1038/pj.2016.14, 48, 6, 745-749, 2016.02, Glycopolymers bearing oligosaccharides with narrow polydispersity indexes ( |