記述言語：日本語   掲載種別：研究論文（学術雑誌）   出版者・発行元：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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リポジトリ公開URL： https://hdl.handle.net/2324/4793641

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

DOI： doi.org/10.1039/D1CC04394C

リポジトリ公開URL： http://hdl.handle.net/2324/4706206

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

リポジトリ公開URL： http://hdl.handle.net/2324/4706207

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

リポジトリ公開URL： http://hdl.handle.net/2324/2320611

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：英語  

DOI： 10.1016/j.alit.2025.01.003

PubMed

記述言語：英語   出版者・発行元：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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DOI： 10.1080/00219592.2024.2384402

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出版者・発行元：Reaction Chemistry and Engineering  

Immobilized catalysts are easy to reuse and applicable to continuous-flow reactions, but their catalytic activity decreases due to poor diffusivity of reactants. To mitigate the molecular diffusion resistance, it is important to design support materials that boost the diffusion of reactants toward the catalyst. Gels are polymers consisting of cross-linked networks that swell in aqueous and/or organic solvents. The gels are insoluble, like solids, but create a unique reaction environment within the network, where the molecular diffusivity is quite fast, as in a homogeneous system. In this respect, monolithic porous gels (MPGs) composed of organic polymer have been developed for continuous-flow reactors to mitigate the diffusion resistance of the reactants. However, the effects of the gel properties (e.g. cross-linking structure) on the molecular diffusivity through the MPG under continuous-flow conditions have not been quantitatively evaluated so far. Here, we prepared MPGs supporting Hayashi-Jørgensen catalysts and assessed the diffusivity within the gel on the basis of the residence time distribution, as well as on the catalytic performance in Michael addition reactions. The MPG with low cross-linking density exhibited a high swelling porosity (ϵswollen), which corresponded to fast molecular diffusion of the reactants. The MPG with the lowest cross-linking density demonstrated the highest diffusivity and superior turnover frequency (ϵswollen = 100%, TOF = 2.4 h−1) in the continuous-flow reactions.

DOI： 10.1039/d4re00597j

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出版者・発行元：RSC Applied Polymers  

We conducted an experiment to compare the predicted outcomes with the practical results of synthesizing four-dimensional (4D) hydrogels and observing their 4D motion. We employed a computer simulator and utilized PET-RAFT and orthogonal chemistry methods. To initiate the study on 4D materials, we employed the swelling method and controlled it by utilizing visible light synthesis. To regulate the irradiation time of blue light, we employed cinnamoyl ethyl acrylate as an orthogonal system to control crosslinking density. Various physical properties were assessed using a rheometer. Our findings confirmed that the movement could be controlled by adjusting the swelling ratio of the upper and lower parts, thereby implementing a bi-layer design based on differences in crosslinking density. This study highlights the successful synthesis of hydrogels with diverse physical properties and demonstrates the potential of 4D materials through the orthogonal synthesis technique.

DOI： 10.1039/d4lp00232f

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記述言語：英語   出版者・発行元：Nano Letters  

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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担当区分：責任著者   記述言語：英語   掲載種別：研究論文（学術雑誌）   出版者・発行元：RSC Applied Polymers  

We prepared polystyrene-based polymer gels containing iron porphyrin and evaluated the effects of the cross-linked structures on the photoreduction of carbon dioxide to carbon monoxide. The amount of generated carbon monoxide was influenced by the diffusion of the substrates into the gel structures.

DOI： 10.1039/d4lp00135d

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リポジトリ公開URL： https://hdl.handle.net/2324/7333717

記述言語：英語   出版者・発行元：Royal Society of Chemistry (RSC)  

We prepared polystyrene-based polymer gels containing iron porphyrin and evaluated the effects of the cross-linked structures on the photoreduction of carbon dioxide to carbon monoxide. The amount of generated carbon monoxide was influenced by the diffusion of the substrates into the gel structures.

CiNii Research

記述言語：英語   出版者・発行元：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

記述言語：英語   出版者・発行元：Biomacromolecules  

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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出版者・発行元：Polymer Journal  

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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記述言語：英語   出版者・発行元：ChemPlusChem  

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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記述言語：英語   出版者・発行元：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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記述言語：英語   出版者・発行元：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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記述言語：英語   出版者・発行元：Springer Nature  

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.

CiNii Research

出版者・発行元：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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記述言語：英語   出版者・発行元：Royal Society of Chemistry  

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

記述言語：日本語   出版者・発行元：公益社団法人 高分子学会  

<p>糖を高分子の側鎖に結合させた高分子、糖鎖高分子は、糖をベースにし、合成高分子と融合した構造をもち、精密重合などの高分子化学の技術を用いて調製可能である。この高分子は水溶性、両親媒性などの物理化学的な性質を発揮し、なおかつ糖鎖が集積した構造に基づく生体分子認識能を有する。糖鎖高分子の概要と近年の研究について紹介する。</p>

DOI： 10.1295/kobunshi.73.4_147

CiNii Research

記述言語：英語   出版者・発行元：Chemistry - An Asian Journal  

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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CiNii Research

記述言語：英語   出版者・発行元：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

記述言語：日本語   掲載種別：研究論文（学術雑誌）   出版者・発行元：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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リポジトリ公開URL： https://hdl.handle.net/2324/7160862

記述言語：英語   出版者・発行元：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

記述言語：英語   出版者・発行元：公益財団法人 旭硝子財団  

DOI： 10.50867/afreport.2023_042

CiNii Research

記述言語：日本語   掲載種別：研究論文（学術雑誌）   出版者・発行元：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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CiNii Research

記述言語：英語   出版者・発行元：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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記述言語：日本語   掲載種別：研究論文（学術雑誌）  

DOI： 10.1002/ange.202206456

記述言語：日本語   掲載種別：研究論文（学術雑誌）   出版者・発行元：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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CiNii Research

リポジトリ公開URL： https://hdl.handle.net/2324/7160860

記述言語：英語   出版者・発行元：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

記述言語：英語   出版者・発行元：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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CiNii Research

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

DOI： 10.1039/D1TB02344F

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記述言語：日本語   掲載種別：研究論文（学術雑誌）  

DOI： 10.1039/D1RE00386K

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

DOI： 10.1039/D1RE00386K

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

リポジトリ公開URL： http://hdl.handle.net/2324/4479609

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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

記述言語：日本語   掲載種別：研究論文（学術雑誌）  

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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開催地：東京工業大学　大岡山キャンパス   国名：日本国  

開催年月日： 2023年7月

記述言語：日本語   会議種別：ポスター発表  

開催地：北九州国際会議場   国名：日本国  

開催年月日： 2023年7月

記述言語：日本語   会議種別：ポスター発表  

開催地：北九州国際会議場   国名：日本国  

開催年月日： 2023年7月

記述言語：日本語   会議種別：ポスター発表  

開催地：北九州国際会議場   国名：日本国  

開催年月日： 2023年7月

記述言語：日本語   会議種別：ポスター発表  

開催地：北九州国際会議場   国名：日本国  

開催年月日： 2023年7月

記述言語：日本語   会議種別：ポスター発表  

開催地：北九州国際会議場   国名：日本国  

開催年月日： 2023年5月

記述言語：英語   会議種別：口頭発表（一般）  

開催地：Gメッセ群馬   国名：日本国  

開催年月日： 2023年5月

記述言語：英語   会議種別：口頭発表（一般）  

開催地：Gメッセ群馬   国名：日本国  

開催年月日： 2023年5月

記述言語：英語   会議種別：口頭発表（一般）  

開催地：Gメッセ群馬   国名：日本国  

開催年月日： 2023年3月

記述言語：日本語  

開催地：東京農工大学　小金井キャンパス   国名：日本国  

開催年月日： 2022年9月

記述言語：英語   会議種別：口頭発表（一般）  

開催地：オンライン   国名：日本国  

開催年月日： 2022年9月

記述言語：日本語   会議種別：口頭発表（一般）  

国名：日本国  

開催年月日： 2022年4月

記述言語：日本語  

開催地：オンライン   国名：日本国  

開催年月日： 2021年5月

記述言語：日本語   会議種別：口頭発表（一般）  

開催地：オンライン   国名：日本国