New self-assembled brush glycopolymers: synthesis, structure and properties

Kim, Jin Chul; Rho, Yecheol; Kim, Hyung-Seok; Kim, Mi-Hee; Kim, Hee‐Soo; Kim, Ik Jung; Kim, Jung Ran; Ree, Moonhor

doi:10.1039/c3py21147a

Cited by 15 publications

(7 citation statements)

References 62 publications

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“…Therefore, glycopolymer brushes could be useful to coat medical implants to prevent infection processes after surgery, avoiding the removal of the implant, amputation or sometimes even patient death. This possibility has been demonstrated for glycopolymer brushes prepared by the modification a polyoxyethylene backbone, with different amounts of glycosyl and methyl groups, against different bacteria strains [ 71 ]. In addition, the killing effect of Escherichia coli ( E. coli ) bacteria on modified gold NPs with poly(2-(methacrylamido)glucopyranose) and poly(2-(methacryloyloxy) ethyl trimethylammonium iodide), synthesized by RAFT, has been reported [ 72 ].…”

Section: Glucose-containing Polymer Brushesmentioning

confidence: 99%

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

et al. 2020

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The cellular surface contains specific proteins, also known as lectins, that are carbohydrates receptors involved in different biological events, such as cell–cell adhesion, cell recognition and cell differentiation. The synthesis of well-defined polymers containing carbohydrate units, known as glycopolymers, by reversible deactivation radical polymerization (RDRP) methods allows the development of tailor-made materials with high affinity for lectins because of their multivalent interaction. These polymers are promising candidates for the biomedical field, namely as novel diagnostic disease markers, biosensors, or carriers for tumor-targeted therapy. Although linear glycopolymers are extensively studied for lectin recognition, branched glycopolymeric structures, such as polymer brushes can establish stronger interactions with lectins. This specific glycopolymer topology can be synthesized in a bottlebrush form or grafted to/from surfaces by using RDRP methods, allowing a precise control over molecular weight, grafting density, and brush thickness. Here, the preparation and application of glycopolymer brushes is critically discussed and future research directions on this topic are suggested.

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Section: Glucose-containing Polymer Brushesmentioning

confidence: 99%

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

et al. 2020

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“…Moreover, chlorine atoms can be efficiently substituted by many nucleophilic reagents such as aliphatic carboxylates, sodium methoxide and series of substituted phenolates under mild conditions [19]. Thus, it has been used as a starting material for synthesizing novel functional polymers including well-defined DNA-mimicking brush polymers [20], self-assembled brush glycopolymers [21], and lipid-mimicking brush polymers [22]. To the best of our knowledge, PECH has not been used for synthesizing an aldehyde-functionalized polymer.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of antibodies on aldehyde-functionalized polymer/graphene films for the fabrication of a label-free electrochemical immunosensor

Shen

Zhang

Shen

et al. 2015

Journal of Electroanalytical Chemistry

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“…The polymers were reacted with equimolar amounts of 1‐deoxy‐1‐thio‐β‐ d ‐glucopyranose sodium salt in DMSO for 110 h without any catalyst. Also poly(epichlorhydrin) obtained via cationic ring‐opening polymerization (CROP) was postmodified with 1‐deoxy‐1‐thio‐β‐ d ‐glucopyranose to obtain bristle‐like polymers with moderate dispersity ( Ð = 1.68) . Recently, the Perrier group demonstrated the versatility of poly(bromoethyl acrylate) (PBEA), which was polymerized via RAFT .…”

Section: Introductionmentioning

confidence: 99%

RAFT polymerization and thio‐bromo substitution: An efficient way towards well‐defined glycopolymers

Pröhl

Englert

Gottschaldt

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Despite an increasing effort to design well-defined glycopolymers, the convenient synthesis of polymers with higher DPs (>100) and without tedious protection and deprotection steps remains a challenge. Combining the reversible addition fragmentation transfer (RAFT) polymerization and the efficient substitution of primary bromo groups by thiols, we were able to synthesize a set of well-defined glycopolymers with DPs of up to 115. With the polymerization of the highly reactive monomer (2-bromoethyl)-acrylate polymers with low dispersities were obtained that could efficiently be functionalized with various sugar thiol(ate)s. In particular, derivatives of D-glucose, D-galactose, and D-mannose gave excellent degrees of functionalization close to quantitative conversion using only a slight excess of the thiol. This atom efficient synthesis can even be applied for copolymers with acid or base labile components due to the use of unprotected sugar moieties and, hence, the lack of further deprotection steps. Binding studies with the lectin concanavalin A and the subsequent competition studies with a-D-methyl-mannopyranose (aMeMan) proved the effective binding of these derivatives and revealed a DP-and carbohydrate-dependent clustering and dissolution.

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New self-assembled brush glycopolymers: synthesis, structure and properties

Cited by 15 publications

References 62 publications

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

Glycopolymer Brushes by Reversible Deactivation Radical Polymerization: Preparation, Applications, and Future Challenges

Immobilization of antibodies on aldehyde-functionalized polymer/graphene films for the fabrication of a label-free electrochemical immunosensor

RAFT polymerization and thio‐bromo substitution: An efficient way towards well‐defined glycopolymers

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