Neoglycopolymers based on 4-vinyl-1,2,3-triazole monomers prepared by click chemistry.

Abstract:

:The synthesis of a new glycomonomer based on mannose, prepared via CuAAC, is reported. The resulting 1,2,3-triazole linkage between mannose and the polymer backbone ensures the formation of highly stable glycopolymers, which will not undergo hydrolysis. The monomer 2'-(4-vinyl-[1,2,3]-triazol-1-yl)ethyl-O-alpha-D-mannopyranoside was polymerized in the presence of a RAFT agent - 3-benzylsulfanylthiocarbonylsulfanyl propionic acid - to yield well-defined polymers with molecular weights up to 51,500 g mol(-1) and a PDI of 1.16. The resulting polymer was employed as a macroRAFT agent in the polymerization of NIPAAm in order to generate thermo-responsive block copolymers, which undergo reversible micelle formation at elevated temperatures. The rapid interaction between the polymers prepared and ConA confirms the high affinity of these structures to proteins. While the linear glycopolymers already undergo a fast complexation with ConA, the reported rates have found to be exceeded by the micellar glycopolymer structure presented in the current contribution.

journal_name

Macromol Biosci

authors

Hetzer M,Chen G,Barner-Kowollik C,Stenzel MH

doi

10.1002/mabi.200900199

subject

Has Abstract

pub_date

2010-02-11 00:00:00

pages

119-26

issue

2

eissn

1616-5187

issn

1616-5195

journal_volume

10

pub_type

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