Smart heparin-based bioconjugates synthesized by a combination of ATRP and click chemistry
Literature Information
Saadyah E. Averick, Krzysztof Matyjaszewski
This article describes the synthesis of novel well defined polysaccharide–polymer bioconjugates. Alkyne-containing bioconjugates were prepared using Cu(I) catalyzed azide–alkyne [3 + 2] dipolar cycloaddition, i.e. ‘click’ chemistry between an alkyne functionalized low molecular weight heparin (LMWH) and α-azide functionalized stimuli-responsive copolymers synthesized by atom transfer radical polymerization using Activators Generated by Electron Transfer (AGET). The alkyne functionality was incorporated into the heparin by conducting a high yield amidation of the polysaccharide using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride. The structure and composition of the novel bioconjugates were confirmed by FTIR, NMR and thermogravimetric analysis (TGA).
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![(2E)-4-[(1R,2S,8R,19S,21R)-14-Hydroxy-11-isopropenyl-8,23,23-trimethyl-5-(3-methyl-2-buten-1-yl)-16,20-dioxo-3,7,22-trioxaheptacyclo[17.4.1.1~8,12~.0~2,17~.0~2,21~.0~4,15~.0~6,13~]pentacosa-4(15),5,13
,17-tetraen-21-yl]-2-methyl-2-butenoic acid structure (2E)-4-[(1R,2S,8R,19S,21R)-14-Hydroxy-11-isopropenyl-8,23,23-trimethyl-5-(3-methyl-2-buten-1-yl)-16,20-dioxo-3,7,22-trioxaheptacyclo[17.4.1.1~8,12~.0~2,17~.0~2,21~.0~4,15~.0~6,13~]pentacosa-4(15),5,13
,17-tetraen-21-yl]-2-methyl-2-butenoic acid structure](https://static.chemtradehub.com/structs/173/173867-04-4-d2d3.webp)


