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One-pot chemoenzymatic synthesis of glycopolymers from unprotected sugars via glycosidase-catalysed glycosylation using triazinyl glycosides

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Abstract

Glycopolymers were successfully synthesised from unprotected sugars in aqueous media via a one-pot chemoenzymatic process of three reactions; the direct synthesis of 4,6-dimethoxy-1,3,5-triazin-2-yl glycosides from unprotected sugars, a glycosidase-catalysed glycosylation using the triazinyl glycoside to afford glycomonomers and a radical polymerisation. The resulting glycopolymers exhibited specific interactions with the corresponding lectin as glycoclusters.

Graphical abstract: One-pot chemoenzymatic synthesis of glycopolymers from unprotected sugars via glycosidase-catalysed glycosylation using triazinyl glycosides

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Supplementary files

Article information


Submitted
20 Apr 2020
Accepted
31 Jul 2020
First published
01 Aug 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

One-pot chemoenzymatic synthesis of glycopolymers from unprotected sugars via glycosidase-catalysed glycosylation using triazinyl glycosides

T. Tanaka, A. Matsuura, Y. Aso and H. Ohara, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02838J

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