Straightforward Synthesis of N-Glycan Polymers from Free Glycans via Cyanoxyl Free Radical-Mediated Polymerization

Document Type

Article

Publication Date

2-21-2017

Publication Title

ACS Macro Letters

Abstract

We report a straightforward synthesis of N-glycan polymers from free glycans via glycosylamine intermediates followed by acrylation and polymerization via cyanoxyl-mediated free radical polymerization (CMFRP) in one-pot fashion. No protection and deprotection were used in either glycomonomer or glycopolymer synthesis. A typical synthetic procedure for N-glycan polymers from free monosaccharide and disaccharide, Glc, Gal, Man, GlcNAc, and Lac, was demonstrated. In addition, enzymatic sialylation of the Laccontaining N-glycan polymers and their anti-influenza virus hemagglutination activities were investigated.

Comments

This work was partially supported by a Research Fund from the American Heart Association Grant-in-Aid(14GRANT20290002) and the Center for Gene Regulation in Health and Disease (GRHD) at Cleveland State University, supported by the Ohio Department of Development (ODOD).The authors appreciate the National Science Foundation MRI Grant (CHE-1126384) for the HD 400 NMR spectrometer for acquiring NMR data. J.T. and Y.L. appreciate the China Oversea Scholar Award from China Scholarship Council.

DOI

10.1021/acsmacrolett.6b00928

Volume

6

Issue

2

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