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Article
Straightforward Synthesis of N-Glycan Polymers from Free Glycans via Cyanoxyl Free Radical-Mediated Polymerization
ACS Macro Letters
  • Jinshan Tang, Jinan University - China
  • Evgeny Ozhegov, Cleveland State University
  • Yang Liu, Shenyang Pharmaceutical University
  • Dan Wang, Cleveland State University
  • Xinsheng Yao, Jinan University - China
  • Xue-Long Sun, Cleveland State University
Document Type
Article
Publication Date
2-21-2017
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
Citation Information
Tang, J.; Ozhegov, E.; Liu, Y.; Wang, D.; Yao, X.; Sun, X. Straightforward Synthesis of N-Glycan Polymers from Free Glycans via Cyanoxyl Free Radical-Mediated Polymerization. ACS Macro Letters 2017, 6, 107-111.