A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids

Yunpeng Liu, Liuqing Wen, Lei Li, Madhusudhan Reddy Gadi, Wanyi Guan, Kenneth Huang, Zhongying Xiao, Mohui Wei, Cheng Ma, Qing Zhang, Hai Yu, Xi Chen, Peng George Wang, Junqiang Fang

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

A concise, prototypical, and stereoselective strategy for the synthesis of therapeutically and immunologically significant glycosphingolipids has been developed. This strategy provides a universal platform for glycosphingolipid synthesis by block coupling of enzymatically prepared free oligosaccharideglycans to lipids using glycosyl N-phenyltrifluoroacetimidates as efficient activated intermediates. As demonstrated here, two different types of glycosphingolipids were obtained in excellent yields using the method.

Original languageEnglish (US)
Pages (from-to)4315-4320
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2016
Issue number25
DOIs
StatePublished - Sep 1 2016

Keywords

  • Enzyme catalysis
  • Glycosphingolipids
  • Glycosylation
  • Medicinal chemistry

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Liu, Y., Wen, L., Li, L., Gadi, M. R., Guan, W., Huang, K., Xiao, Z., Wei, M., Ma, C., Zhang, Q., Yu, H., Chen, X., Wang, P. G., & Fang, J. (2016). A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids. European Journal of Organic Chemistry, 2016(25), 4315-4320. https://doi.org/10.1002/ejoc.201600950