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

doi:10.1002/ejoc.201600950

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

Chemistry

Research output: Contribution to journal › Article › peer-review

7 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 language	English (US)
Pages (from-to)	4315-4320
Number of pages	6
Journal	European Journal of Organic Chemistry
Volume	2016
Issue number	25
DOIs	https://doi.org/10.1002/ejoc.201600950
State	Published - Sep 1 2016

Keywords

Enzyme catalysis
Glycosphingolipids
Glycosylation
Medicinal chemistry

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids. / Liu, Yunpeng; Wen, Liuqing; Li, Lei; Gadi, Madhusudhan Reddy; Guan, Wanyi; Huang, Kenneth; Xiao, Zhongying; Wei, Mohui; Ma, Cheng; Zhang, Qing; Yu, Hai; Chen, Xi; Wang, Peng George; Fang, Junqiang.

In: European Journal of Organic Chemistry, Vol. 2016, No. 25, 01.09.2016, p. 4315-4320.

Research output: Contribution to journal › Article › peer-review

Liu, Yunpeng ; Wen, Liuqing ; Li, Lei ; Gadi, Madhusudhan Reddy ; Guan, Wanyi ; Huang, Kenneth ; Xiao, Zhongying ; Wei, Mohui ; Ma, Cheng ; Zhang, Qing ; Yu, Hai ; Chen, Xi ; Wang, Peng George ; Fang, Junqiang. / A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids. In: European Journal of Organic Chemistry. 2016 ; Vol. 2016, No. 25. pp. 4315-4320.

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