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A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids
Author(s) -
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
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600950
Subject(s) - glycosphingolipid , chemistry , glycosyl , stereoselectivity , combinatorial chemistry , biochemistry , stereochemistry , catalysis
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.