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A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids.

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.

SUBMITTER: Liu Y

PROVIDER: S-EPMC5560440 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids.

Liu Yunpeng Y Wen Liuqing L Li Lei L Gadi Madhusudhan Reddy MR Guan Wanyi W Huang Kenneth K Xiao Zhongying Z Wei Mohui M Ma Cheng C Zhang Qing Q Yu Hai H Chen Xi X Wang Peng George PG Fang Junqiang J

European journal of organic chemistry 20160816 25

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 <i>N</i>-phenyltrifluoroacetimidates as efficient activated intermediates. As demonstrated here, two different types of glycosphingolipids were obtained in excellent ...[more]

PMID: 28824290

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