A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids.

European J Org Chem

National Glycoengineering Research Center, Shandong Provincial Key Lab of Carbohydrate Chemistry, and State Key Lab of Microbial Technology, Shandong University, Jinan, Shandong 250100, People's Republic of China.

Published: September 2016

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 -phenyltrifluoroacetimidates as efficient activated intermediates. As demonstrated here, two different types of glycosphingolipids were obtained in excellent yields using the method.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5560440PMC
http://dx.doi.org/10.1002/ejoc.201600950DOI Listing

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