A Diversity-Oriented Strategy for Chemoenzymatic Synthesis of Glycosphingolipids and Related Derivatives

被引：14

作者：

Li, Qingjiang ^{[1
]}

Jaiswal, Mohit ^{[1
]}

Rohokale, Rajendra S. ^{[1
]}

Guo, Zhongwu ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 21期

关键词：

GANGLIOSIDE; ENZYMES; MODEL; WATER; GD3;

D O I：

10.1021/acs.orglett.0c02847

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A diversity-oriented strategy combining enzymatic glycan assembly and on-site lipid remodeling via chemoselective cross-metathesis and N-acylation was developed for glycosphingolipid (GSL) synthesis starting from a common, simple glycoside. The strategy was verified with a series of natural GSLs and GSL derivatives and showed several advantages. Most notably, it enabled two-way diversification of the glycan and lipid, including introduction of designed molecular tags, to provide functionalized GSLs useful for biological studies and applications.

引用

页码：8245 / 8249

页数：5

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