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
收藏
页码：8245 / 8249
页数：5
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