Total Synthesis of the Complete Protective Antigen of Vibrio cholerae O139

被引：10
|
作者：
Soliman, Sameh E. [1 ,2 ]
Kovac, Pavol [1 ]
机构：
[1] NIDDK, LBC, Sect Carbohydrates, NIH, Bethesda, MD 20892 USA
[2] Univ Alexandria, Dept Chem, Fac Sci, Alexandria 21321, Egypt
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 41期
基金：
美国国家卫生研究院;
关键词：
glycosylation; oligosaccharides; O-specific antigens; pathogenic bacteria; stereoselectivity; STRUCTURAL-ANALYSIS; CONJUGATION-READY; O-PS; LIPOPOLYSACCHARIDE; OLIGOSACCHARIDES; FRAGMENTS; IMMUNITY;
D O I：
10.1002/anie.201606116
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The first chemical synthesis of the complete protective O-antigen of a human-disease-causing pathogenic bacterium is described. The synthesis involved a protecting-group strategy that facilitated the regioselectivity of the key transformations, stereoselective glycosylation reactions, and enabled the one-step global deprotection of the completely assembled, fully protected, phosphorylated hexasaccharide by hydrogenation/hydrogenolysis. The final amino-group-functionalized, linker-equipped antigen was obtained in a form ready for conjugation to suitable carriers, for example, proteins, to yield immunogens.
引用
收藏
页码：12850 / 12853
页数：4
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