Synthesis of the sialylated pentasaccharide repeating unit of the capsular polysaccharide of Streptococcus group B type VI

被引：2
|
作者：
Manna, Tapasi [1 ]
Misra, Anup Kumar [1 ]
机构：
[1] Bose Inst, Div Mol Med, P-1-12,CIT Scheme 7-M, Kolkata 700054, India
来源：
CARBOHYDRATE RESEARCH | 2021年 / 502卷
关键词：
Oligosaccharide; Glycosylation; O-antigen; Capsular polysaccharide; Sialic acid; Streptococcus; SIALIC-ACID DONORS; PROMOTED REACTIONS; CHEMICAL-SYNTHESIS; EFFICIENT; GLYCOSYLATION; VIRULENCE; OLIGOSACCHARIDES; THIOGLYCOSIDE; ACETYLATION; CONVERSION;
D O I：
10.1016/j.carres.2021.108294
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
An efficient synthetic strategy has been developed for the synthesis of the sialic acid containing pentasaccharide repeating unit of the cell wall O-antigen of Streptococcus group B type VI strain involving stereoselective alpha-glycosylation of sialic acid thioglycoside derivative. Stereoselective glycosylation of glycosyl trichloroacetimidate derivatives and thioglycosides were carried out using perchloric acid supported over silica (HClO4-SiO2) as a solid acid catalyst. A panel of sialic acid donors has been screened for achieving satisfactory yield and stereochemical outcome of the glycosylation reaction.
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页数：7
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