Convenient synthesis of the pentasaccharide repeating unit corresponding to the cell wall O-antigen of Escherichia albertii O4

被引:3
作者
Manna, Tapasi [1 ]
Gucchait, Arin [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
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 16卷
关键词
Escherichia albertii O4; glycosylation; HClO4/SiO2; O-antigen; pentasaccharide; GLYCOSYLATION; OLIGOSACCHARIDES; PATHOGEN; PHASE;
D O I
10.3762/bjoc.16.12
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward sequential synthetic strategy has been developed for the synthesis of a pentasaccharide repeating unit corresponding to the cell wall O-antigen of the Escherichia albertii O-4 strain in very good yield with the desired configuration at the glycosidic linkages using thioglycosides and trichloroacetimidate derivatives as glycosyl donors and perchloric acid supported over silica (HClO4/SiO2) as a solid supported protic acid glycosyl activator. The expected configuration at the glycosidic linkages was achieved using a reasonable selection of protecting groups in the manosaccharide intermediates.
引用
收藏
页码:106 / 110
页数:5
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