Synthesis of the dodecasaccharide fragment representing the O-polysaccharide of Vibrio cholerae O:1, serotype Ogawa, bearing an aglycon offering flexibility for chemical linking to proteins
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- 作者：Yuji Ogawa and Pavol Kovac
- 关键词：Vibrio cholerae O ; antigen ; dodecasaccharide ; neoglycoconjugate ; 4 ; O ; benzyl ; 3 ; deoxy ; L ; glycero ; tetronic acid
- 刊名：Glycoconjugate Journal
- 出版时间：1997
- 出版年：1997
- 期刊代码：11_02820080
- 类别：env
- 卷：14
- 期：4
- 页码：433-438
- 数据来源：sp
摘要
Two azidohexasaccharide building blocks, of which the glycosyl acceptor was the 5-(methoxycarbonyl)pentyl glycoside, were coupled using the trichloroacetimidate technology. The 12 azido functions present in the dodecasaccharide thus formed were then converted to amino groups using hydrogen sulfide as a reducing reagent. Subsequent N-acylation with 4-O-benzyl-L-glycero-tetronic acid, followed by catalytic debenzylation yielded the desired spacer-equipped, title dodecasaccharide.