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Chemical Synthesis of the Repeating Unit of Type V Group B Streptococcus Capsular Polysaccharide.

ABSTRACT: The first chemical synthesis of the heptasaccharide repeating unit of type V group B Streptococcus capsular polysaccharide (CPS) by a preactivation-based one-pot [2 + 1 + 4] glycosylation strategy is described. The synthetic efficiency was further improved by using diol glycosyl acceptors for regio-/stereoselective glycosylation reactions. The synthetic target contains a free amino group at the reducing end, facilitating additional regioselective elaboration. The results should be useful for synthetic and biological studies of related CPSs.

SUBMITTER: Gao J 

PROVIDER: S-EPMC5645073 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature

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Chemical Synthesis of the Repeating Unit of Type V Group B Streptococcus Capsular Polysaccharide.

Gao Jian J   Guo Zhongwu Z  

Organic letters 20161019 21

The first chemical synthesis of the heptasaccharide repeating unit of type V group B Streptococcus capsular polysaccharide (CPS) by a preactivation-based one-pot [2 + 1 + 4] glycosylation strategy is described. The synthetic efficiency was further improved by using diol glycosyl acceptors for regio-/stereoselective glycosylation reactions. The synthetic target contains a free amino group at the reducing end, facilitating additional regioselective elaboration. The results should be useful for syn  ...[more]

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