Bacterial cell surface carbohydrates, e.g. capsular polysaccharides (CPS), may act as antibody recognition components and potential targets for the development of effective antibacterial vaccines. Since it is usually very difficult to isolate large amounts of pure and structurally well-defined microbial oligosaccharides from natural sources, chemical synthesis remains as a reliable approach to serve the purpose. Structurally, microbial glycans often consists of unusual and highly complex monosaccharides as well as challenging glycosidic linkages, which demands the development of efficient glycosylation methods and strategies. In this presentation, we will describe our latest results in the stereoselective synthesis of microbial oligosaccharides bearing β-mannopyranosides and β-mannosamines via cesium carbonate-mediated anomeric <i>O</i>-alkylation.

Synthesis of microbial oligosaccharides for antibacterial vaccine development

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ACS Fall 2022

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