Related Experiment Video
Updated: Apr 17, 2026

Homogeneous Glycoconjugate Produced by Combined Unnatural Amino Acid Incorporation and Click-Chemistry for Vaccine Purposes
Published on: December 19, 2020
Chemical synthesis of the repeating unit of type Ia group B Streptococcus capsular polysaccharide
Prolay K Mondal1, Guochao Liao, Mohabul A Mondal
1Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
Abstract:
The structure of the capsular polysaccharide (CPS) of serotype Ia group B Streptococcus (GBS) has been characterized for years, but its repeating unit, which is a challenging pentasaccharide with a branch and a difficult α-sialic acid linkage, has not been synthesized yet. In this report, an effective synthesis was developed for the serotype Ia GBS CPS repeating unit, which had a reactive functionality linked to its main-chain reducing end to enable further elaboration, such as coupling with carrier proteins. The target molecule was accomplished by a convergent [2 + 3] glycosylation strategy employing a sialo-disaccharide as donor and a branched trisaccharide as acceptor. The strategy was designed to suit the synthesis of oligomers of the repeating unit.
Related Concept Videos
Peptidoglycan Synthesis
Formation of Lipopolysaccharides
Proteoglycans
Biosynthesis of Polysaccharides
Oligosaccharide Assembly
Multiple sugar molecules that may or may...
Inhibitors of Gram-positive Cell Wall Synthesis

