title: Chemical synthesis of the repeating unit of type Ia group B Streptococcus capsular polysaccharide.
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.
authors: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors: Prolay K
authors: PK
authors: Mondal
authors: Guochao
authors: G
authors: Liao
authors: Mohabul A
authors: MA
authors: Mondal
authors: Zhongwu
authors: Z
authors: Guo
mesh_terms: D006031:Glycosylation; D015394:Molecular Structure; D019158:N-Acetylneuraminic Acid / Q000737:chemistry; D011135:Polysaccharides, Bacterial / Q000138:chemical synthesis* / Q000737:chemistry; D013290:Streptococcal Infections; D013291:Streptococcus / Q000737:chemistry*
chemical_list: D011135:Polysaccharides, Bacterial; D019158:N-Acetylneuraminic Acid