Synthesis of Oligosaccharides Resembling the Streptococcus suisSerotype 18 Capsular Polysaccharide as a Basis for Glycoconjugate Vaccine Development

Autor: Singh, Rajat Kumar, Sianturi, Julinton, Seeberger, Peter H.
Zdroj: Organic Letters; April 2022, Vol. 24 Issue: 12 p2371-2375, 5p
Abstrakt: Here we report the first total synthesis of several oligosaccharides resembling the capsular polysaccharide of swine pathogen S. suisserotype 18 repeating unit [→3)-d-GalNAc(α1-3)[d-Glc(β1-2)]-d-GalA4OAc(β1-3)-d-GalNAc(α1-3)-d-BacNAc4NAc(α1→]n. Access to the pentasaccharide repeating unit antigen proved to be very challenging due to the poor reactivity in the context of the trisaccharide. The challenge was overcome by the creation of a galacturonic acid in a late stage of the synthesis.
Databáze: Supplemental Index