Synthesis of D-FucNAc-D-ManNAcA Disaccharides Based On the Capsular Polysaccharides Staphylococcus aureus Type 5 and 8

J Org Chem. 2019 Jan 4;84(1):216-227. doi: 10.1021/acs.joc.8b02612. Epub 2018 Dec 26.

Abstract

To gain a better understanding of the conjugation chemistry taking place at the interface of the capsular polysaccharide repeating units, described herein is the synthesis of two disaccharides. These disaccharides correspond to the connection point of the repeating units of capsular polysaccharide S. aureus serotype 5 (CP5) and serotype 8 (CP8). As in our previous syntheses of trisaccharide repeating units, the potential propagation positions are blocked with methyl groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacterial Capsules / chemistry*
  • Chemistry Techniques, Synthetic
  • Disaccharides / chemical synthesis*
  • Disaccharides / chemistry*
  • Polysaccharides, Bacterial / chemistry*
  • Staphylococcus aureus / chemistry*

Substances

  • Disaccharides
  • Polysaccharides, Bacterial