Synthesis of the Repeating Unit of Capsular Polysaccharide Staphylococcus aureus Type 5 To Study Chemical Activation and Conjugation of Native CP5

J Org Chem. 2016 Jul 15;81(14):5981-7. doi: 10.1021/acs.joc.6b00910. Epub 2016 Jun 29.

Abstract

The chemical synthesis of the repeating unit of S. aureus capsular polysaccharide type 5 equipped with capping methyl groups at the points of propagation of the polysaccharide sequence is described. This model compound was designed to study activation of the full length polysaccharide for conjugation to a carrier protein.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Azides / chemistry
  • Bacterial Capsules / chemistry*
  • Chemistry, Organic
  • Methylation
  • Oxygen / chemistry
  • Polysaccharides / chemistry*
  • Polysaccharides, Bacterial / chemistry*
  • Solvents / chemistry
  • Staphylococcus aureus / chemistry*
  • Trisaccharides / chemistry
  • Uronic Acids / chemistry

Substances

  • Azides
  • Polysaccharides
  • Polysaccharides, Bacterial
  • Solvents
  • Trisaccharides
  • Uronic Acids
  • capsular polysaccharide, type 5, Staphylococcus aureus
  • Oxygen