Structure of a polysaccharide from the lipopolysaccharide of Vibrio vulnificus clinical isolate YJ016 containing 2-acetimidoylamino-2-deoxy-L-galacturonic acid

Carbohydr Res. 2009 May 26;344(8):1009-13. doi: 10.1016/j.carres.2009.03.021. Epub 2009 Mar 24.

Abstract

A polysaccharide isolated after mild acid degradation of the lipopolysaccharide of Vibrio vulnificus clinical isolate YJ016 was found to contain L-Fuc, D-GlcpNAc, 2,4-diacetamido-2,4,6-trideoxy-D-glucose (di-N-acetylbacillosamine, D-QuiNAc4NAc), and 2-acetimidoylamino-2-deoxy-L-galacturonic acid (L-GalNAmA). The last sugar derivative was confirmed by correlations for nitrogen-linked protons in 2D TOCSY and ROESY spectra measured in a H(2)O-D(2)O mixture. The following structure of the polysaccharide was established by (1)H and (13)C NMR spectroscopy, including 2D ROESY and (1)H,(13)C HMBC experiments: [structure: see text], where the degree of 6-O-acetylation of the lateral beta-GlcNAc residue is approximately 70%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Sequence
  • Lipopolysaccharides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Polysaccharides, Bacterial / chemistry*
  • Vibrio vulnificus / chemistry*

Substances

  • Lipopolysaccharides
  • Polysaccharides, Bacterial