Structural determination of the group K capsular polysaccharide of Neisseriameningitidis: a 2D-NMR analysis

Author:

Michon Francis,Brisson Jean Robert,Roy René,Jennings Harold J.,Ashton Fraser E.

Abstract

The capsular polysaccharide antigen of Neisseriameningitidis group K was isolated by Cetavlon precipitation and purified by ion-exchange chromatography. The structure of the K polysaccharide was determined to a large extent by comprehensive proton and carbon-13 nuclear magnetic resonance (nmr) studies. In these studies one-dimensional and two-dimensional experiments were carried out directly on the K polysaccharide. The K polysaccharide is composed of the following repeating unit: -4)β-D-ManpNAcA(1→3) [4-OAc]β-D-ManpNAcA(1→. Except for the one-bond couplings between their anomeric carbons and protons [Formula: see text], all the nmr spectroscopic evidence was consistent with both 2-acetamido-2-deoxy-D-mannopyranosyluronic acid residues adopting the 4C1 (D) conformation and having the β-D-configuration. This ambiguity in [Formula: see text] is probably due to through-space electronic effects generated by the presence of contiguous carboxylated sugar residues in the K polysaccharide. The O-acetyl substituents of the K polysaccharide are essential for its antigenicity to group K polysaccharide-specific antibodies.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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