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NMR spectroscopy and methylation linkage analysis reveal the presence of the O antigenic polysaccharide found in Campylobacter jejuni and bacterial isolates found in patients who later develop the Guillain-Barre syndrome. The glycan is a hyaluronic acid derivative with beta-D-glucuronic acid residues present as amides of 2-amino-2-deoxyglycerol. A similar structure is seen in Shigella boydii type 8 and Vibrio cholerae strain H11.

The lipopolysaccharide of Campylobacter jejuni has a central region that is homologous to gangliosides due to the presence of two oligosaccharide chains. The first chain has a single N-acetylneuraminic acid residue similar to GM and the second chain has a terminal region resembling GD. Lipopolysaccharide of bacterial isolates from patients with the Guillain-Barre syndrome possess significantly shorter oligosaccharide regions.

Lipopolysacharides (LPS) from antigentically different strains assigned to seroroups O:3 and O:6 of Helicobacter pylori were isolated as water-soluble material of high Mr and as water-insoluble gels of low Mr. Chemical and spectroscopic analyses of the soluble LPS and oligosaccharides liberated from the water-insoluble gels led to proposed structures with Lewis (Le) antigen determinants terminating regular repeating units of different types, linked in turn to inner core regions of invariable structure. The O:6 LPS has two populations of related molecules with chains of 3-linked D-glycero-α-D-manno-heptose residues similar to those in the MO19 strain, one with and the other without a single terminal Lewis (Ley) epitope. In contrast, in the O:3 LPS. Lewis (Lex and Ley epitopes terminate a partially fucosylated N-acetyllactosaminoglycan, but a heptan chain similar to that in the O:6 LS was shown to connect the outer chains to the inner core. These PS provide examples of the molecular mimicry of cell-surface glycoconjugates. Structural variations of LPS between strains, and differences in some aspects of structure within the strains, between high Mr and low Mr LPS indicate a class of LPS whose mechanisms of biosynthesis lead to overall architectures different from those characteristics of most LPS from enteric bacteria. [ABSTRACT FROM AUTHOR]

The complete structure for the core oligosaccharide region of the water-insoluble low-Mr, lipopolysaccharide of Campylobacter jejuni serotype O:3 from phenol/water extraction of bacterial cells was assigned through studies on derivatives of the liberated oligosaccharide. Structure determinations were performed using 1H-NMR and 31P-NMR spectroscopies, methylation analysis supported by fast-atom-bombardment mass spectrometry, and Smith degradation experiments. It was concluded that the complete chains in the core oligosaccharide had the following structure in which a proportion of the terminal residues were phosphorylated: [This equation cannot be presented in ASCII format] From a similar series of experiments, it was concluded that an associated polysaccharide, which was isolated from the water phase of the phenol/water extracts, had the following repeating unit in which a proportion of the previously unknown L-glycero-D-ido-heptose (L-α-D-ido-Hep) residues were present as 3-hydroxypropanoyl esters, and were not covalently linked to the lipopolysaccharide: [This equation cannot be presented in ASCII format] [ABSTRACT FROM AUTHOR]

Complete structures, including the location of N-acetylneuraminic acid (Neu5Ac) residues, were assigned for the core regions of Campylobacter jejuni serotypes O:1, O:4, and O:23 and O:36 lipopolysaccharides (LPS). In continuation of earlier studies, structure determinations of liberated oligosaccharides and, where necessary, of intact LPS, were by [sup1]H-NMR spectroscopy, Smith degradation, chromium trioxide and enzymic degradations, in conjunction with methylation studies supported by fast-atom-bombardment mass spectrometry and linkage analyses by gas chromatography/mass spectrometry. It was concluded on the basis of the following structures, in which each was linked 1→5 to a terminal 3-deoxy-D-manno-octulosonic acid residue, that the core regions with qualitatively similar sugar compositions showed serotypic differences in one or more of their sequences, linkage types, and anomeric configurations: (formula???).The outer regions of each structure carry Neu5Ac residues linked 2→3 to available β-D-Galp residues and show striking similarities with various glycosphingolipids of the ganglioside family. However, Neu5Ac epitopes are not apparently involved in determining serospecificity. [ABSTRACT FROM AUTHOR]

The complete structure for the core region of Campylobacter jejuni serotype O:2 lipopolysaccharide (LPS) was assigned through studies on derivatives of the liberated oligosaccharide (OS 2) and the intact LPS. Structure determinations were performed using [sup1]H-NMR spectroscopy, methylation studies supported by fast-atom-bombardment mass spectrometry and linkage analysis by gas chromatography/mass spectrometry, Smith degradation, and oxidation with chromium trioxide. It was concluded that complete oligosaccharide chains had the following structure: [formula] [ABSTRACT FROM AUTHOR]