L. L. MacLean et al. / Carbohydrate Research 345 (2010) 2664–2669
2669
Scheme 1. Aqueous HF hydrolysis and Smith-type degradation of O-PS(Mod) product Ia.
and GLC–MS analysis) was further evidence for its linkage at the O-
position of the ribitol constituent in the oligosaccharide Ia and
hence at O-3 in the parent O-PS(Mod). The absence of the -Galp
residue versus the E. coli O118 O-PS in which the same residue
was involved a 1?3 linkage to ribitol.
3
D
in oligosaccharide IIa is consistent with its expected loss by perio-
date oxidation, and its location as the terminal non-reducing resi-
due in oligosaccharide Ia.
Acknowledgments
We thank Mr. Perry Fleming for the large scale fermenter pro-
duction of bacterial cell mass and the use of the NRC pathogen con-
tainment facilities, and Mr. J. Stupak for MS analyses.
The location of a low (ꢂ3%) O-acetyl substitution and the con-
figuration of ribitol in the native O-PS were not determined.
The characterized structure of the O-antigen of E. coli O118
2
proved to be similar to the O-antigen of S. enterica O47 the essen-
tial difference between the two O-antigens resides in the glycoside
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O118 O-PS but contained an additional single b-
dues linked to the O-4 position of b- -GlcNAc residues in the O-
PS backbone chain and the same b- -GlcpNAc residue in the main
chain was glycosidically linked at the 2-O-position of the ribitol
D-GlcpNAc resi-
D
D