Open AccessThe structure of the O‐specific polysaccharide of Citrobacter O16 containing glycerol phosphate
Author(s) -
KOCHAROVA Nina A.,
THOMASOATES Jane E.,
KNIREL Yurity A.,
SHASHKOV Alexander S.,
DABROWSKI Ursula,
KOCHETKOV Nikolay K.,
STANISLAVSKY Evgeny S.,
KHOLODKOVA Elena V.
Publication year - 1994
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1994.tb19981.x
Subject(s) - chemistry , glycosidic bond , polysaccharide , nuclear magnetic resonance spectroscopy , heteronuclear molecule , homonuclear molecule , galactose , stereochemistry , organic chemistry , molecule , enzyme
The O‐specific polysaccharide, obtained by mild acid degradation of Citrobacter O16 lipopolysaccharide, consists of D‐glucose, D‐galactose, 2‐acetamido‐2‐deoxy‐D‐galactose, glycerol and phosphate in the ratios 2:2:2:1:1. Selective cleavage of the polysaccharide was carried out by Smith degradation, N ‐deacetylation‐deamination and dephosphorylation with 48% hydrofluoric acid, which was accompanied by unexpected splitting of one of the glycosidic linkages. The structures of the oligosaccharides thus obtained were established using 1 H‐ and 13 C‐NMR spectroscopy, including one‐dimensional NOE, two‐dimensional rotating‐frame NOE, homonuclear and heteronuclear 13 C, 1 H correlation spectroscopy, and, for the Smith degradation product, positive‐ and negative‐ion‐mode fast‐atom‐bombardment MS and MS/MS with collision‐induced dissociation. On the basis of these data and the results of methylation analysis, it was concluded that the O‐specific polysaccharide has the following repeating unit structure: