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Structure of the O-specific polysaccharide of hafnia alvei 1204 containing 3,6-dideoxy-3-formamido-D-glucose

✍ Scribed by Ewa Katzenellenbogen; Elzbieta Romanowska; Nina A. Kocharova; Aleksander S. Shashkov; Yuriy A. Knirel; Nikolay K. Kochetkov

Publisher
Elsevier Science
Year
1995
Tongue
English
Weight
441 KB
Volume
273
Category
Article
ISSN
0008-6215

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✦ Synopsis

The O-specific polysaccharide of Hafnia alvei strain 1204 has a hexasaccharide repeating unit containing D-mannose, D-glucuronic acid, 2-acetamido-2-deoxy-o-glucose, 2-acetamido-2-deoxy-D-galactose, and 3,6-dideoxy-3-formamido-o-glucose (Qui3NFo) in the ratios 2:1:1:1:1 as well as O-acetyl groups. On the basis of methylation analysis of the intact, carboxyl-reduced, and Smith-degraded polysaccharide as well as 1D and 2D NMR spectroscopy, including 1D total correlation spectroscopy, 1D NOE spectroscopy, 2D homonuclear shift-correlated spectroscopy (COSY), and 13C,1H heteronuclear COSY, the following structure of the O-deacetylated polysaccharide was established:

Location of the N-formyl group, occurring as two stereoisomers in the ratio ~ 3:1, was determined by an NOE on H-3 Qui3N arising on pre-irradiation of HCO of the minor (E) isomer.

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