Structure of an O-acetylated acidic O-specific polysaccharide of Proteus vulgaris O46.
An acidic O-specific polysaccharide was obtained by mild acid degradation of the lipopolysaccharide of Proteus vulgaris O46 and studied by chemical methods (O-deacetylation, sugar and methylation analyses, partial solvolysis) and 1H and 13C NMR spectroscopy. Solvolysis of the O-deacetylated polysaccharide with trifluoromethanesulfonic acid resulted in a alpha-D-GlcpNAc-(1 --> 3)-D-GlcA disaccharide that demonstrated the usefulness of this reagent for selective cleavage of heteropolysaccharides. The following structure for the polysaccharide was established: --> 4)-alpha-D-Glcp6Ac(1 --> 3)-beta-D-GlcpA4Ac-(1 --> 3)-alpha-D-GlcpNAc-(1 --> 3)-beta-D-GlcpA4Ac-(1 --> where the degree of O-acetylation is approximately 65% at position 6 of Glc and 80-95% at position 4 of GlcA residues.
Perepelov
A V
AV
N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow.
Senchenkova
S N
SN
Torzewska
A
A
Bartodziejska
B
B
Shashkov
A S
AS
Rozalski
A
A
Knirel
Y A
YA
D000107:Acetylation; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000737:chemistry; D008070:Lipopolysaccharides / Q000032:analysis / Q000737:chemistry / Q000302:isolation & purification; D008698:Mesylates / Q000494:pharmacology; D008969:Molecular Sequence Data; D019906:Nuclear Magnetic Resonance, Biomolecular; D011135:Polysaccharides, Bacterial / Q000737:chemistry* / Q000187:drug effects / Q000302:isolation & purification; D011514:Proteus vulgaris / Q000737:chemistry*; D012997:Solvents / Q000494:pharmacology
D004187:Disaccharides; D008070:Lipopolysaccharides; D008698:Mesylates; D011135:Polysaccharides, Bacterial; D012997:Solvents; C012077:trifluoromethanesulfonic acid