New structures of the O-specific polysaccharides of proteus. 4. Polysaccharides containing unusual acidic N-acyl derivatives of 4-amino-4,6-dideoxy-D-glucose.
The structures of the O-polysaccharides of the lipopolysaccharides of Proteus mirabilis O7 and O49 were determined by chemical methods, mass spectrometry, including MS/MS, and NMR spectroscopy, including experiments run in an H2O/D2O mixture to reveal correlations for NH protons. The O-polysaccharides were found to contain N-carboxyacetyl (malonyl) and N-(3-carboxypropanoyl) (succinyl) derivatives of 4-amino-4,6-dideoxyglucose (4-amino-4-deoxyquinovose, Qui4N), respectively. The behavior of Qui4N derivatives with the dicarboxylic acids under conditions of acid hydrolysis and methanolysis was studied using GLC-MS.
Kondakova
A N
AN
Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russia.
Linder
B
B
Fudala
R
R
Senchenkova
S N
SN
Moll
H
H
Shashkov
A S
AS
Kaca
W
W
Zähringer
U
U
Knirel
Y A
YA
D002240:Carbohydrate Sequence; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry*; D006868:Hydrolysis; D008070:Lipopolysaccharides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D019081:O Antigens / Q000737:chemistry*; D011513:Proteus mirabilis / Q000737:chemistry* / Q000254:growth & development / Q000302:isolation & purification; D013045:Species Specificity
C492812:4-amino-4,6-dideoxyglucose; D008070:Lipopolysaccharides; D019081:O Antigens; D005944:Glucosamine