Structure of a decasaccharide isolated by mild acid degradation and dephosphorylation of the lipopolysaccharide of Pseudomonas fluorescens strain ATCC 49271.
Mild acid degradation of the Pseudomonas fluorescens strain ATCC 49271 lipopolysaccharide resulted in a core oligosaccharide containing D-glucose, 2-acetamido-2-deoxy-D- glucose, 2-(L- alanylamino)-2-deoxy-D-galactose, 2-acetamido-2,6-dideoxy-D-glucose (QuiNAc), 2-acetamido- 2,6-dideoxy-L-galactose (FucNAc), L-glycero-D-manno-heptose (Hep), 3-deoxy-D- manno-octulosonic acid (Kdo, present in multiple forms), and 5-acetamidino-7-acetamido-3,5,7,9- tetradeoxy- L-glycero-D-galacto-nonulosonic acid (a di-N-acyl derivative of legionaminic acid, Non) as well as O-acetyl, O-carbamoyl, and phosphate groups, including triphosphate groups. The dephosphorylated (HF) decasaccharide and products of its partial and full O-deacylation were studied by methylation analysis, GLC-MS, and 1H NMR spectroscopy, including 1D NOE and 2D shift-correlated spectroscopy (COSY). The core oligosaccharide of P. fluorescens strain ATCC 49271 was found to be a decasaccharide (with partially degraded Kdo region) and one O-antigen repeating unit (di-N-acyllegionaminic acid, Non) attached. The following structure of the dephosphorylated core oligosaccharide was established: [sequence: see text]
Knirel
Y A
YA
Forschungszentrum Borstel, Zentrum für Medizin und Biowissenschaften, Germany.
Helbig
J H
JH
Zähringer
U
U
D000143:Acids; D002240:Carbohydrate Sequence; D006868:Hydrolysis; D008070:Lipopolysaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D019081:O Antigens / Q000737:chemistry; D009844:Oligosaccharides / Q000032:analysis / Q000737:chemistry*; D011551:Pseudomonas fluorescens / Q000737:chemistry; D012091:Repetitive Sequences, Nucleic Acid
D000143:Acids; D008070:Lipopolysaccharides; D019081:O Antigens; D009844:Oligosaccharides