A novel constituent of bacterial polysaccharides, 4-deoxy-D-xylo-hexose (D-4dxylHex), was found in the major O-specific polysaccharide from the lipopolysaccharide of Pseudomonas fluorescens BIM B-582. D-4dxylHex was isolated in the free state by paper chromatography after full acid hydrolysis of the polysaccharide and identified by GLC-mass spectrometry, 1H and 13C NMR spectroscopy, and specific rotation. It occurs as a lateral substituent in ?40% of the oligosaccharide repeating units, making the polysaccharide devoid of strict regularity. The structure of the polysaccharide was established by sugar analysis, Smith degradation, and two-dimensional 1H and 13C NMR spectroscopy. In addition, a minor polysaccharide was isolated from the same lipopolysaccharide and found to contain 4-O-methylrhamnose.
Lipopolysaccharide, structure, NMR spectroscopy, Bacterial polysaccharide, Pseudomonas fluorescens, 4-deoxy-D-xylo-hexose
NCBI PubMed ID: 21942882Publication DOI: 10.1021/np200472pJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: olga.valueva@gmail.com
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, GLC-MS, sugar analysis, acid hydrolysis, GLC, Smith degradation, paper chromatography, NMR-1D
Found