title: Lipopolysaccharides from Yersinia pestis. Studies on lipid A of lipopolysaccharides I and II.
abstract: The chemical structure of the lipid A of lipopolysaccharide I and II from Yersinia pestis, strain EV 40, was studied. It consists of a (1 ---- 6), beta-linked D-glucosamine disaccharide which carries two phosphate groups; one phosphate is linked glycosidically with a glucosamine unit, the other one is linked to the non-reducing glucosamine. Various degradation methods combined with 31P nuclear magnetic resonance spectroscopy showed that the ester-bound phosphate group is linked to a 4-aminoarabinosyl residue and the glycosidically linked phosphate group is linked to a D-arabinofuranosyl residue in lipopolysaccharide II and to the phosphorylethanolamine in lipopolysaccharide I. The hydroxyl groups of the disaccharide are acylated by dodecanoic, hexadecenoic, 3-hydroxytetradecanoic and 3-dodecanoyloxytetradecanoic acids. The amino groups of the disaccharide carry 3-hydroxytetradecanoic and 3-dodecanoyloxytetradecanoic acids. In addition smaller amounts of 3-tetradecanoyloxyltetradecanoic and 3-hexadecanoyloxytetradecanoic acids are present in ester linkage.
mesh_terms: D000107:Acetylation; D001089:Arabinose / Q000031:analogs & derivatives / Q000032:analysis; D055598:Chemical Phenomena; D002621:Chemistry; D002845:Chromatography / Q000379:methods; D005227:Fatty Acids / Q000032:analysis; D008050:Lipid A / Q000032:analysis*; D008070:Lipopolysaccharides / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D010084:Oxidation-Reduction; D015010:Yersinia pestis / Q000032:analysis*
chemical_list: D005227:Fatty Acids; D008050:Lipid A; D008070:Lipopolysaccharides; C046558:lipopolysaccharide I, Yersinia pestis; C046559:lipopolysaccharide II, Yersinia pestis; D001089:Arabinose