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Structure of the sugar-phosphate moiety of lipid A from lipooligosaccharide of Neisseria meningitidis group B,strain BC5S No. 125
Authors:Vyacheslav L. L'vov  Irina K. Verner  Larisa Yu. Musina  Alexander V. Rodionov  Anatoly V. Ignatenko  Alexander S. Shashkov
Affiliation:(1) Institute of Immunology, Ministry of Health of the USSR, Kashirskoe sh. 24a, Moscow, USSR;(2) M. M. Schemyakin Institute of Bioorganic Chemistry, Academy of Science of the USSR, ul. Miklukho-Maklaya 16/10, Moscow, USSR;(3) N. F. Gamaleya Institute of Epidemiology and Microbiology, Academy of Medical Sciences of the USSR, ul. Gamaleya 18, Moscow, USSR;(4) N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of the USSR, Leninsky Prospekt 47, Moscow, USSR
Abstract:On the basis of chemical and NMR data the partial structure of lipid A from lipooligosaccharide (LOS) of Neisseria meningitidis group B, strain BC5S No 125 was established. Lipid A consisted of disaccharide 2-deoxy-6-O-[2-deoxy-2-(3-hydroxytetradecanoylamino)-beta-gluco-pyranosyl]-2-(3-hydroxytetradecanoylamino)-agr-glucopyranose carrying the beta-(2-aminoethyl)pyrophosphate residue at 0–4prime and the pyrophosphate or phosphate residue at 0–1. On hydrolysis of the acidic form of LOS with 1% acetic acid the substituent at 0–1 was practically completely removed whereas that at 0–4prime was stable. The analogous hydrolysis of the Mg-salt of LOS was accompanied by splitting off the pyrophosphate linkage in the substituent at 0–4prime. Hydrolysis of LOS at pH 4.5 in the presence of SDS led mainly to a lipid A preparation retaining both pyrophosphate residues.Abbreviations KDO 2-keto-3-deoxyoctulosonic acid - LA-I, LA-II preparations of lipid A - LOS lipooligosaccharide - LOS-H+ the acidic form of LOS - OS oligosaccharide - TLC thin-layer chromatography - GLC-MS gas-liquid chromatography/mass spectrometry
Keywords:Neisseria meningitidis  Lipooligosaccharide  Lipid A  Polar substituents  Hydrolysis  Partial structure
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