Detailed structure of lipid A isolated from lipopolysaccharide from the marine proteobacterium Marinomonas vaga ATCC 27119. |
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| Authors: | Inna N Krasikova Natalie V Kapustina Vladimir V Isakov Andrey S Dmitrenok Pavel S Dmitrenok Natalie M Gorshkova Tamara F Solov'eva |
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| Institution: | Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Vladivostok, Russia. innakras@piboc.dvo.ru |
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| Abstract: | The chemical structure of a novel lipid A, the major component of the lipopolysaccharide from the marine gamma-proteobacterium Marinomonas vaga ATCC 27119(T), was determined by compositional analysis, NMR spectroscopy, and MS. It was found to be beta-1,6-glucosaminobiose 1-phosphate acylated with (R)-3-dodecanoyl(dodecenoyl)oxy]decanoic acid C10 : 0 (3O-C12 : 0 3O-C12 : 1])] or (R)-3-(decanoyloxy)decanoic acid C10 : 0 (3O-C10 : 0)], (R)-3-hydroxydecanoic acid C10 : 0 (3OH)], and (R)-3-(R)-3-hydroxydecanoyloxy]decanoic acid (C10 : 0 3O-C10 : 0 (3OH)]]) at the 2, 3, and 2' positions, respectively. It showed low lethal toxicity, which is probably related to specific structural attributes. The absence of a fatty acid at the 3' position and a phosphoryl group at the 4' position and also the presence of an amide-linked (R)-3-hydroxyalkanoic acid that is further O-acylated with another (R)-3-hydroxyalkanoic acid, distinguish M. vaga lipid A from other such molecules. |
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