[The structure of uncommon lipid A from the marine bacterium Marinomonas communis ATCC 27118T]

Bioorg Khim. 2005 Jul-Aug;31(4):404-13.
[Article in Russian]

Abstract

Lipid A was obtained in a high yield (27%) by the hydrolysis of lipopolysaccharide from the marine gamma proteobacterium Marinomonas communis ATCC 27118T with 1% AcOH. Using chemical analysis and ID and 2D NMR spectroscopic and fast atom bombardment mass spectrometric methods, it was shown to be beta-(1',6)-linked D-glucosaminobiose 1-phosphate acylated with (R)-3-dodecanoyl- or (R)-3-decanoyloxydecanoic acid, (R)-3-[(R)-3-hydroxydecanoyloxy)]decanoic acid, and (R)-3-hydroxydecanoic acid at the C2, C2' and C3 positions, respectively. Uncommon structural peculiarities (a low acylation and phosphorylation degree) of the M. communis lipid A in comparison with those of terrestrial bacteria may be of pharmacological interest. The potential physiological meaning of this lipid A and compounds of similar structure are discussed.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, Gel
  • Lipid A / chemistry*
  • Lipid A / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Oceanospirillaceae / chemistry*
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Lipid A