Ornithine-containing lipids of some Pseudomonas species

Eur J Biochem. 1988 Aug 15;175(3):633-41. doi: 10.1111/j.1432-1033.1988.tb14239.x.

Abstract

Ornithine-containing lipids purified by thin-layer chromatography were found to represent 2-15% of the total extractable cellular lipids in two or three strains each of four Pseudomonas species: P. aeruginosa, P. fluorescens, P. stutzeri and P. cepacia. The structures of the ornithine-containing lipids were elucidated by chemical analysis, thin-layer chromatography, gas-liquid chromatography, gas-liquid chromatography/mass spectrometry (electron impact or secondary ion) and infrared absorption spectroscopy. At least six molecular species of ornithine-containing lipids were present in common in all of the preparations of the four Pseudomonas species. The structure which was the most abundantly in P. fluorescens (about 60% of the total amount of the ornithine-containing lipid) was 3-hydroxyhexadecanoic acid amide-linked to ornithine and esterified to hexadecanoic acid. In addition to this structure, 3-hydroxyoctadecenoic acid amide-linked to ornithine and esterified to hexadecanoic acid was a dominant structure in the ornithine-containing lipids of P. aeruginosa, P. stutzeri or P. cepacia. In P. cepacia, another ornithine-containing lipids with a terminal polar fatty acid, 3-hydroxyhexadecanoic acid amide-linked to ornithine and esterified to 2-hydroxynonadecacyclopropanoic acid or 2-hydroxyoctadecenoic acid, was found; its content, which represented 8-11% of the total extractable cellular lipids, was higher than that of the ornithine-containing lipids with a terminal nonpolar fatty acid. These ornithine-containing lipids exhibited hemagglutinating activity. Additionally, it was very interesting that hydroxy fatty acids included in the ornithine-containing lipids were not found in the phospholipids which represented more than 80% of the total extractable cellular lipids.

MeSH terms

  • Chemical Phenomena
  • Chemistry
  • Chromatography, Thin Layer
  • Fatty Acids / analysis
  • Gas Chromatography-Mass Spectrometry
  • Hemagglutination / drug effects
  • Lipids / isolation & purification*
  • Lipids / pharmacology
  • Ornithine / isolation & purification*
  • Phosphorus / analysis
  • Pseudomonas / analysis*
  • Species Specificity
  • Spectrophotometry, Atomic
  • Trimethylsilyl Compounds / analysis

Substances

  • Fatty Acids
  • Lipids
  • Trimethylsilyl Compounds
  • Phosphorus
  • Ornithine