Ornithine-containing lipids of some Pseudomonas species.
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.
Kawai
Y
Y
Department of Bacteriology, National Institute of Health, Tokyo, Japan.
Yano
I
I
Kaneda
K
K
Yabuuchi
E
E
D055598:Chemical Phenomena; D002621:Chemistry; D002855:Chromatography, Thin Layer; D005227:Fatty Acids / Q000032:analysis; D008401:Gas Chromatography-Mass Spectrometry; D006384:Hemagglutination / Q000187:drug effects; D008055:Lipids / Q000302:isolation & purification* / Q000494:pharmacology; D009952:Ornithine / Q000302:isolation & purification*; D010758:Phosphorus / Q000032:analysis; D011549:Pseudomonas / Q000032:analysis*; D013045:Species Specificity; D013054:Spectrophotometry, Atomic; D014297:Trimethylsilyl Compounds / Q000032:analysis
D005227:Fatty Acids; D008055:Lipids; D014297:Trimethylsilyl Compounds; D010758:Phosphorus; D009952:Ornithine