Lipid A structure of Pseudoalteromonas haloplanktis TAC 125: use of electrospray ionization tandem mass spectrometry for the determination of fatty acid distribution

J Mass Spectrom. 2002 May;37(5):481-8. doi: 10.1002/jms.304.

Abstract

The use of electrospray Ionization (ESI) tandem mass spectrometry (MS/MS) for the structural determination of the lipid A components of the psychrophilic bacterium Pseudoalteromonas haloplanktis TAC 125 is reported. The lipid A contains the classical bisphosphorylated beta-(1' --> 6)-linked D-glucosamine disaccharide with 3-hydroxydodecanoyl residues (12 : 0 (3-OH)) linked both as esters and amides to 2', 3' (distal glucosamine) and 2, 3 positions (proximal glucosamine) of the sugar backbone. The hydroxyl of 12 : 0 (3-OH) fatty acid linked at the 3' position is esterified by a dodecanoyl residue (12 : 0). In addition to the pentaacyl component, a minor tetraacyl lipid A, lacking the acyl residue at position 3, was also found in the lipid A fraction. The advantage of this MS technique for the investigation of the intra-ring fragmentation, which is useful for the determination of fatty acyl residue distribution on each glucosamine unit, is emphasized.

MeSH terms

  • Fatty Acids / analysis*
  • Glucosamine / analysis
  • Gram-Negative Bacteria / chemistry*
  • Lipid A / chemistry*
  • Lipid A / isolation & purification
  • Lipopolysaccharides / chemistry
  • Spectrometry, Mass, Electrospray Ionization*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization*

Substances

  • Fatty Acids
  • Lipid A
  • Lipopolysaccharides
  • Glucosamine