Structure of the lipid A of Bordetella hinzii ATCC 51730

Rapid Commun Mass Spectrom. 2000;14(7):595-9. doi: 10.1002/(SICI)1097-0231(20000415)14:7<595::AID-RCM919>3.0.CO;2-4.


Bordetella hinzii has recently been isolated from immunocompromised human hosts. The structure of the lipid A of its endotoxin was investigated using chemical analyses, nuclear magnetic resonnance (NMR), gas liquid chromatography/mass spectrometry (GC/MS), plasma desorption mass spectrometry (PDMS) and matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. The lipid A contains the classical bisphosphorylated beta-(1-->6)-linked D-glucosamine disaccharide with hydroxytetradecanoic acid (C14OH) in amide linkages. The lipid A components of B. pertussis, B. bronchiseptica, and B. parapertussis all differ in their acylation pattern but share a residue of tetradecanoyl-3-hydroxytetradecanoic acid in amide linkage at the C-2' position. However, in the B. hinzii species, the tetradecanoic acid (C14) is stoichiometrically replaced by a 2-hydroxytetradecanoic acid (2-C14OH). In the few reported examples of a hydroxylated fatty acid in this position, the substitutions were only partial. The B. hinzii lipid A differs from that of B. pertussis also by replacement of the hydroxydecanoic acid (C10OH) by hydroxydodecanoic acid (C12OH) and by the presence of a hexadecanoic acid (C16) to give a sixth fatty acid. The lipid A was heterogeneous, being composed of three major molecular species: tetra-, penta- and hexaacylated. The fatty acids in ester linkage were localized by PDMS of the native and alkali-treated lipid A. The lipid A components isolated from the O-chain-linked lipopolysaccharides (LPSs) were shown to be more acylated than those from the O-chain-free LPSs.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Bordetella / chemistry*
  • Bordetella bronchiseptica / chemistry
  • Bordetella pertussis / chemistry
  • Carbohydrate Conformation
  • Chromatography, Gel
  • Chromatography, Thin Layer
  • Electrophoresis, Polyacrylamide Gel
  • Esters / analysis
  • Fatty Acids / analysis
  • Gas Chromatography-Mass Spectrometry
  • Glucosamine / analysis
  • Lipid A / chemistry*
  • Lipid A / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods*
  • Models, Molecular
  • Silicon Dioxide
  • Species Specificity
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization


  • Esters
  • Fatty Acids
  • Lipid A
  • Silicon Dioxide
  • Glucosamine