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Structure of the lipid A of Bordetella hinzii ATCC 51730
Author(s) -
Aussel Laurent,
Brisson JeanRobert,
Perry Malcolm B.,
Caroff Martine
Publication year - 2000
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(20000415)14:7<595::aid-rcm919>3.0.co;2-4
Subject(s) - chemistry , lipid a , mass spectrometry , fatty acid , amide , matrix assisted laser desorption/ionization , acylation , disaccharide , residue (chemistry) , organic chemistry , chromatography , biochemistry , desorption , bacteria , genetics , adsorption , biology , catalysis
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 β‐(1→6)‐linked D ‐glucosamine disaccharide with hydroxytetradecanoic acid (C 14 OH) 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 (C 14 ) is stoichiometrically replaced by a 2‐hydroxytetradecanoic acid (2‐C 14 OH). 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 (C 10 OH) by hydroxydodecanoic acid (C 12 OH) and by the presence of a hexadecanoic acid (C 16 ) 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. Copyright © 2000 John Wiley & Sons, Ltd.