Abstract
Bordetella parapertussis like B. pertussis, is a causal agent of whooping cough but is not a strictly human pathogen. Because its endotoxin, a major structural component of the Gram-negative outer membrane, is an important virulence factor, we have analyzed the structure of its toxic lipid domain, in one rough and two smooth bacterial strains. Chemical analyses and mass spectra obtained before and after recently developed mild-alkali treatments revealed that the lipids A have the common bisphosphorylated beta-(1-->6)-linked D-glucosamine disaccharide with hydroxytetradecanoic acid in amide linkages. All three strains have two major molecular species: a tetraacyl and a pentaacyl species. The rough strain is richer in a minor hexaacyl species. Acylation at the C-2, C-3, and C-3' positions was different from that of the B. pertussis lipid A. The C-2 position carries a secondary hexadecanoic acid, the C-3 position is free, and the C-3' position is substituted with hydroxydecanoic acid (not at C-3 as in B. pertussis), and the rough strain hexaacyl species carries a second secondary hexadecanoic acid. Like the lipid A of B. pertussis, the hydroxytetradecanoic acid at the C-2' position was substituted by tetradecanoic acid.
Highlights
Bordetella parapertussis like B. pertussis, is a causal agent of whooping cough but is not a strictly human pathogen
We recently reported substitution with glucosamine on the phosphates of B. bronchiseptica and B. pertussis lipids A, causing on other examples a significant modulation of host responses to infection [11, 20]
For the first time, the detailed structures of lipids A of one rough- and two smooth-type strains of B. parapertussis, structures obtained with the critical help of a method recently established to distinguish between primary and secondary esters [20]
Summary
Bordetella parapertussis like B. pertussis, is a causal agent of whooping cough but is not a strictly human pathogen. The ester-linked fatty-acid of Bordetella lipids A are highly variable [5, 16]. The lipid A molecules can be modified via acylation; deacylation; secondary fatty acid hydroxylation; and /or phosphate-group substitutions with aminoarabinose, galactosamine, or phosphoethanolamine [17,18,19].
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