Structural characterization of lipid A from nontypeable and type f Haemophilus influenzae: Variability of fatty acid substitution
2005 (English)In: Analytical Biochemistry, ISSN 0003-2697, E-ISSN 1096-0309, Vol. 340, no 2, 303-316 p.Article in journal (Refereed) Published
Lipid A isolated by mild acid hydrolysis from lipopolysaccharides of 22 nontypeable and 2 type f Haemophilus influenzae strains was investigated using electrospray ionization coupled to quadrupole ion trap mass spectrometry. The lengths, positions, and number of acyl chains in the lipid A molecule were determined using multiple-step tandem mass spectrometry (MSn). All of the analyzed strains showed a major lipid A molecule comprising beta-2-amino-2-deoxy-D-glucopyranose-(1 -> 6)-alpha-2-amino-2-deoxy-D-glucopyranose phosphorylated at the C4 ' and C1 positions. The C2/C2 ' and C3/C3 ' positions were substituted by amide-linked and esterlinked 3-hydroxytetradecanoic acid chains, respectively. The fatty acid chains oil C3 ' and C2 ' were further esterified by tetradecanoic acid chains. In all strains, minor amounts of lipid A molecules with different acylation patterns were identified. Thus, structures comprising the hexaacylated lipid A with the C2 or C3 position being Substituted by 3-hydroxydecanoic acid, and hexaacylated lipid A with the C3 and C3 ' positions being substituted by 3-hydroxydodecanoic or dodecanoyloxytetradecanoic acid, respectively, were found. In addition, lipid A with an acetyl group attached to the 3-hydroxytetradecanoic acid groups attached to the C2 or C3 position was detected in two nontypeable H. influenzae strains.
Place, publisher, year, edition, pages
2005. Vol. 340, no 2, 303-316 p.
Biochemistry and Molecular Biology
IdentifiersURN: urn:nbn:se:sh:diva-14459DOI: 10.1016/j.ab.2005.02.020ISI: 000228779000015OAI: oai:DiVA.org:sh-14459DiVA: diva2:469390