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Complex O-acetylation in non-typeable Haemophilus influenzae lipopolysaccharide: evidence for a novel site of O-acetylation
Södertörn University, School of Life Sciences. Karolinska institutet.
National Research Council, Ottawa, Canada.
National Research Council, Ottawa, Canada.
John Radcliffe Hospital, Oxford, UK.
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2005 (English)In: Carbohydrate Research, ISSN 0008-6215, E-ISSN 1873-426X, Vol. 340, no 17, 2598-2611 p.Article in journal (Refereed) Published
Abstract [en]

The structure of the lipopolysaccharide (LPS) of non-typeable Haemophilus influenzae strain 723 has been elucidated using NMR spectroscopy and electrospray ionization mass spectrometry (ESI-MS) on O-deacylated LPS and core oligosaccharide material (OS), as well as ESI-MSn on permethylated dephosphorylated OS. It was found that the LPS contains the common structural element of H. influenzae, L-alpha-D-Hepp-(1 -> 2)-[PEtn -> 6]-L-alpha-D-Hepp-(1 -> 3)-[beta-D-Glcp-(1 -> 4)]-L-alpha-D-Hepp-(1 -> 5)-[PPEtn -> 4]-alpha-Kdo-(2 -> 6)-Lipid A, in which the beta-D-Glcp residue (GlcI) is substituted by phosphocholine at O-6 and the distal heptose residue (HepIII) by PEW at O-3, respectively. In a subpopulation of glycoforms O-2 of HepIII was substituted by beta-D-Galp-(1 -> 4)-beta-D-Glcp-(1 -> or beta-D-Glcp-(1 ->. Considerable heterogeneity of the LPS was due to the extent of substitution by O-acetyl groups (Ac) and ester-linked glycine of the core oligosaccharide. The location for glycine was found to be at Kdo. Prominent acetylation sites were found to be at GlcI, HepIII, and the proximal heptose (HepI) residue of the triheptosyl moiety. Moreover, GlcI was acetylated at O-3 and/or O-4 and HepI was acetylated at O-2 as evidenced by capillary electrophoresis ESI-MS" in combination with NMR analyses. This is the first study to show that an acetyl group can substitute HepI of the inner-core region of H. influenzae LPS.

Place, publisher, year, edition, pages
2005. Vol. 340, no 17, 2598-2611 p.
National Category
Biochemistry and Molecular Biology Chemical Sciences
Identifiers
URN: urn:nbn:se:sh:diva-14432DOI: 10.1016/j.carres.2005.09.005ISI: 000233506200004PubMedID: 16199021OAI: oai:DiVA.org:sh-14432DiVA: diva2:487475
Note

Som manuskript i avhandling. As manuscript in dissertation.

Available from: 2012-01-31 Created: 2011-12-23 Last updated: 2017-01-27Bibliographically approved
In thesis
1. Structural diversity of the lipid A and core oligosaccharide moieties of the lipopolysaccharides from nontypeable and serotype f Haemophilus influenzae
Open this publication in new window or tab >>Structural diversity of the lipid A and core oligosaccharide moieties of the lipopolysaccharides from nontypeable and serotype f Haemophilus influenzae
2005 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis describes structural studies of the oligosaccharide and lipid A moieties of lipopolysaccharides (LPSs) isolated from disease-causing Haemophilus influenzae strains. The nontypeable strains were clinical isolates from the middle ear of children suffering from otitis media and the serotype f strains had been collected from three adults with respiratory tract infections. The LPS molecules are situated on the cell wall of H. influenzae strains and they play a very important role in colonization, infection, evasion of host immune system and inflammatory response. Previous studies have implicated the heterogeneous repertoire of LPS structures within a strain and mimicry of human cell wall structures to be involved in the diseasecausing behavior of this organism. Structural analysis of the oligosaccharide moieties with advanced applications of nuclear magnetic resonance (NMR) and various electrospray ionization mass spectrometry (ESI-MS) techniques revealed novel structural features in each of the investigated strains. All of the strains displayed a very complex mixture of LPS structures that differed between and within the pathogens. Moreover, all of the strains had the capacity to express mimics of human glycolipids. The genetic basis for LPS biosynthesis for H. influenzae is established for the strain of which the complete genome has been determined. In this thesis the function of the genes involved in the biosynthesis of LPS was investigated in a nontypeable strain by using the combination of genetic engineering and structural analysis. The synergy of genomics and analytical carbohydrate chemistry led to the identification of novel structural epitopes, and furthermore, enabled us to identify a new function for one of these genes. The most recent structural study of lipid A from H. influenzae was conducted in 1988 on a mutant strain. The results of that study established the presence of only one lipid A structure. in this thesis we investigated lipid A from both nontypeable and serotype wild type strains by performing tandem ESI-MS and the results confirmed earlier findings but also evidenced other lipid A structures previously not associated with H. influenzae. Moreover, all of the strains exhibited a heterogeneous population of lipid A molecules.

Place, publisher, year, edition, pages
Stockholm: Karolinska instiutet, 2005. 60 p.
National Category
Biological Sciences
Identifiers
urn:nbn:se:sh:diva-31887 (URN)91-7140-504-6 (ISBN)
Public defence
2005-11-25, 4U Solen, Alfred Nobels allé 8, Huddinge, 09:00 (English)
Opponent
Supervisors
Available from: 2017-01-27 Created: 2017-01-27 Last updated: 2017-01-27Bibliographically approved

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