CSDB: Search results

Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: Q fever [ICD11: 1C33

, ICD11: XN0QS

]; infection due to Coxiella burnetii [ICD11: XN0QS

]

NCBI PubMed ID: 14715092
Journal NLM ID: 101084098
Publisher: London: BioMed Central
Correspondence: virutoma

savba.sk; kbranden

fz-borstel.de
Institutions: Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 84245 Bratislava, Slovak Republic, Martin-Luther-Universität Halle, Institut für Physikalische Chemie, Mühlpforte 1, 06108 Halle, Germany, Forschungszentrum Borstel, Div. of Biophysics, Parkallee 10, D-23845 Borstel, Germany, European Molecular Biology Laboratory, Hamburg outstation, EMBL c/o DESY, Notkestr. 85, D-22603 Hamburg

BACKGROUND: Coxiella burnetii is the etiological agent of Q fever found worldwide. The microorganism has like other Gram-negative bacteria a lipopolysaccharide (LPS, endotoxin) in its outer membrane, which is important for the pathogenicity of the bacteria. In order to understand the biological activity of LPS, a detailed physico-chemical analysis of LPS is of utmost importance. RESULTS: The lipid A moiety of LPS is tetraacylated and has longer (C-16) acyl chains than most other lipid A from enterobacterial strains. The two ester-linked 3-OH fatty acids found in the latter are lacking. The acyl chains of the C. burnetii endotoxins exhibit a broad melting range between 5 and 25 degrees C for LPS and 10 and 40 degrees C for lipid A. The lipid A moiety has a cubic inverted aggregate structure, and the inclination angle of the D-glucosamine disaccharide backbone plane of the lipid A part with respect to the membrane normal is around 40 degrees. Furthermore, the endotoxins readily intercalate into phospholipid liposomes mediated by the lipopolysaccharide-binding protein (LBP). The endotoxin-induced tumor necrosis factor alpha (TNF-α) production in human mononuclear cells is one order of magnitude lower than that found for endotoxins from enterobacterial strains, whereas the same activity as in the latter compounds is found in the clotting reaction of the Limulus amebocyte lysate assay. CONCLUSIONS: Despite a considerably different chemical primary structure of the C. burnetii lipid A in comparison with enterobacterial lipid A, the data can be well understood by applying the previously presented conformational concept of endotoxicity, a conical shape of the lipid A moiety of LPS and a sufficiently high inclination of the sugar backbone plane with respect to the membrane plane. Importantly, the role of the acyl chain fluidity in modulating endotoxicity now becomes more evident.

Lipopolysaccharide, X-ray diffraction, lipid A, endotoxin, Coxiella burnetii, lipopolysaccharide-binding, lipopolysaccharide-binding protein, liposome, Molecular Conformation, phospholipid, Matrix-Assisted Laser Desorption-Ionization

Structure type: oligomer
Location inside paper: fig.1
Compound class: lipid A
Contained glycoepitopes: IEDB_135394,IEDB_135515,IEDB_141181,IEDB_141807,IEDB_151531

Methods: GC-MS, X-ray, SDS-PAGE, TLC, GC, MALDI-TOF MS, TNF-a assays, FTIR, composition analysis, UV, FRET
Biological activity: endotoxin activity of the LPS and its lipid A
Comments, role: 2' and 2 position of GlcN disaccharide may be substituted by (R)-3-hydroxy-14-methylpentadecanoic acid (3-OH-iC16:0) instead of lR3HOPam.

NCBI Taxonomy refs (TaxIDs): 777
Show glycosyltransferases

There is only one chemically distinct structure:

CCCCCCCCCCCCCCCC(=O)O[C@H]1[C@H](O)[C@@H](CO[C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H](OC(=O)CCCCCCCCCCC(C)CC)[C@H]2NC(=O)C[C@H](O)CCCCCCCCCCCCC)O[C@H](OP(=O)(O)O)[C@@H]1NC(=O)C[C@H](O)CCCCCCCCCCCCC

SVG MW SMILES 3D mol Ionize