Taxonomic group: bacteria / Bacteroidetes
(Phylum: Bacteroidetes)
Associated disease: septicemia [ICD11:
MA15.Y 
];
septic shock [ICD11:
1G41 
]
NCBI PubMed ID: 22570611Publication DOI: 10.1371/journal.ppat.1002667Journal NLM ID: 101238921Publisher: San Francisco, CA: Public Library of Science
Correspondence: uzaehr

fz-borstel.de
Institutions: Biozentrum der Universitat Basel, Basel, Switzerland
Capnocytophaga canimorsus is a usual member of dog's mouths flora that causes rare but dramatic human infections after dog bites. We determined the structure of C. canimorsus lipid A. The main features are that it is penta-acylated and composed of a 'hybrid backbone' lacking the 4' phosphate and having a 1 phosphoethanolamine (P-Etn) at 2-amino-2-deoxy-d-glucose (GlcN). C. canimorsus LPS was 100 fold less endotoxic than Escherichia coli LPS. Surprisingly, C. canimorsus lipid A was 20,000 fold less endotoxic than the C. canimorsus lipid A-core. This represents the first example in which the core-oligosaccharide dramatically increases endotoxicity of a low endotoxic lipid A. The binding to human myeloid differentiation factor 2 (MD-2) was dramatically increased upon presence of the LPS core on the lipid A, explaining the difference in endotoxicity. Interaction of MD-2, cluster of differentiation antigen 14 (CD14) or LPS-binding protein (LBP) with the negative charge in the 3-deoxy-D-manno-oct-2-ulosonic acid (Kdo) of the core might be needed to form the MD-2 - lipid A complex in case the 4' phosphate is not present.
lipid A, core oligosaccharide, binding, Capnocytophaga canimorsus
Structure type: oligomer
Location inside paper: fig.2, C
Aglycon: lipid A
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_120354,IEDB_123890,IEDB_130650,IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_137473,IEDB_137777,IEDB_141794,IEDB_144983,IEDB_152206,IEDB_164174,IEDB_190606,IEDB_225177,IEDB_433717,IEDB_474450,IEDB_885823,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_197,SB_44,SB_67,SB_7,SB_72,SB_88
Methods: 13C NMR, 1H NMR, GLC-MS, 31P NMR, ESI-MS, GLC, HPLC, molecular modeling, ESI-FTICR-MS/MS, composition analyses
Biological activity: endotoxic activity of lipid A, lipid A-core
Comments, role: Capnocytophaga canimorsus 5 wild type
3D data: 3D data
NCBI Taxonomy refs (TaxIDs): 28188Reference(s) to other database(s): GTC:G27569MI
Show glycosyltransferases
There is only one chemically distinct structure: