Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Bartonella henselae [ICD11:
XN862 
]
The structure was elucidated in this paperNCBI PubMed ID: 14766898Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: uzaehr
fz-borstel.de
Institutions: Research Center Borstel, Leibniz-Center for Medicine and Biosciences, 23845 Borstel, Germany
The facultative intracellular pathogen Bartonella henselae is responsible for a broad range of clinical manifestations, including the formation of vascular tumors as a result of increased proliferation and survival of colonized endothelial cells. This remarkable interaction with endotoxin-sensitive endothelial cells and the apparent lack of septic shock are considered to be due to a reduced endotoxic activity of the B. henselae lipopolysaccharide. Here, we show that B. henselae ATCC 49882(T) produces a deep-rough-type lipopolysaccharide devoid of O-chain and report on its complete structure and Toll-like receptor-dependent biological activity. The major short-chain lipopolysaccharide was studied by chemical analyses, electrospray ionization, and matrix-assisted laser desorption/ionization mass spectrometry, as well as by NMR spectroscopy after alkaline deacylation. The carbohydrate portion of the lipopolysaccharide consists of a branched trisaccharide containing a glucose residue attached to position 5 of an α-(2→4)-linked 3-deoxy-d-manno-oct-2-ulosonic acid disaccharide. Lipid A is a pentaacylated β-(1'→6)-linked 2,3-diamino-2,3-dideoxy-glucose disaccharide 1,4'-bisphosphate with two amide-linked residues each of 3-hydroxydodecanoic and 3-hydroxyhexadecanoic acids and one residue of either 25-hydroxyhexacosanoic or 27-hydroxyoctacosanoic acid that is O-linked to the acyl group at position 2'. The lipopolysaccharide studied activated Toll-like receptor 4 signaling only to a low extent (1,000-10,000-fold lower compared with that of Salmonella enterica sv. Friedenau) and did not activate Toll-like receptor 2. Some unusual structural features of the B. henselae lipopolysaccharide, including the presence of a long-chain fatty acid, which are shared by the lipopolysaccharides of other bacteria causing chronic intracellular infections (e.g. Legionella and Chlamydia), may provide the molecular basis for low endotoxic potency.
Lipopolysaccharide, structure, structural analysis, biological activity
Structure type: oligomer
Location inside paper: Fig. 8
Aglycon: lipid A
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
Methods: 1H NMR, methylation, SDS-PAGE, 31P NMR, MALDI-TOF MS, composition analysis, ESI-ICR-MS/MS
Biological activity: endotoxic activity
Related record ID(s): 9520
NCBI Taxonomy refs (TaxIDs): 38323Reference(s) to other database(s): GTC:G97765BB, GlycomeDB:
27588
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error