Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: nosocomial infections [ICD11:
XB25 
]
NCBI PubMed ID: 24785390Publication DOI: 10.1016/j.carres.2014.03.004Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: P. Kosma <paul.kosma
boku.ac.at>
Institutions: Department of Chemistry, University of Natural Resources and Life Sciences, Muthgasse 18, A-1190 Vienna, Austria, Research Center Borstel, Parkallee 22, D-23845, Germany
The α-D-glucopyranosyl-(1→5)-substituted methyl glycosides of 3-deoxy-α-D-manno-oct-2-ulosonic acid (Kdo), 3-deoxy-α-D-lyxo-hept-2-ulosonic acid (Kdh), and d-glycero-α-D-talo-oct-2-ulosonic acid (Ko) were prepared using orthogonally protected glycosyl acceptor derivatives via glycosylation with a torsionally disarmed 4,6-O-benzylidene protected trifluoroacetimidate glucosyl donor followed by global deprotection. The related 6-O-phosphoryl-α-D-glucopyranosyl-(1→5)-substituted Kdo and Kdh derivatives were derived from a benzylidene-protected glucosyl intermediate using phosphoramidite and phosphoryl chloride-based phosphorylation steps, respectively. The deprotected disaccharides serve as ligands to study lectin binding of Acinetobacter lipopolysaccharide core oligosaccharides.
Lipopolysaccharide, Acinetobacter, Kdo, oligosaccharide synthesis, Ko
Structure type: oligomer
Location inside paper: p.67, fig.1
Compound class: core oligosaccharide
Contained glycoepitopes: IEDB_130650,IEDB_130659,IEDB_135394,IEDB_135608,IEDB_135609,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_144999,IEDB_146664,IEDB_150908,IEDB_151531,IEDB_241118,IEDB_983931,SB_192
Methods: 13C NMR, NMR, TLC, ESI-MS, chemical synthesis, chemical methods, glycosylation, RP-HPLC, ESI-TOF-MS
Synthetic data: chemical
Comments, role: deacylated inner core LPS fraction from Acinetobacter haemolyticus NCTC 10305
Related record ID(s): 30439, 30440, 30441, 30442, 30443
NCBI Taxonomy refs (TaxIDs): 29430
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error