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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Brucella [ICD11: XN22N

]

The structure was elucidated in this paper
NCBI PubMed ID: 1797393
Publication DOI: 10.1016/0008-6215(92)84151-h
Journal NLM ID: 0043535
Publisher: Elsevier
Institutions: Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario

Two pentasaccharide analogues and a hexasaccharide fragment of the Brucella A antigen [→2)-α-D-Rhap4NFo-(1→]n have been prepared as their methyl glycosides. The pentasaccharide analogues each have two formamido groups replaced by hydroxyl groups. Protected derivatives of the three oligosaccharides were prepared by in situ activation with bromine of mono- and di-saccharide thioglycosides of D-rhamnose and 4-azido-4,6-dideoxy-D-mannose in the presence of a glycosyl acceptor and silver triflate as promoter. Reduction of the azido groups with hydrogen sulfide, N-formylation with ethyl formate, and hydrogenolysis then gave the target pentasaccharide glycosides.

Structure type: oligomer
Location inside paper: 15
Contained glycoepitopes: IEDB_1394181

Comments, role: blood-group A antigen

Related record ID(s): 116283, 116285
NCBI Taxonomy refs (TaxIDs): 234
Reference(s) to other database(s): GlycomeDB:6071
Show glycosyltransferases

There is only one chemically distinct structure:

CO[C@H]1O[C@H](C)[C@@H](NC=O)[C@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](NC=O)[C@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](C)[C@@H](NC=O)[C@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize