Taxonomic group: bacteria / Fusobacteria
(Phylum: Fusobacteria)
Host organism: Homo sapiens
Associated disease: periodontitis [ICD11:
DA0C 
];
infection due to Fusobacterium nucleatum [ICD11:
XN4P8 ]
NCBI PubMed ID: 30903099Publication DOI: 10.1038/s41429-019-0170-3Journal NLM ID: 0151115Publisher: London: Nature Publishing Group
Correspondence: Xuechen Li <xuechenl
hku.hk>
Institutions: Department of Chemistry, State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Hong Kong, P. R. China
Fusobacterium nucleatum is an oral bacteria related to various types of diseases. As Gram-negative bacteria, lipopolysaccharide (LPS) of Fusobacterium nucleatum could be a potential virulence factor. Recently, the structure of O-antigen in LPS of Fusobacterium nucleatum strain 25586 was elucidated to contain a trisaccharide repeating unit -(4-β-Nonp5Am-4-α-L-6dAltpNAc3PCho-3-β-D-QuipNAc)-. The nonulosonic acid characterized as 5-acetamidino-3,5,9-trideoxy-L-glycero-L-gluco-non-2-ulosonic acid (named as fusaminic acid), and 2-acetamido-2,6-dideoxy-L-altrose are the novel monosaccharides isolated. Herein we report the de novo synthesis of 5-N-acetyl fusaminic acid and the thioglycoside derivative in order to further investigate the biological significance of nonulosonic acids for bacterial pathogenesis.
synthesis, structure, O-antigen, nonulosonic acid, virulence factor, Fusobacterium nucleatum, Fusaminic acid
Structure type: polymer chemical repeating unit
Location inside paper: fig.1 structure 5
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115009,IEDB_116046,IEDB_140624
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, chemical synthesis, optical rotation measurement, HR-ESI-MS, flash chromatography
NCBI Taxonomy refs (TaxIDs): 851
Show glycosyltransferases
There is only one chemically distinct structure:
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