Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
];
infection due to Neisseria meningitidis [ICD11:
XN1DV 
];
infection due to Salmonella [ICD11:
1A09 
, ICD11:
XN0QE 
]
The structure was elucidated in this paperNCBI PubMed ID: 3805213Journal NLM ID: 0427043Publisher: Amsterdam: Elsevier
Several conditions of acidic anhydrous methanolysis were examined to optimize the release and minimize the degradation of unphosphorylated 2-keto-3-deoxy-D-manno-octonic acid (KDO) from bacterial lipopolysaccharides and polysaccharides. The reaction was monitored by capillary gas chromatography after derivatization by trifluoroacetic anhydride. The best results were obtained by use of 2 M hydrochloric acid at 60 degrees C for 2 h. Under these conditions a single KDO component appeared, and KDO was quantitatively released from all model compounds except when glycosidically linked to hexosamines. For quantitative cleavage of this linkage a reaction time of 6 h was required at 60 degrees C, giving rise to 5-10% of secondary KDO products. The KDO detection limit was about 250 pmol (50 ng) and the molar response was the same as for glucose. The KDO derivative gave a mass spectrometric fragmentation pattern consistent with a pyranosidic methylketoside methyl ester structure. Differentiation of KDO linkage types could be obtained by determination of the rates of KDO release by mild methanolysis.
Structure type: oligomer
Compound class: LPS
Contained glycoepitopes: IEDB_130650,IEDB_133754,IEDB_136105,IEDB_225177,IEDB_885823
Methods: GC-MS, MS
Related record ID(s): 138789, 138790
NCBI Taxonomy refs (TaxIDs): 562,
487,
590Reference(s) to other database(s): GTC:G07426IU, GlycomeDB:
11343
Show glycosyltransferases
There is only one chemically distinct structure: