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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: diarrhea [ICD11: ME05.1

, ICD11: SA55

, ICD11: XN7N1

]

NCBI PubMed ID: 35521830
Publication DOI: 10.1177/14690667221099119
Journal NLM ID: 101124748
Correspondence: F. Pancik <chemfilp

savba.sk>
Institutions: Institute of Chemistry, 87171 Slovak Academy of Sciences, Bratislava, Slovak Republic

Cholera is a life-threatening diarrhoeal disease caused by ingestion of Vibrio cholerae. There are at least 200 serogroups of V. cholerae but only two of them are causing epidemics - O1 and O139 serogroups. Fragmentation analysis of O-antigen, also known as O-specific polysaccharide (OSP), from lipopolysaccharide (LPS) is important to obtain new information about its structure, such as fragmentation patterns and fragment structures. In the present study, OSP and core (OSPc) structure from V. cholerae O139 was studied using matrix-assisted laser desorption ionization (MALDI)-time of flight (TOF) and direct injection electrospray ionization (ESI)-MS methods. MALDI-TOF analysis was performed in positive-ion reflectron mode, while ESI-MS was performed in negative ionization mode. ESI-MS analysis was followed by ESI-MS/MS analysis. Using this analytical approach, we managed to obtain two possible fragmentation pathways of OSP from V. cholerae O139. Mutual sign of these two pathways is shortening the length of the oligosaccharide by neutral loss of monosaccharide residues. Additionally, liquid chromatography-MS analysis was performed to separate depicted molecular forms of OSPc.

O-specific polysaccharide, MALDI-TOF, Vibrio cholerae, ESI-MS/MS, fragmentation analysis, OSP

Structure type: oligomer
C₁₀₈H₁₇₆N₃O₈₄P
Location inside paper: p. 48, Fig. 1
Compound class: O-polysaccharide, O-antigen, core oligosaccharide with O-unit
Contained glycoepitopes: IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137779,IEDB_1391962,IEDB_140087,IEDB_140088,IEDB_140090,IEDB_141794,IEDB_141807,IEDB_142078,IEDB_142488,IEDB_143794,IEDB_144998,IEDB_146664,IEDB_150899,IEDB_151531,IEDB_190606,IEDB_2189047,IEDB_983931,SB_137,SB_165,SB_166,SB_187,SB_192,SB_195,SB_29,SB_7,SB_88

Methods: mild acid hydrolysis, ESI-MS/MS, MALDI-TOF MS, LC-ESI-MS/MS

NCBI Taxonomy refs (TaxIDs): 45888
Show glycosyltransferases

There is only one chemically distinct structure:

CC(=O)N[C@H]1[C@H](O[C@H]2[C@@H](C(=O)O)O[C@H](O[C@@H]3[C@@H](NC(C)=O)[C@H](O[C@@H]4[C@H](OC(C)=O)[C@@H](O[C@H]5[C@@H](O)[C@H](O)[C@@H]([C@H](CO)O[C@H]6O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O)O[C@@H]5O[C@@H]5[C@H](O)[C@@H](O[C@@H]6[C@@H](CC(=O)C(=O)O)OC[C@@H](O)[C@H]6O)O[C@H]([C@H](CO)O[C@H]6O[C@H](CO[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O[C@@H]5O[C@H](CO[C@]6(CO)O[C@H](CO)[C@@H](O)[C@@H]6O)[C@@H](O)[C@H](O)[C@H]5O)O[C@H]([C@@H](O)CO[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5N)[C@H]4O)O[C@H](C)[C@H]3O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)C[C@@H]2O)[C@@H]1O[C@@H]1O[C@@H]2COP(=O)(O)O[C@@H]2[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)C[C@@H]1O

SVG MW SMILES 3D mol Ionize