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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: bacillary dysentery (shigellosis) [ICD11: 1A02

, ICD11: SA56

, ICD11: XN7HG

]; infection due to Shigella flexneri [ICD11: XN7Y2

]

The structure was elucidated in this paper
NCBI PubMed ID: 24379081
Publication DOI: 10.1093/glycob/cwt115
Journal NLM ID: 9104124
Publisher: IRL Press at Oxford University Press
Correspondence: Jianguo Xu <xujianguo

icdc.cn>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Key Laboratory for Infectious Disease Prevention and Control, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, National Institute for Communicable Disease Control and Prevention, China CDC, P.O Box 5, Changping, Beijing, China, School of Biotechnology and Biomolecular Sciences, University of New South Wales, Sydney, NSW 2052, Australia

The O-antigens of all Shigella flexneri serotypes, except serotype 6, share a linear tetrasaccharide repeat composed of one N-acetylglucosamine and three l-rhamnose residues, and differences between the serotypes are due to modification of various monosaccharide residues with glucosyl and/or O-acetyl and/or phosphoethanolamine (PEtN) groups. Plasmid-borne opt (formerly lpt-O) gene encoding a PEtN transferase which modifies the O-antigens of S. flexneri serotype X, 4a and Y strains and converts the hosts into MASF IV-1 (E1037) positive 'variant' (v) Xv, 4av and Yv serotypes, respectively. In this study, we showed that the opt-carrying plasmid pSFxv_2 can transform strains of all S. flexneri serotypes (1-6) to confer them with the MASF IV-1 epitope recognized by monoclonal antibody MASF IV-1 and typing antiserum IV. The transformants possessed modified O-antigens with a PEtN group(s) at position 3 of one or two rhamnose residues. In some serotypes, the PEtN modification competed or/and interfered with glucosylation and O-acetylation at the same or its neighboring sugar residue. We also showed that the plasmid pSFxv_2 is mobilizable to other S. flexneri strains by conjugation. Although pSFxv_2-harboring S. flexneri strains found in clinical infections are restricted to serotypes Xv, 4av, Yv and, possibly, 6v, our results demonstrate a high potential of dissemination of this plasmid in S. flexneri and emergence of new S. flexneri serotypes.

O-antigen, Shigella flexneri, serotype conversion, phosphoethanolamine modification, pSFxv_2 plasmid

Structure type: polymer chemical repeating unit
Location inside paper: p.307, fig.1, 51577(4b)
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_125613,IEDB_125614,IEDB_127514,IEDB_130422,IEDB_133752,IEDB_133753,IEDB_133754,IEDB_135813,IEDB_135849,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_141815,IEDB_141816,IEDB_142488,IEDB_143253,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_153213,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

Methods: 13C NMR, 1H NMR, NMR-2D, DNA techniques, 31P NMR, de-O-acetylation, serological methods, genetic methods, conjugation, serotyping analysis
Biological activity: determination of the effect of the pSFxv_2 transformation on the O-antigen structure
Biosynthesis and genetic data: genetic data

Related record ID(s): 30139, 30487, 30488, 30489, 30491, 30492, 30493, 30494, 30495, 30496, 30497, 30498, 30499, 30500, 30501, 30502, 30503, 30504, 30505, 30506, 30507, 30508, 30509, 30510, 30511, 30512, 30513, 30514
NCBI Taxonomy refs (TaxIDs): 1434153
Reference(s) to other database(s): GTC:G63990FE
Show glycosyltransferases

There is only one chemically distinct structure:

*O[C@H]1[C@H](O[C@H]2[C@H](O[C@@H]3[C@@H](O)[C@H](C)O[C@@H](O[C@@H]4[C@@H](NC(C)=O)[C@H](*)O[C@H](COC5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3OC(C)=O)O[C@@H](C)[C@H](O)[C@H]2O)O[C@@H](C)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize