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

, ICD11: SA55

]

The structure was elucidated in this paper
NCBI PubMed ID: 27494421
Publication DOI: 10.1016/j.carres.2016.07.007
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: marta.kaszowska

iitd.pan.wroc.pl
Institutions: Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114, Wroclaw, Poland, Department of Biotechnology and Molecular Biology, University of Opole, PL-45-035, Opole, Poland

The structure of the repeating unit of O-antigen of Plesiomonas shigelloides serotype O36 has been investigated by 1H and 13C NMR spectroscopy, matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry and chemical methods. The new structure of trisaccharide has been established: [Formula: see text] These trisaccharide O-antigen units substitute the core undecasaccharide at C-4 of the β-D-GlcpNAc residue. The core oligosaccharide and lipid A are identical with these of the serotype O17 (PCM 2231) (Maciejewska, A., Lukasiewicz, J., Kaszowska, M., Jachymek, W., Man-Kupisinska, A.; Lugowski, C. Mar. Drugs.2013, 11 (2), 440-454; Lukasiewicz, J., Dzieciatkowska, M., Niedziela, T., Jachymek, W., Augustyniuk, A., Kenne, L., Lugowski, C. Biochemistry, 2006, 45, 10434-10447)

NMR, O-antigen, mass spectrometry, MALDI-TOF MS, Plesiomonas shigelloides

Structure type: oligomer
Location inside paper: p.2, PSV
Compound class: core oligosaccharide with O-unit
Contained glycoepitopes: IEDB_130650,IEDB_130670,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_1391962,IEDB_140088,IEDB_141794,IEDB_141807,IEDB_142078,IEDB_142488,IEDB_143794,IEDB_146664,IEDB_150899,IEDB_151531,IEDB_153212,IEDB_190606,IEDB_2189047,IEDB_226811,IEDB_983931,SB_137,SB_165,SB_166,SB_187,SB_192,SB_195,SB_29,SB_7,SB_74,SB_85,SB_88

Methods: 13C NMR, 1H NMR, methylation, NMR-2D, partial acid hydrolysis, GC-MS, SDS-PAGE, sugar analysis, acid hydrolysis, MALDI-TOF MS
Comments, role: mild acid hydrolysis of LPS

Related record ID(s): 11363
NCBI Taxonomy refs (TaxIDs): 703
Show glycosyltransferases

There is only one chemically distinct structure:

CC(=O)N[C@H]1[C@@H](O)C[C@](O[C@H]2[C@@H](CO)O[C@@H](O[C@H]3[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](CO)O[C@@H](OC[C@H]5O[C@H](O[C@H]6[C@@H](C(=O)O)O[C@H](O[C@@H]7[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O)[C@@H](O[C@@H]8[C@H](O)[C@@H](O[C@@H]9[C@H](O)CC(O)(C(=O)O)O[C@@H]9[C@H](O)CO)O[C@H]([C@@H](O)CO)[C@H]8O[C@@H]8O[C@H](CO)[C@H](O)[C@H](O)[C@H]8O)O[C@H]([C@@H](O)CO[C@H]8O[C@H]([C@@H](O)CO[C@H]9O[C@H](C(=O)O)[C@H](O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%10N)[C@H](O)[C@H]9O)[C@@H](O)[C@H](O)[C@@H]8O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](N)[C@@H](O)[C@@H]5O)[C@H](NC(C)=O)[C@H]4O)[C@@H]3NC(C)=O)[C@H](O)[C@H]2O)(C(=O)O)O[C@H]1[C@@H](NC(=O)C[C@@H](C)O)[C@H](C)O

SVG MW SMILES 3D mol Ionize