Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ]
The structure was elucidated in this paperNCBI PubMed ID: 27494421Publication DOI: 10.1016/j.carres.2016.07.007Journal NLM ID: 0043535Publisher: 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: polymer chemical repeating unit
Location inside paper: abstract, p.2, table 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_1391962,IEDB_141794,IEDB_141807,IEDB_142078,IEDB_143794,IEDB_150899,IEDB_151531,IEDB_190606,SB_137,SB_165,SB_166,SB_187,SB_195,SB_29,SB_7,SB_88
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, partial acid hydrolysis, GC-MS, SDS-PAGE, sugar analysis, acid hydrolysis, MALDI-TOF MS
Related record ID(s): 11796
NCBI Taxonomy refs (TaxIDs): 703
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
3,4,5 Ac 175.0 22.8
3,4,7 lR3HOBut 174.4 46.1 65.8 23.1
3,4 bXPsep 172.9 102.0 35.9 73.5 46.0 74.8 54.4 69.2 17.3
3 bDGalp 103.8 72.1 72.7 73.1 76.3 61.7
2 Ac 174.4 23.3
bDGlcpN 100.1 55.8 79.2 73.4 75.4 60.7
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
3,4,5 Ac - 1.90
3,4,7 lR3HOBut - 2.26 4.10 1.16
3,4 bXPsep - - 1.66-2.57 3.96 4.18 3.59 3.95 4.01 1.08
3 bDGalp 4.41 3.48 3.59 4.45 3.63 3.58
2 Ac - 1.93
bDGlcpN 4.57 3.60 3.62 3.61 3.48 3.76-3.91
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9
3,4,5 Ac 22.8/1.90
3,4,7 lR3HOBut 46.1/2.26 65.8/4.10 23.1/1.16
3,4 bXPsep 35.9/1.66-2.57 73.5/3.96 46.0/4.18 74.8/3.59 54.4/3.95 69.2/4.01 17.3/1.08
3 bDGalp 103.8/4.41 72.1/3.48 72.7/3.59 73.1/4.45 76.3/3.63 61.7/3.58
2 Ac 23.3/1.93
bDGlcpN 100.1/4.57 55.8/3.60 79.2/3.62 73.4/3.61 75.4/3.48 60.7/3.76-3.91
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 3,4,5 | Ac |
| 1.90 | |
| 3,4,7 | lR3HOBut |
| 2.26 | 4.10 | 1.16 | |
| 3,4 | bXPsep |
|
| 1.66
2.57 | 3.96 | 4.18 | 3.59 | 3.95 | 4.01 | 1.08 |
| 3 | bDGalp | 4.41 | 3.48 | 3.59 | 4.45 | 3.63 | 3.58 | |
| 2 | Ac |
| 1.93 | |
| | bDGlcpN | 4.57 | 3.60 | 3.62 | 3.61 | 3.48 | 3.76
3.91 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 3,4,5 | Ac | 175.0 | 22.8 | |
| 3,4,7 | lR3HOBut | 174.4 | 46.1 | 65.8 | 23.1 | |
| 3,4 | bXPsep | 172.9 | 102.0 | 35.9 | 73.5 | 46.0 | 74.8 | 54.4 | 69.2 | 17.3 |
| 3 | bDGalp | 103.8 | 72.1 | 72.7 | 73.1 | 76.3 | 61.7 | |
| 2 | Ac | 174.4 | 23.3 | |
| | bDGlcpN | 100.1 | 55.8 | 79.2 | 73.4 | 75.4 | 60.7 | |
|
There is only one chemically distinct structure:
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