Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 27101383Publication DOI: 10.1016/j.carres.2016.03.016Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden, N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Department of Laboratory Medicine, Division of Clinical Microbiology, Karolinska Institute, Karolinska University Hospital, Stockholm, Sweden, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China
Mild acid degradation of the lipopolysaccharide of Escherichia coli O132 released its O-polysaccharide. Analysis by 1D and 2D (1)H and (13)C NMR spectroscopy prior and subsequent to O-deacetylation, in conjunction with sugar analysis, revealed a linear pentasaccharide repeating unit of the O-polysaccharide having the following structure: →2)-α-d-Galf-(1→3)-α-l-Rhap2Ac-(1→4)-α-d-Glcp-(1→2)-α-l-Rhap-(1→3)-β-d-GlcpNAc-(1→ Putative functions of genes in the O-antigen gene cluster of E. coli O132 are consistent with the O-polysaccharide structure.
Lipopolysaccharide, Escherichia coli, O-polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster
Structure type: polymer chemical repeating unit
Location inside paper: p.45
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_135813,IEDB_135849,IEDB_136105,IEDB_137340,IEDB_137472,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, acid hydrolysis, GLC, de-O-acetylation, NMR-1D, GPC, mild acid degradation
Comments, role: Escherichia coli O132:K+H28 strain CCUG 11432; O-deacetylated OPS
Related record ID(s): 11585
NCBI Taxonomy refs (TaxIDs): 2100499Reference(s) to other database(s): GTC:G78298DY
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2,4,3 aDGalf 100.8 85.6 73.2 81.7 71.9 63.9
3,2,4 aLRhap 101.6 69.2 79.2 71.7 70.1 17.9
3,2 aDGlcp 98.8 72.9 72.8 78.4 72.3 61.3
3 aLRhap 99.6 78.0 70.8 73.2 70.5 17.7
2 Ac 175.8 23.6
bDGlcpN 103.1 56.7 82.4 70.0 77.7 62.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2,4,3 aDGalf 5.23 4.16 4.38 3.88 3.79 3.62-3.66
3,2,4 aLRhap 4.93 4.15 3.79 3.55 4.08 1.28
3,2 aDGlcp 4.88 3.58 3.84 3.62 4.07 3.75-3.83
3 aLRhap 5.01 3.86 3.87 3.50 4.00 1.27
2 Ac - 2.09
bDGlcpN 4.72 3.88 3.70 3.50 3.51 3.76-3.98
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2,4,3 aDGalf 100.8/5.23 85.6/4.16 73.2/4.38 81.7/3.88 71.9/3.79 63.9/3.62-3.66
3,2,4 aLRhap 101.6/4.93 69.2/4.15 79.2/3.79 71.7/3.55 70.1/4.08 17.9/1.28
3,2 aDGlcp 98.8/4.88 72.9/3.58 72.8/3.84 78.4/3.62 72.3/4.07 61.3/3.75-3.83
3 aLRhap 99.6/5.01 78.0/3.86 70.8/3.87 73.2/3.50 70.5/4.00 17.7/1.27
2 Ac 23.6/2.09
bDGlcpN 103.1/4.72 56.7/3.88 82.4/3.70 70.0/3.50 77.7/3.51 62.3/3.76-3.98
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2,4,3 | aDGalf | 5.23 | 4.16 | 4.38 | 3.88 | 3.79 | 3.62
3.66 |
| 3,2,4 | aLRhap | 4.93 | 4.15 | 3.79 | 3.55 | 4.08 | 1.28 |
| 3,2 | aDGlcp | 4.88 | 3.58 | 3.84 | 3.62 | 4.07 | 3.75
3.83 |
| 3 | aLRhap | 5.01 | 3.86 | 3.87 | 3.50 | 4.00 | 1.27 |
| 2 | Ac |
| 2.09 | |
| | bDGlcpN | 4.72 | 3.88 | 3.70 | 3.50 | 3.51 | 3.76
3.98 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2,4,3 | aDGalf | 100.8 | 85.6 | 73.2 | 81.7 | 71.9 | 63.9 |
| 3,2,4 | aLRhap | 101.6 | 69.2 | 79.2 | 71.7 | 70.1 | 17.9 |
| 3,2 | aDGlcp | 98.8 | 72.9 | 72.8 | 78.4 | 72.3 | 61.3 |
| 3 | aLRhap | 99.6 | 78.0 | 70.8 | 73.2 | 70.5 | 17.7 |
| 2 | Ac | 175.8 | 23.6 | |
| | bDGlcpN | 103.1 | 56.7 | 82.4 | 70.0 | 77.7 | 62.3 |
|
There is only one chemically distinct structure:
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