Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Salmonella enterica [ICD11:
XN5VC 
];
infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paperNCBI PubMed ID: 21439556Publication DOI: 10.1016/j.carres.2011.02.020Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
The O-polysaccharides were released by mild acid hydrolysis from the lipopolysaccharides of Escherichia coli O51 and Salmonella enterica O57 and found to possess the same structure, which was established by sugar analysis and 1D and 2D NMR spectroscopy: [formula in text]. The O-antigen gene clusters of E. coli O51 and S. enterica O57 were sequenced and found to contain the same genes with a high-level similarity. All genes expected for the synthesis of the O-antigen were identified based on their similarity to genes from available databases.
chemistry, analysis, Escherichia, Escherichia coli, acid, cluster, Salmonella enterica, 2D NMR spectroscopy, 2D NMR, O-antigen gene cluster, O-Polysaccharide structure, D
Structure type: suggested polymer biological repeating unit
Location inside paper: abstract, p.830
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_133754,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_137473,IEDB_141807,IEDB_142488,IEDB_143253,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, DNA sequencing, sugar analysis, GLC, mild acid hydrolysis, NMR-1D, function analysis of gene clusters
Biosynthesis and genetic data: genetic data
Related record ID(s): 29181, 30384
NCBI Taxonomy refs (TaxIDs): 28901,
2079160Reference(s) to other database(s): GTC:G24769KC
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,2,2,2 Ac 176.2 23.9
3,4,2,2 bDGlcpN 103.7 57.0 75.1 71.3 77.1 62.0
3,4,2 aLRhap 103.0 78.9 82.1 72.3 71.0 18.3
3,4 aLRhap 101.0 79.7 71.6 73.4 70.5 17.9
3 aDGlcp 95.5 72.8 72.8 78.4 73.0 61.4
2 Ac 175.3 23.7
bDGalpN 104.5 52.4 76.2 64.8 76.0 62.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,2,2,2 Ac - 2.04
3,4,2,2 bDGlcpN 4.88 3.72 3.57 3.44 3.43 3.74-3.88
3,4,2 aLRhap 5.07 4.41 3.82 3.34 3.69 1.26
3,4 aLRhap 4.92 3.93 3.81 3.46 4.03 1.26
3 aDGlcp 5.12 3.55 3.67 3.54 3.67 3.72-3.83
2 Ac - 2.00
bDGalpN 4.67 4.15 3.79 4.21 3.69 3.83-3.83
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,2,2,2 Ac 23.9/2.04
3,4,2,2 bDGlcpN 103.7/4.88 57.0/3.72 75.1/3.57 71.3/3.44 77.1/3.43 62.0/3.74-3.88
3,4,2 aLRhap 103.0/5.07 78.9/4.41 82.1/3.82 72.3/3.34 71.0/3.69 18.3/1.26
3,4 aLRhap 101.0/4.92 79.7/3.93 71.6/3.81 73.4/3.46 70.5/4.03 17.9/1.26
3 aDGlcp 95.5/5.12 72.8/3.55 72.8/3.67 78.4/3.54 73.0/3.67 61.4/3.72-3.83
2 Ac 23.7/2.00
bDGalpN 104.5/4.67 52.4/4.15 76.2/3.79 64.8/4.21 76.0/3.69 62.6/3.83-3.83
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,2,2,2 | Ac |
| 2.04 | |
| 3,4,2,2 | bDGlcpN | 4.88 | 3.72 | 3.57 | 3.44 | 3.43 | 3.74
3.88 |
| 3,4,2 | aLRhap | 5.07 | 4.41 | 3.82 | 3.34 | 3.69 | 1.26 |
| 3,4 | aLRhap | 4.92 | 3.93 | 3.81 | 3.46 | 4.03 | 1.26 |
| 3 | aDGlcp | 5.12 | 3.55 | 3.67 | 3.54 | 3.67 | 3.72
3.83 |
| 2 | Ac |
| 2.00 | |
| | bDGalpN | 4.67 | 4.15 | 3.79 | 4.21 | 3.69 | 3.83
3.83 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,2,2,2 | Ac | 176.2 | 23.9 | |
| 3,4,2,2 | bDGlcpN | 103.7 | 57.0 | 75.1 | 71.3 | 77.1 | 62.0 |
| 3,4,2 | aLRhap | 103.0 | 78.9 | 82.1 | 72.3 | 71.0 | 18.3 |
| 3,4 | aLRhap | 101.0 | 79.7 | 71.6 | 73.4 | 70.5 | 17.9 |
| 3 | aDGlcp | 95.5 | 72.8 | 72.8 | 78.4 | 73.0 | 61.4 |
| 2 | Ac | 175.3 | 23.7 | |
| | bDGalpN | 104.5 | 52.4 | 76.2 | 64.8 | 76.0 | 62.6 |
|
There is only one chemically distinct structure:
Found 
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