Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Gallus gallus
Associated disease: respiratory diseases [ICD11:
12 
];
infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paperNCBI PubMed ID: 24699003Publication DOI: 10.1016/j.carres.2014.01.008Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: A.V. Perepelov <perepel
ioc.ac.ru>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, TEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China
The O-polysaccharide (O-antigen) of Escherichia coli O36 was isolated from the lipopolysaccharide and studied by sugar analyses and Smith degradation along with (1)H and (13)C NMR spectroscopy. The following structure of the branched pentasaccharide repeating unit was established, which is unique among the known structures of bacterial polysaccharides: The O-antigen gene cluster of E. coli O36 has been sequenced. The gene functions were tentatively assigned by comparison with sequences in the available databases and found to be in full agreement with the O-polysaccharide structure.
Lipopolysaccharide, O-antigen, Escherichia coli, bacterial polysaccharide structure, O-antigen gene cluster
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.47, table 1
Compound class: O-polysaccharide
Contained glycoepitopes: IEDB_130701,IEDB_135813,IEDB_136045,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_142489,IEDB_144562,IEDB_144983,IEDB_145669,IEDB_150092,IEDB_151531,IEDB_152206,IEDB_152214,IEDB_174333,IEDB_225177,IEDB_885823,IEDB_983930,SB_44,SB_67,SB_72,SB_86
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, DNA sequencing, sugar analysis, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, analysis of gene
Biosynthesis and genetic data: genetic data
Related record ID(s): 30424
NCBI Taxonomy refs (TaxIDs): 2079158Reference(s) to other database(s): GTC:G50709IC
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,3,2 aLRhap 98.6 71.6 71.3 73.2 70.1 17.9
3,3,3 aLFucp 94.0 72.8 69.0 73.5 67.8 16.5
3,3 aDManp 102.8 68.3 74.5 74.1 73.0 61.5
3 aLFucp 101.4 68.6 78.2 73.1 68.1 16.3
2 Ac 175.8 23.4
bDGlcpN 102.0 56.9 81.8 70.6 77.4 63.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3,2 aLRhap 4.95 3.97 3.85 3.46 3.91 1.28
3,3,3 aLFucp 5.23 3.89 4.08 3.86 4.68 1.26
3,3 aDManp 5.08 4.18 4.03 3.77 4.03 3.72-3.83
3 aLFucp 4.97 3.84 3.89 3.89 4.30 1.15
2 Ac - 2.02
bDGlcpN 4.50 3.80 3.63 3.31 3.45 3.60-3.97
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,3,2 aLRhap 98.6/4.95 71.6/3.97 71.3/3.85 73.2/3.46 70.1/3.91 17.9/1.28
3,3,3 aLFucp 94.0/5.23 72.8/3.89 69.0/4.08 73.5/3.86 67.8/4.68 16.5/1.26
3,3 aDManp 102.8/5.08 68.3/4.18 74.5/4.03 74.1/3.77 73.0/4.03 61.5/3.72-3.83
3 aLFucp 101.4/4.97 68.6/3.84 78.2/3.89 73.1/3.89 68.1/4.30 16.3/1.15
2 Ac 23.4/2.02
bDGlcpN 102.0/4.50 56.9/3.80 81.8/3.63 70.6/3.31 77.4/3.45 63.1/3.60-3.97
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,3,2 | aLRhap | 4.95 | 3.97 | 3.85 | 3.46 | 3.91 | 1.28 |
| 3,3,3 | aLFucp | 5.23 | 3.89 | 4.08 | 3.86 | 4.68 | 1.26 |
| 3,3 | aDManp | 5.08 | 4.18 | 4.03 | 3.77 | 4.03 | 3.72
3.83 |
| 3 | aLFucp | 4.97 | 3.84 | 3.89 | 3.89 | 4.30 | 1.15 |
| 2 | Ac |
| 2.02 | |
| | bDGlcpN | 4.50 | 3.80 | 3.63 | 3.31 | 3.45 | 3.60
3.97 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,3,2 | aLRhap | 98.6 | 71.6 | 71.3 | 73.2 | 70.1 | 17.9 |
| 3,3,3 | aLFucp | 94.0 | 72.8 | 69.0 | 73.5 | 67.8 | 16.5 |
| 3,3 | aDManp | 102.8 | 68.3 | 74.5 | 74.1 | 73.0 | 61.5 |
| 3 | aLFucp | 101.4 | 68.6 | 78.2 | 73.1 | 68.1 | 16.3 |
| 2 | Ac | 175.8 | 23.4 | |
| | bDGlcpN | 102.0 | 56.9 | 81.8 | 70.6 | 77.4 | 63.1 |
|
There is only one chemically distinct structure:
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