Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Sus scrofa
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ];
infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paperNCBI PubMed ID: 25965146Publication DOI: 10.1016/j.carres.2015.04.004Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru (A. V. Perepelov)
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
An acidic O-polysaccharide (O-antigen) was isolated from the lipopolysaccharide of Escherichia coli O140 and studied by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy. The following structure of the branched hexasaccharide repeating unit was established: [Formula: see text]. The O-antigen gene cluster of E. coli O140 was sequenced. The gene functions were tentatively assigned by a comparison with sequences in the available databases and found to be in full agreement with the E. coli O140 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.34
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_137473,IEDB_140630,IEDB_141794,IEDB_142487,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_153510,IEDB_190606,IEDB_225177,IEDB_423153,IEDB_885823,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_21,SB_6,SB_7,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, PCR, sugar analysis, DNA techniques, GLC, mild acid hydrolysis, NMR-1D, GPC, function analysis of gene clusters
NCBI Taxonomy refs (TaxIDs): 2162913Reference(s) to other database(s): GTC:G01648NL
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,4,4,2 aDGalf 103.3 77.1 74.3 82.0 71.5 64.3
3,4,4,4 aLRhap 101.4 80.2 70.7 73.4 70.8 17.7
3,4,4 bDGalp 104.2 71.5 84.3 78.2 76.2 62.4
3,4 aDGlcp 99.6 72.5 72.7 79.4 71.9 60.8
3 bDGlcpA 105.3 74.1 77.2 78.3 77.0 175.4
2 Ac 175.9 23.6
bDGalpN 105.3 52.6 81.4 69.1 76.1 62.5
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,4,4,2 aDGalf 5.22 4.17 4.26 3.87 3.76 3.66-3.66
3,4,4,4 aLRhap 5.32 4.06 3.81 3.42 3.73 1.28
3,4,4 bDGalp 4.45 3.61 3.74 4.22 3.75 3.74
3,4 aDGlcp 5.41 3.56 3.80 3.64 3.81 3.84-3.84
3 bDGlcpA 4.53 3.38 3.74 3.79 3.87 -
2 Ac - 2.00
bDGalpN 4.64 4.04 3.85 4.11 3.66 3.75-3.79
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,4,4,2 aDGalf 103.3/5.22 77.1/4.17 74.3/4.26 82.0/3.87 71.5/3.76 64.3/3.66-3.66
3,4,4,4 aLRhap 101.4/5.32 80.2/4.06 70.7/3.81 73.4/3.42 70.8/3.73 17.7/1.28
3,4,4 bDGalp 104.2/4.45 71.5/3.61 84.3/3.74 78.2/4.22 76.2/3.75 62.4/3.74
3,4 aDGlcp 99.6/5.41 72.5/3.56 72.7/3.80 79.4/3.64 71.9/3.81 60.8/3.84-3.84
3 bDGlcpA 105.3/4.53 74.1/3.38 77.2/3.74 78.3/3.79 77.0/3.87
2 Ac 23.6/2.00
bDGalpN 105.3/4.64 52.6/4.04 81.4/3.85 69.1/4.11 76.1/3.66 62.5/3.75-3.79
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,4,4,2 | aDGalf | 5.22 | 4.17 | 4.26 | 3.87 | 3.76 | 3.66
3.66 |
| 3,4,4,4 | aLRhap | 5.32 | 4.06 | 3.81 | 3.42 | 3.73 | 1.28 |
| 3,4,4 | bDGalp | 4.45 | 3.61 | 3.74 | 4.22 | 3.75 | 3.74 |
| 3,4 | aDGlcp | 5.41 | 3.56 | 3.80 | 3.64 | 3.81 | 3.84
3.84 |
| 3 | bDGlcpA | 4.53 | 3.38 | 3.74 | 3.79 | 3.87 |
|
| 2 | Ac |
| 2.00 | |
| | bDGalpN | 4.64 | 4.04 | 3.85 | 4.11 | 3.66 | 3.75
3.79 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,4,4,2 | aDGalf | 103.3 | 77.1 | 74.3 | 82.0 | 71.5 | 64.3 |
| 3,4,4,4 | aLRhap | 101.4 | 80.2 | 70.7 | 73.4 | 70.8 | 17.7 |
| 3,4,4 | bDGalp | 104.2 | 71.5 | 84.3 | 78.2 | 76.2 | 62.4 |
| 3,4 | aDGlcp | 99.6 | 72.5 | 72.7 | 79.4 | 71.9 | 60.8 |
| 3 | bDGlcpA | 105.3 | 74.1 | 77.2 | 78.3 | 77.0 | 175.4 |
| 2 | Ac | 175.9 | 23.6 | |
| | bDGalpN | 105.3 | 52.6 | 81.4 | 69.1 | 76.1 | 62.5 |
|
There is only one chemically distinct structure:
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