Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 27863302Publication DOI: 10.1016/j.carres.2016.11.003Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Key Laboratory of Molecular Microbiology and Technology, Ministry of Education, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China
The O-polysaccharide (O-antigen) of Escherichia coli O131 was studied by sugar analysis along with 1D and 2D 1H and 13C NMR spectroscopy. The following structure of the linear tetrasaccharide repeating unit of the polysaccharide was established: →8)-α-Neup5Ac-(2→6)-β-D-Galp-(1→6)-β-D-Galp-(1→3)-β-D-GalpNAc-(1→ The gene functions were tentatively assigned by comparison with sequences in the available databases and found to be in agreement with the E. coli O131-antigen structure.
Lipopolysaccharide, biosynthesis, Escherichia coli, gene cluster, bacterial polysaccharide structure, N-acetylneuraminic acid, O-antigen gene cluster, O-Polysaccharide structure
Structure type: oligomer
Location inside paper: abstract, p.42, table 1
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_146100,IEDB_147450,IEDB_149174,IEDB_153201,IEDB_156493,IEDB_190606,IEDB_423085,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, alkaline degradation, NMR-1D, GPC, mild acid degradation
Comments, role: Tetrasaccharide was obtained by mild acid degradation of LPS. In original LPS, neuraminic acid residue has α-configuration.
Related record ID(s): 11806
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G50294FI
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9
8,3,6 bDGalp 104.9 72.0 73.9 69.9 74.9 64.6
8,3 bDGalp 105.9 71.9 73.6 69.7 75.1 70.8
8,2 Ac 176.2-176.3 23.5-23.6
8 bDGalpN 103.0 53.0 81.1 69.3 76.1 62.3
5 Ac 176.2-176.3 23.5-23.6
bXNeup 174.5 102.1 41.1 69.2 53.6 74.5 70.7 84.0 62.5
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9
8,3,6 bDGalp 4.42 3.53 3.64 3.95 3.77 3.67-3.92
8,3 bDGalp 4.47 3.55 3.64 4.95 3.84 3.88-4.03
8,2 Ac - 2.04-2.05
8 bDGalpN 4.74 4.01 3.92 4.19 3.73 3.79-3.79
5 Ac - 2.04-2.05
bXNeup - - 1.68-2.65 3.66 3.85 3.91 3.87 3.98 3.70-4.00
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9
8,3,6 bDGalp 104.9/4.42 72.0/3.53 73.9/3.64 69.9/3.95 74.9/3.77 64.6/3.67-3.92
8,3 bDGalp 105.9/4.47 71.9/3.55 73.6/3.64 69.7/4.95 75.1/3.84 70.8/3.88-4.03
8,2 Ac 23.5-23.6/2.04-2.05
8 bDGalpN 103.0/4.74 53.0/4.01 81.1/3.92 69.3/4.19 76.1/3.73 62.3/3.79-3.79
5 Ac 23.5-23.6/2.04-2.05
bXNeup 41.1/1.68-2.65 69.2/3.66 53.6/3.85 74.5/3.91 70.7/3.87 84.0/3.98 62.5/3.70-4.00
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 |
|---|
| 8,3,6 | bDGalp | 4.42 | 3.53 | 3.64 | 3.95 | 3.77 | 3.67
3.92 | |
| 8,3 | bDGalp | 4.47 | 3.55 | 3.64 | 4.95 | 3.84 | 3.88
4.03 | |
| 8,2 | Ac |
| 2.04
2.05 | |
| 8 | bDGalpN | 4.74 | 4.01 | 3.92 | 4.19 | 3.73 | 3.79
3.79 | |
| 5 | Ac |
| 2.04
2.05 | |
| | bXNeup |
|
| 1.68
2.65 | 3.66 | 3.85 | 3.91 | 3.87 | 3.98 | 3.70
4.00 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 |
|---|
| 8,3,6 | bDGalp | 104.9 | 72.0 | 73.9 | 69.9 | 74.9 | 64.6 | |
| 8,3 | bDGalp | 105.9 | 71.9 | 73.6 | 69.7 | 75.1 | 70.8 | |
| 8,2 | Ac | 176.2
176.3 | 23.5
23.6 | |
| 8 | bDGalpN | 103.0 | 53.0 | 81.1 | 69.3 | 76.1 | 62.3 | |
| 5 | Ac | 176.2
176.3 | 23.5
23.6 | |
| | bXNeup | 174.5 | 102.1 | 41.1 | 69.2 | 53.6 | 74.5 | 70.7 | 84.0 | 62.5 |
|
There is only one chemically distinct structure:
Found 
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