Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Sus scrofa domestica
Associated disease: hemorrhagic colitis (HC) [ICD11:
1A40.0 
];
hemolytic-uremic syndrome (HUS) [ICD11:
3A21.2 ];
infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paperNCBI PubMed ID: 22520503Publication DOI: 10.1016/j.carres.2012.03.022Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: 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 acidic O-polysaccharide (O-antigen) of Escherichia coli O120 was isolated from the lipopolysaccharide and studied by sugar analysis and NMR spectroscopy. The following structure of the branched hexasaccharide repeating unit was established, which is unique among the known structures of bacterial polysaccharides: [formula see text] The O-antigen gene cluster of E. coli O120 was 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: p.108
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_130669,IEDB_133754,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_140630,IEDB_141794,IEDB_144990,IEDB_151528,IEDB_167071,IEDB_190606,IEDB_225177,IEDB_885823,SB_7
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, sugar analysis, GLC, mild acid hydrolysis, GPC
Biosynthesis and genetic data: genetic data
NCBI Taxonomy refs (TaxIDs): 2072455Reference(s) to other database(s): GTC:G34052RL
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2,2,2,4 aLRhap 100.0 71.3 71.1 73.6 69.9 18.0
3,2,2,2 aDGlcpA 99.4 73.3 78.0 74.7 72.3 175.8
3,2,2 aLRhap 101.1 78.4 70.9 73.1 70.6 17.7
3,2 aLRhap 101.0 79.3 71.0 73.3 70.6 17.9
3 aDGalp 96.2 74.0 70.6 70.6 72.5 62.0
2 Ac 175.8 23.5
bDGalpN 103.0 52.2 77.2 65.9 75.8 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2,2,2,4 aLRhap 4.76 3.93 3.88 3.40 4.49 1.32
3,2,2,2 aDGlcpA 4.99 3.72 4.04 3.76 4.54 -
3,2,2 aLRhap 5.06 4.06 3.87 3.53 3.74 1.29
3,2 aLRhap 5.28 4.06 3.87 3.47 3.69 1.30
3 aDGalp 5.14 3.97 3.99 4.00 3.89 3.75-3.75
2 Ac - 2.06
bDGalpN 4.81 4.08 3.83 4.09 3.64 3.79-3.88
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2,2,2,4 aLRhap 100.0/4.76 71.3/3.93 71.1/3.88 73.6/3.40 69.9/4.49 18.0/1.32
3,2,2,2 aDGlcpA 99.4/4.99 73.3/3.72 78.0/4.04 74.7/3.76 72.3/4.54
3,2,2 aLRhap 101.1/5.06 78.4/4.06 70.9/3.87 73.1/3.53 70.6/3.74 17.7/1.29
3,2 aLRhap 101.0/5.28 79.3/4.06 71.0/3.87 73.3/3.47 70.6/3.69 17.9/1.30
3 aDGalp 96.2/5.14 74.0/3.97 70.6/3.99 70.6/4.00 72.5/3.89 62.0/3.75-3.75
2 Ac 23.5/2.06
bDGalpN 103.0/4.81 52.2/4.08 77.2/3.83 65.9/4.09 75.8/3.64 62.4/3.79-3.88
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2,2,2,4 | aLRhap | 4.76 | 3.93 | 3.88 | 3.40 | 4.49 | 1.32 |
| 3,2,2,2 | aDGlcpA | 4.99 | 3.72 | 4.04 | 3.76 | 4.54 |
|
| 3,2,2 | aLRhap | 5.06 | 4.06 | 3.87 | 3.53 | 3.74 | 1.29 |
| 3,2 | aLRhap | 5.28 | 4.06 | 3.87 | 3.47 | 3.69 | 1.30 |
| 3 | aDGalp | 5.14 | 3.97 | 3.99 | 4.00 | 3.89 | 3.75
3.75 |
| 2 | Ac |
| 2.06 | |
| | bDGalpN | 4.81 | 4.08 | 3.83 | 4.09 | 3.64 | 3.79
3.88 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2,2,2,4 | aLRhap | 100.0 | 71.3 | 71.1 | 73.6 | 69.9 | 18.0 |
| 3,2,2,2 | aDGlcpA | 99.4 | 73.3 | 78.0 | 74.7 | 72.3 | 175.8 |
| 3,2,2 | aLRhap | 101.1 | 78.4 | 70.9 | 73.1 | 70.6 | 17.7 |
| 3,2 | aLRhap | 101.0 | 79.3 | 71.0 | 73.3 | 70.6 | 17.9 |
| 3 | aDGalp | 96.2 | 74.0 | 70.6 | 70.6 | 72.5 | 62.0 |
| 2 | Ac | 175.8 | 23.5 | |
| | bDGalpN | 103.0 | 52.2 | 77.2 | 65.9 | 75.8 | 62.4 |
|
There is only one chemically distinct structure:
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