Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: diarrhea [ICD11:
ME05.1 
, ICD11:
SA55 ];
hemolytic-uremic syndrome (HUS) [ICD11:
3A21.2 ];
infection due to Escherichia coli [ICD11:
XN6P4 ]
The structure was elucidated in this paperNCBI PubMed ID: 26451883Publication DOI: 10.1016/j.carres.2015.09.007Journal 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 Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China
On mild acid degradation of the lipopolysaccharide of Escherichia coli O160, the O-polysaccharide was cleaved by acid-labile glycosyl phosphate linkages in the main chain. The resultant oligosaccharide and the alkali-treated lipopolysaccharide were studied by sugar analysis along with 1H and 13C NMR spectroscopies, and the following structure of the branched pentasaccharide repeating unit of the O-polysaccharide was established: The O-antigen gene cluster of E. coli O160 was found to be consistent with the O-polysaccharide structure established.
O-antigen, Escherichia coli, O-polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.91
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_135813,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_141501,IEDB_141503,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_145001,IEDB_146664,IEDB_147450,IEDB_149155,IEDB_151528,IEDB_151531,IEDB_190606,IEDB_983931,SB_165,SB_166,SB_173,SB_187,SB_192,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, de-O-acylation, sugar analysis, GLC, mild acid hydrolysis, GPC, bioinformatic analysis
Comments, role: O-deacylated LPS with aqueous ammonia.
Related record ID(s): 30839, 30840
NCBI Taxonomy refs (TaxIDs): 2072458Reference(s) to other database(s): GTC:G55865AD
Show glycosyltransferases
NMR conditions: in D2O at 318 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,6,0,3,2 Ac 176.0-176.2 23.6-23.7
3,6,0,3,6 bDGlcp 104.2 74.4 77.1 71.0 77.3 62.2
3,6,0,3 bDGlcpN 103.9 56.3 76.3 79.4 74.4 69.3
3,6,0 aDGalp 97.0 68.5 80.3 70.2 72.8 62.3
3,6 P
3 bDGalp 106.0 71.9 73.8 69.5 74.8 65.7
2 Ac 176.0-176.2 23.6-23.7
bDGalpN 102.5 52.8 80.9 69.1 73.7 62.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,6,0,3,2 Ac - 2.02-2.05
3,6,0,3,6 bDGlcp 4.44 3.30 3.50 3.40 3.44 3.73-3.92
3,6,0,3 bDGlcpN 4.72 3.79 3.73 3.73 3.68 3.74-4.12
3,6,0 aDGalp 5.47 3.89 3.90 4.23 4.08 3.73
3,6 P
3 bDGalp 4.47 3.53 3.62 3.95 3.80 4.03
2 Ac - 2.02-2.05
bDGalpN 4.61 4.01 3.90 4.18 3.73 3.78
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,6,0,3,2 Ac 23.6-23.7/2.02-2.05
3,6,0,3,6 bDGlcp 104.2/4.44 74.4/3.30 77.1/3.50 71.0/3.40 77.3/3.44 62.2/3.73-3.92
3,6,0,3 bDGlcpN 103.9/4.72 56.3/3.79 76.3/3.73 79.4/3.73 74.4/3.68 69.3/3.74-4.12
3,6,0 aDGalp 97.0/5.47 68.5/3.89 80.3/3.90 70.2/4.23 72.8/4.08 62.3/3.73
3,6 P
3 bDGalp 106.0/4.47 71.9/3.53 73.8/3.62 69.5/3.95 74.8/3.80 65.7/4.03
2 Ac 23.6-23.7/2.02-2.05
bDGalpN 102.5/4.61 52.8/4.01 80.9/3.90 69.1/4.18 73.7/3.73 62.3/3.78
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,6,0,3,2 | Ac |
| 2.02
2.05 | |
| 3,6,0,3,6 | bDGlcp | 4.44 | 3.30 | 3.50 | 3.40 | 3.44 | 3.73
3.92 |
| 3,6,0,3 | bDGlcpN | 4.72 | 3.79 | 3.73 | 3.73 | 3.68 | 3.74
4.12 |
| 3,6,0 | aDGalp | 5.47 | 3.89 | 3.90 | 4.23 | 4.08 | 3.73 |
| 3,6 | P | |
| 3 | bDGalp | 4.47 | 3.53 | 3.62 | 3.95 | 3.80 | 4.03 |
| 2 | Ac |
| 2.02
2.05 | |
| | bDGalpN | 4.61 | 4.01 | 3.90 | 4.18 | 3.73 | 3.78 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,6,0,3,2 | Ac | 176.0
176.2 | 23.6
23.7 | |
| 3,6,0,3,6 | bDGlcp | 104.2 | 74.4 | 77.1 | 71.0 | 77.3 | 62.2 |
| 3,6,0,3 | bDGlcpN | 103.9 | 56.3 | 76.3 | 79.4 | 74.4 | 69.3 |
| 3,6,0 | aDGalp | 97.0 | 68.5 | 80.3 | 70.2 | 72.8 | 62.3 |
| 3,6 | P | |
| 3 | bDGalp | 106.0 | 71.9 | 73.8 | 69.5 | 74.8 | 65.7 |
| 2 | Ac | 176.0
176.2 | 23.6
23.7 | |
| | bDGalpN | 102.5 | 52.8 | 80.9 | 69.1 | 73.7 | 62.3 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
