Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperPublication DOI: 10.1016/j.carres.2016.01.002Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
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, 300457, China, The Third Central Hospital of Tianjin, Hedong District, Tianjin 300170, China
The O-polysaccharide (O-antigen) was isolated from the lipopolysaccharide of Escherichia coli O137 and studied by sugar analysis and NMR spectroscopy. The following structure of the branched tetrasaccharide repeating unit was established: Formula: see text] Both structure and gene cluster of the E. coli O137 polysaccharide are related to those of the E. coli K40 polysaccharide (Amor et al., 1999), which lacks the side-chain glucosylation but contains serine that is amide-linked to GlcA. Functions of genes in the O137-antigen gene cluster were assigned by a comparison with those in K40 and sequences in the available databases. Particularly, predicted glycosyltransferases encoded in the gene cluster were assigned to the formation of three glycosidic linkages in the O-polysaccharide repeating unit.
Lipopolysaccharide, O-antigen, Escherichia coli, bacterial polysaccharide structure, O-antigen gene cluster
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.15, chart 1, E. coli O137
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_135813,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_423153,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, acid hydrolysis, GLC, GPC, mild acid degradation, function analysis of gene clusters
Related record ID(s): 11546
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G22948IL
Show glycosyltransferases
NMR conditions: in D2O at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,4,2 Ac 175.4-175.6 23.3-23.9
4,4,4 bDGlcp 104.1 74.5 76.8 70.8-70.9 77.3 61.9
4,4 aDGlcpN 98.4 54.4 70.4 80.4-80.5 70.8-70.9 67.9
4 bDGlcpA 103.7 74.7 77.3 77.7 76.5 174.2
2 Ac 175.4-175.6 23.3-23.9
bDGlcpN 102.1 56.7 73.5 80.4-80.5 76.0 61.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,4,2 Ac - 2.03-2.07
4,4,4 bDGlcp 4.31 3.33 3.49 3.44 3.43 3.70-3.87
4,4 aDGlcpN 5.35 3.87 3.82 3.59 3.85 3.57-4.03
4 bDGlcpA 4.53 3.35 3.70 3.74 3.90 -
2 Ac - 2.03-2.07
bDGlcpN 4.56 3.72 3.72 3.65 3.56 3.57-4.03
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,4,2 Ac 23.3-23.9/2.03-2.07
4,4,4 bDGlcp 104.1/4.31 74.5/3.33 76.8/3.49 70.8-70.9/3.44 77.3/3.43 61.9/3.70-3.87
4,4 aDGlcpN 98.4/5.35 54.4/3.87 70.4/3.82 80.4-80.5/3.59 70.8-70.9/3.85 67.9/3.57-4.03
4 bDGlcpA 103.7/4.53 74.7/3.35 77.3/3.70 77.7/3.74 76.5/3.90
2 Ac 23.3-23.9/2.03-2.07
bDGlcpN 102.1/4.56 56.7/3.72 73.5/3.72 80.4-80.5/3.65 76.0/3.56 61.4/3.57-4.03
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,4,2 | Ac |
| 2.03
2.07 | |
| 4,4,4 | bDGlcp | 4.31 | 3.33 | 3.49 | 3.44 | 3.43 | 3.70
3.87 |
| 4,4 | aDGlcpN | 5.35 | 3.87 | 3.82 | 3.59 | 3.85 | 3.57
4.03 |
| 4 | bDGlcpA | 4.53 | 3.35 | 3.70 | 3.74 | 3.90 |
|
| 2 | Ac |
| 2.03
2.07 | |
| | bDGlcpN | 4.56 | 3.72 | 3.72 | 3.65 | 3.56 | 3.57
4.03 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,4,2 | Ac | 175.4
175.6 | 23.3
23.9 | |
| 4,4,4 | bDGlcp | 104.1 | 74.5 | 76.8 | 70.8
70.9 | 77.3 | 61.9 |
| 4,4 | aDGlcpN | 98.4 | 54.4 | 70.4 | 80.4
80.5 | 70.8
70.9 | 67.9 |
| 4 | bDGlcpA | 103.7 | 74.7 | 77.3 | 77.7 | 76.5 | 174.2 |
| 2 | Ac | 175.4
175.6 | 23.3
23.9 | |
| | bDGlcpN | 102.1 | 56.7 | 73.5 | 80.4
80.5 | 76.0 | 61.4 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
