Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperPublication DOI: 10.1134/S1068162007010062Journal NLM ID: 9420101Publisher: Springer Science and Business Media
Correspondence: knirel
ioc.ac.ru
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia,TEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, China Tyan-jin Key Laboratory for Microbial Functional Genomics, TEDA College, Nankai University, TEDA, Tyan-jin, China
A phosphorylated O-specific polysaccharide was obtained by mild acidic degradation of the lipopolysaccharide from the enteric bacterium Escherichia coli O130 and characterized by the methods of chemical analysis, including dephosphorylation and 1H and 13C NMR spectroscopy. The polysaccharide was shown to be composed of branched tetrasaccharide repeating units containing two N-acetyl-D-galactosamine residues,D-galactose, D-glucose,and glycerophosphate residues (one of each). The polysaccharide has the following structure, which is unique among the known bacterial polysaccharides:
Escherichia coli, O-specific polysaccharide, teichoic acid, glycerophosphate, structure; NMR spectroscopy
Structure type: suggested polymer biological repeating unit
Location inside paper: p.57, abstract, p.60, , Table 1, OPS
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_140529,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_167069,IEDB_190606,IEDB_983931,SB_192,SB_21,SB_25,SB_7
Methods: 13C NMR, 1H NMR, NMR-2D, HF solvolysis, sugar analysis, 31P NMR, GLC, mild acid hydrolysis, NMR-1D
Related record ID(s): 11561, 11596, 21485, 23070
NCBI Taxonomy refs (TaxIDs): 2072456Reference(s) to other database(s): GTC:G83494PA
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,6,3,2 Ac 176.2 23.8
3,6,3,4,0 x?Gro 63.1 79.5 63.1
3,6,3,4 P
3,6,3 bDGalpN 105.2 54.4 72.1 74.9 76.0 62.5
3,6 aDGalp 99.9 69.0 81.3 77.2 71.6 62.0
3 bDGlcp 106.0 74.7 77.2 70.4 76.0 66.8
2 Ac 176.3 23.8
bDGalpN 102.9 52.5 82.7 69.4 76.1 62.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,6,3,2 Ac - 2.03
3,6,3,4,0 x?Gro 3.72-3.76 4.33 3.72-3.76
3,6,3,4 P
3,6,3 bDGalpN 4.63 4.08 3.82 4.56 3.78 3.68-3.82
3,6 aDGalp 4.94 3.72 3.93 4.41 3.94 3.68-3.82
3 bDGlcp 4.64 3.29 3.51 3.60 3.64 3.73-4.03
2 Ac - 2.03
bDGalpN 4.96 4.06 3.85 4.13 3.67 3.68-3.82
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,6,3,2 Ac 23.8/2.03
3,6,3,4,0 x?Gro 63.1/3.72-3.76 79.5/4.33 63.1/3.72-3.76
3,6,3,4 P
3,6,3 bDGalpN 105.2/4.63 54.4/4.08 72.1/3.82 74.9/4.56 76.0/3.78 62.5/3.68-3.82
3,6 aDGalp 99.9/4.94 69.0/3.72 81.3/3.93 77.2/4.41 71.6/3.94 62.0/3.68-3.82
3 bDGlcp 106.0/4.64 74.7/3.29 77.2/3.51 70.4/3.60 76.0/3.64 66.8/3.73-4.03
2 Ac 23.8/2.03
bDGalpN 102.9/4.96 52.5/4.06 82.7/3.85 69.4/4.13 76.1/3.67 62.3/3.68-3.82
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,6,3,2 | Ac |
| 2.03 | |
| 3,6,3,4,0 | x?Gro | 3.72
3.76 | 4.33 | 3.72
3.76 | |
| 3,6,3,4 | P | |
| 3,6,3 | bDGalpN | 4.63 | 4.08 | 3.82 | 4.56 | 3.78 | 3.68
3.82 |
| 3,6 | aDGalp | 4.94 | 3.72 | 3.93 | 4.41 | 3.94 | 3.68
3.82 |
| 3 | bDGlcp | 4.64 | 3.29 | 3.51 | 3.60 | 3.64 | 3.73
4.03 |
| 2 | Ac |
| 2.03 | |
| | bDGalpN | 4.96 | 4.06 | 3.85 | 4.13 | 3.67 | 3.68
3.82 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,6,3,2 | Ac | 176.2 | 23.8 | |
| 3,6,3,4,0 | x?Gro | 63.1 | 79.5 | 63.1 | |
| 3,6,3,4 | P | |
| 3,6,3 | bDGalpN | 105.2 | 54.4 | 72.1 | 74.9 | 76.0 | 62.5 |
| 3,6 | aDGalp | 99.9 | 69.0 | 81.3 | 77.2 | 71.6 | 62.0 |
| 3 | bDGlcp | 106.0 | 74.7 | 77.2 | 70.4 | 76.0 | 66.8 |
| 2 | Ac | 176.3 | 23.8 | |
| | bDGalpN | 102.9 | 52.5 | 82.7 | 69.4 | 76.1 | 62.3 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
