Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 17395169Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
Institutions: TEDA School of Biological Sciences and Biotechnology, Nankai University, 23 HongDa Street, TEDA, Tianjin, China,Tianjin Key Laboratory for Microbial Functional Genomics, TEDA College, Nankai University, 23 HongDa Street, TEDA, Tianjin, China,N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
O-Polysaccharides were isolated from the lipopolysaccharides of Escherichia coli O40 and Shigella dysenteriae type 9 andstudied by chemical analyses along with 1H and 13C NMR spectroscopy. The following new structure of the O-polysaccharide ofE. coli O40 was established: →2)-β-d-Galp-(1→4)-β-d-Manp-(1→4)-α-d-Galp-(1→3)-β-d-GlcpNAc-(1→. The O-polysaccharide structure of S. dysenteriae type 9 established earlier was revised and found to be identical to the reported structure of the capsular polysaccharide of E. coli K47 and to di.er from that of the E. coli O40 polysaccharide in the presenceof a 3,4-linked pyruvic acid acetal having the (R)-configuration (RPyr): →2)-β-d-Galp3,4(RPyr)-(1→4)-β-d-Manp-(1→4)-α-d-Galp-(1→3)-β-d-GlcpNAc-(1→.
O-antigen, Escherichia coli, bacterial polysaccharide structure, Shigella dysenteriae, Pyruvic acid acetal
Structure type: polymer chemical repeating unit
Location inside paper: p.1275 abstract, p.1276
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_134623,IEDB_135813,IEDB_136044,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_141807,IEDB_144983,IEDB_151528,IEDB_151531,IEDB_152206,IEDB_190606,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_7,SB_72,SB_88
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, chemical analysis
Related record ID(s): 21654, 23075
NCBI Taxonomy refs (TaxIDs): 2162914Reference(s) to other database(s): GTC:G29600JH, GlycomeDB:
34646
Show glycosyltransferases
NMR conditions: in D2O at 293 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,4 bDGalp 103.2 78.9 75.2 70.4 76.7 62.4
3,4 bDManp 102.2 71.3 73.0 79.2 76.5 62.2
3 aDGalp 100.8 70.0 70.8 77.6 71.8 61.5
2 Ac 175.5 23.9
bDGlcpN 102.6 56.1 81.5 72.3 76.9 62.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,4 bDGalp 4.47 3.72 3.72 3.87 3.71 3.78-3.78
3,4 bDManp 4.84 4.20 3.76 3.74 3.52 3.85-4.16
3 aDGalp 5.40 3.88 3.89 4.22 3.90 3.68-3.84
2 Ac - 2.06
bDGlcpN 4.88 3.81 3.74 3.69 3.42 3.74-3.91
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,4 bDGalp 103.2/4.47 78.9/3.72 75.2/3.72 70.4/3.87 76.7/3.71 62.4/3.78-3.78
3,4 bDManp 102.2/4.84 71.3/4.20 73.0/3.76 79.2/3.74 76.5/3.52 62.2/3.85-4.16
3 aDGalp 100.8/5.40 70.0/3.88 70.8/3.89 77.6/4.22 71.8/3.90 61.5/3.68-3.84
2 Ac 23.9/2.06
bDGlcpN 102.6/4.88 56.1/3.81 81.5/3.74 72.3/3.69 76.9/3.42 62.3/3.74-3.91
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,4 | bDGalp | 4.47 | 3.72 | 3.72 | 3.87 | 3.71 | 3.78
3.78 |
| 3,4 | bDManp | 4.84 | 4.20 | 3.76 | 3.74 | 3.52 | 3.85
4.16 |
| 3 | aDGalp | 5.40 | 3.88 | 3.89 | 4.22 | 3.90 | 3.68
3.84 |
| 2 | Ac |
| 2.06 | |
| | bDGlcpN | 4.88 | 3.81 | 3.74 | 3.69 | 3.42 | 3.74
3.91 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,4 | bDGalp | 103.2 | 78.9 | 75.2 | 70.4 | 76.7 | 62.4 |
| 3,4 | bDManp | 102.2 | 71.3 | 73.0 | 79.2 | 76.5 | 62.2 |
| 3 | aDGalp | 100.8 | 70.0 | 70.8 | 77.6 | 71.8 | 61.5 |
| 2 | Ac | 175.5 | 23.9 | |
| | bDGlcpN | 102.6 | 56.1 | 81.5 | 72.3 | 76.9 | 62.3 |
|
There is only one chemically distinct structure:
Found 
report error