Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 9404639Journal NLM ID: 8606068Publisher: Ottawa: National Research Council of Canada
Correspondence: malcolm.perry
nrc.ca
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON K1A OR6, Canada
The structure of the antigenic O-polysaccharide component of the smooth lipopolysaccharide produced by Escherichia coli serotype O:5 was investigated by composition, methylation, and periodate oxidation methods, and by 1D and 2D nuclear magnetic resonance spectroscopy. The antigenic O-chain was determined to be a high molecular weight polysaccharide composed of repeating tetrasaccharide units containing 2-acetamido-2-deoxy-D-galactose, D-galactose, D-ribose, and 3-acetamido-3,6-dideoxy-D-glucose and having the structure -[-4)-β-D-Galp-(1-3)-α-D-GalpNAc-(1-4)-β-D-Quinp3NAc-(1- 3)-β-D-Ribf-(1-]-.
Lipopolysaccharide, NMR, antigen, LPS, structural, characterization, polysaccharide, serotype, O antigen, Escherichia, Escherichia coli, O-polysaccharide, O polysaccharide
Structure type: suggested polymer biological repeating unit
Location inside paper: abstract
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_143260,IEDB_149136,IEDB_190606,IEDB_885822,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
Methods: methylation, periodate oxidation, NMR-2D, NMR, composition analysis
Comments, role: chemical repeat frame is different in the paper
Related record ID(s): 3232, 3233, 10174, 10338, 20637, 28672, 29338, 29760, 30353, 30559
NCBI Taxonomy refs (TaxIDs): 1010795Reference(s) to other database(s): GTC:G39507BK, GlycomeDB:
27737
Show glycosyltransferases
NMR conditions: in D2O at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3,3 Ac
3,4,3 bDQuip3N 103.83 72.86 57.89 76.86 72.98 19.14
3,4 bDRibf 109.17 75.18 79.68 81.40 63.24
3 bDGalp 105.6 71.31 73.55 76.31 75.18 62.03
2 Ac
aDGalpN 97.9 48.72 77.65 69.45 71.91 61.87
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3,3 Ac
3,4,3 bDQuip3N 4.60 3.30 4.06 3.52 3.69 1.38
3,4 bDRibf 5.30 4.33 4.23 4.13 3.74-3.87
3 bDGalp 4.45 3.50 3.75 4.00 3.68 3.75
2 Ac
aDGalpN 5.24 4.36 3.92 4.24 4.12 3.74-3.75
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3,3 Ac
3,4,3 bDQuip3N 103.83/4.60 72.86/3.30 57.89/4.06 76.86/3.52 72.98/3.69 19.14/1.38
3,4 bDRibf 109.17/5.30 75.18/4.33 79.68/4.23 81.40/4.13 63.24/3.74-3.87
3 bDGalp 105.6/4.45 71.31/3.50 73.55/3.75 76.31/4.00 75.18/3.68 62.03/3.75
2 Ac
aDGalpN 97.9/5.24 48.72/4.36 77.65/3.92 69.45/4.24 71.91/4.12 61.87/3.74-3.75
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3,3 | Ac | |
| 3,4,3 | bDQuip3N | 4.60 | 3.30 | 4.06 | 3.52 | 3.69 | 1.38 |
| 3,4 | bDRibf | 5.30 | 4.33 | 4.23 | 4.13 | 3.74
3.87 | |
| 3 | bDGalp | 4.45 | 3.50 | 3.75 | 4.00 | 3.68 | 3.75 |
| 2 | Ac | |
| | aDGalpN | 5.24 | 4.36 | 3.92 | 4.24 | 4.12 | 3.74
3.75 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3,3 | Ac | |
| 3,4,3 | bDQuip3N | 103.83 | 72.86 | 57.89 | 76.86 | 72.98 | 19.14 |
| 3,4 | bDRibf | 109.17 | 75.18 | 79.68 | 81.40 | 63.24 | |
| 3 | bDGalp | 105.6 | 71.31 | 73.55 | 76.31 | 75.18 | 62.03 |
| 2 | Ac | |
| | aDGalpN | 97.9 | 48.72 | 77.65 | 69.45 | 71.91 | 61.87 |
|
There is only one chemically distinct structure:
report error
Found 1 record.
Displayed record 1
