Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 20110088Publication DOI: 10.1016/j.carres.2009.11.026Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: M.B. Perry <malcolm.perry
nrc-cnrc.gc.ca>
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON, Canada K1A 0R6
The structure of the antigenic O-polysaccharide (O-PS) produced by Escherichia coli serotype O:70 was determined by analysis of the chromatographically purified O-PS polymer prepared by mild hydrolysis of its aqueous phenol-extracted smooth-type somatic lipopolysaccharide. The O-PS is composed of d-glucose, d-galactose, d-fucose, 2-acetamido-2-deoxy-d-galactose, and 3-acetamido-3-deoxy-d-quinovose in a ratio of 1:1:1:1:1. From the use of DOC-PAGE, methylation, Smith-type periodate oxidation, and (1)H and (13)C NMR spectroscopy, including 2D experiments, the O-PS was shown to be a polymer of a branched repeating pentasaccharide unit having the structure: (formula, see text).
Lipopolysaccharide, antigen, structure, polysaccharide, Escherichia coli O:70
Structure type: polymer chemical repeating unit
Location inside paper: abstrat, p.646, p.647, scheme 1 (polysaccharide I)
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115015,IEDB_130648,IEDB_134627,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_142488,IEDB_142489,IEDB_143260,IEDB_144998,IEDB_146664,IEDB_149135,IEDB_190606,IEDB_885822,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_23,SB_24,SB_7,SB_8,SB_86,SB_88
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, GLC, DOC-PAGE, Smith degradation
Related record ID(s): 25751
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G08752QJ, GlycomeDB:
37814
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3 bDGalp 106.7 70.4 79.2 66.5 75.8 62.1
3,4,2 Ac 175.4 23.8
3,4,4 aDGlcp 100.4 73.2 73.8 70.5 72.8 62.4
3,4 aDGalpN 98.5 49.5 77.6 77.8 73.6 61.5
3,3 Ac 174.6 23.3
3 bDQuip3N 105.1 73.8 57.8 77.5 73.3 19.5
aDFucp 97.1 68.4 80.0 73.0 67.9 16.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3 bDGalp 4.42 3.53 3.66 4.11 3.61 3.78
3,4,2 Ac - 2.02
3,4,4 aDGlcp 5.04 3.53 3.84 3.52 4.16 3.7-3.8
3,4 aDGalpN 5.26 4.51 3.97 4.37 4.19 3.78
3,3 Ac - 1.96
3 bDQuip3N 4.76 3.33 4.08 3.52 3.67 1.36
aDFucp 5.06 3.98 4.13 4.02 4.34 1.19
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3 bDGalp 106.7/4.42 70.4/3.53 79.2/3.66 66.5/4.11 75.8/3.61 62.1/3.78
3,4,2 Ac 23.8/2.02
3,4,4 aDGlcp 100.4/5.04 73.2/3.53 73.8/3.84 70.5/3.52 72.8/4.16 62.4/3.7-3.8
3,4 aDGalpN 98.5/5.26 49.5/4.51 77.6/3.97 77.8/4.37 73.6/4.19 61.5/3.78
3,3 Ac 23.3/1.96
3 bDQuip3N 105.1/4.76 73.8/3.33 57.8/4.08 77.5/3.52 73.3/3.67 19.5/1.36
aDFucp 97.1/5.06 68.4/3.98 80.0/4.13 73.0/4.02 67.9/4.34 16.4/1.19
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3 | bDGalp | 4.42 | 3.53 | 3.66 | 4.11 | 3.61 | 3.78 |
| 3,4,2 | Ac |
| 2.02 | |
| 3,4,4 | aDGlcp | 5.04 | 3.53 | 3.84 | 3.52 | 4.16 | 3.7
3.8 |
| 3,4 | aDGalpN | 5.26 | 4.51 | 3.97 | 4.37 | 4.19 | 3.78 |
| 3,3 | Ac |
| 1.96 | |
| 3 | bDQuip3N | 4.76 | 3.33 | 4.08 | 3.52 | 3.67 | 1.36 |
| | aDFucp | 5.06 | 3.98 | 4.13 | 4.02 | 4.34 | 1.19 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3 | bDGalp | 106.7 | 70.4 | 79.2 | 66.5 | 75.8 | 62.1 |
| 3,4,2 | Ac | 175.4 | 23.8 | |
| 3,4,4 | aDGlcp | 100.4 | 73.2 | 73.8 | 70.5 | 72.8 | 62.4 |
| 3,4 | aDGalpN | 98.5 | 49.5 | 77.6 | 77.8 | 73.6 | 61.5 |
| 3,3 | Ac | 174.6 | 23.3 | |
| 3 | bDQuip3N | 105.1 | 73.8 | 57.8 | 77.5 | 73.3 | 19.5 |
| | aDFucp | 97.1 | 68.4 | 80.0 | 73.0 | 67.9 | 16.4 |
|
There is only one chemically distinct structure:
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