Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 20555385Journal NLM ID: 8606068Publisher: Ottawa: National Research Council of Canada
Correspondence: M.B. Perry <malcolm.perry
nrc-cnrc.gc.ca>
Institutions: Institute for Biological Sciences, National Research Council, Ottawa, ON K1A 0R6, Canada
The antigenic O-polysaccharide component of the lipopolysaccharide produced by Escherichia coli serotype O71:H12 was analyzed by chemical composition, nuclear magnetic spectroscopy, and Smith-type periodate oxidation methods. It was determined to be a partially O-acetylated unbranched polymer of a repeating tetrasaccharide unit composed of L-rhamnose, D-galactose, 2-acetamido-2-deoxy-D-galactose, and 3-acetamido-3-deoxy-D-quinovose (1:1:1:1) residues having the following structure: [structure: see text].
Lipopolysaccharide, polysaccharide, O-antigen, Escherichia coli O71
Structure type: suggested polymer biological repeating unit
Location inside paper: p.442, scheme 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_143260,IEDB_190606,IEDB_225177,IEDB_885822,IEDB_885823,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, DOC-PAGE, Smith degradation, de-O-acetylation, NMR-1D
Comments, role: O-deacylated O-PS; chemical repeat frame is different in the paper
Related record ID(s): 25279, 25338, 25668, 25759, 25760, 28334, 30355
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G29873AJ, GlycomeDB:
37889
Show glycosyltransferases
NMR conditions: in D2O at 278 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3,3 Ac 176.1 23.6
3,4,3 aDQuip3N 96.2 71.6 55.1 77.6 68.4 18.0
3,4 aLRhap 102.6 68.5 77.2 71.4 70.8 19.3
3 bDGalp 106.2 71.6 74.4 77.2 76.2 62.3
2 Ac 175.6 23.3
aDGalpN 98.4 49.2 78.4 69.9 72.3 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3,3 Ac - 2.2
3,4,3 aDQuip3N 5.05 3.63 4.33 3.52 4.19 1.34
3,4 aLRhap 5.21 4.30 3.87 3.63 3.79 1.32
3 bDGalp 4.48 3.57 3.77 4.04 3.74 3.75
2 Ac - 2.16
aDGalpN 5.27 4.37 3.96 4.26 4.11 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 23.6/2.2
3,4,3 aDQuip3N 96.2/5.05 71.6/3.63 55.1/4.33 77.6/3.52 68.4/4.19 18.0/1.34
3,4 aLRhap 102.6/5.21 68.5/4.30 77.2/3.87 71.4/3.63 70.8/3.79 19.3/1.32
3 bDGalp 106.2/4.48 71.6/3.57 74.4/3.77 77.2/4.04 76.2/3.74 62.3/3.75
2 Ac 23.3/2.16
aDGalpN 98.4/5.27 49.2/4.37 78.4/3.96 69.9/4.26 72.3/4.11 62.4/3.75
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3,3 | Ac |
| 2.2 | |
| 3,4,3 | aDQuip3N | 5.05 | 3.63 | 4.33 | 3.52 | 4.19 | 1.34 |
| 3,4 | aLRhap | 5.21 | 4.30 | 3.87 | 3.63 | 3.79 | 1.32 |
| 3 | bDGalp | 4.48 | 3.57 | 3.77 | 4.04 | 3.74 | 3.75 |
| 2 | Ac |
| 2.16 | |
| | aDGalpN | 5.27 | 4.37 | 3.96 | 4.26 | 4.11 | 3.75 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3,3 | Ac | 176.1 | 23.6 | |
| 3,4,3 | aDQuip3N | 96.2 | 71.6 | 55.1 | 77.6 | 68.4 | 18.0 |
| 3,4 | aLRhap | 102.6 | 68.5 | 77.2 | 71.4 | 70.8 | 19.3 |
| 3 | bDGalp | 106.2 | 71.6 | 74.4 | 77.2 | 76.2 | 62.3 |
| 2 | Ac | 175.6 | 23.3 | |
| | aDGalpN | 98.4 | 49.2 | 78.4 | 69.9 | 72.3 | 62.4 |
|
There is only one chemically distinct structure:
Found 
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