Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7504581Publication DOI: 10.1016/0008-6215(93)84131-oJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Max-Planck-Institut für Immunobiologie, Freiburg, Germany
Two distinct forms of the O4 antigen (LPS) from E. coli were analysed by 1H and 13C NMR spectroscopy. Both consisted of D-glucose, L-rhamnose, 2-acetamido-2,6-dideoxy-L-galactose (L-FucNAc), and 2-acetamido-2-deoxy-D-glucose. Their structures were found to be [formula: see text]. In the O4-specific polysaccharide from E. coli O4:K3, O4:K6, and O4:K12, X is α-D-Glcp. In the O4 specific polysaccharide from E. coli O4:K52, the rhamnose residue is not substituted (X = H).
Structure type: polymer chemical repeating unit
Location inside paper: p.246, table IV, structure 2
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_143253,IEDB_144144,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_158539,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D
Comments, role: published polymerization frame was shifted for consistency with other records
Related record ID(s): 108693, 114297, 117387
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G61658QW, GlycomeDB:
27675
Show glycosyltransferases
NMR conditions: in D2O at 363 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,6,2,2 Ac
3,6,2 bDGlcpN 103.2 56.7 80.4 70.1 77.2 62.2
3,6,3 aDGlcp 96.5 72.8 74.6 71.0 72.9 62.0
3,6 aLRhap 100.9 75.5 76.0 72.2 70.4 17.9
3 aDGlcp 101.8 72.8 74.2 70.9 72.4 67.8
2 Ac
aLFucpN 99.3 49.4 77.9 72.5 68.1 16.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,6,2,2 Ac
3,6,2 bDGlcpN 4.71 3.84 3.51 3.45 3.37 3.68-3.88
3,6,3 aDGlcp 5.05 3.63 3.74 3.42 3.95 3.69-3.76
3,6 aLRhap 4.84 4.16 3.82 3.27 3.65 1.22
3 aDGlcp 4.97 3.43 3.66 3.37 3.83 3.65-3.83
2 Ac
aLFucpN 4.97 4.29 3.86 3.81 4.34 1.15
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,6,2,2 Ac
3,6,2 bDGlcpN 103.2/4.71 56.7/3.84 80.4/3.51 70.1/3.45 77.2/3.37 62.2/3.68-3.88
3,6,3 aDGlcp 96.5/5.05 72.8/3.63 74.6/3.74 71.0/3.42 72.9/3.95 62.0/3.69-3.76
3,6 aLRhap 100.9/4.84 75.5/4.16 76.0/3.82 72.2/3.27 70.4/3.65 17.9/1.22
3 aDGlcp 101.8/4.97 72.8/3.43 74.2/3.66 70.9/3.37 72.4/3.83 67.8/3.65-3.83
2 Ac
aLFucpN 99.3/4.97 49.4/4.29 77.9/3.86 72.5/3.81 68.1/4.34 16.6/1.15
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,6,2,2 | Ac | |
| 3,6,2 | bDGlcpN | 4.71 | 3.84 | 3.51 | 3.45 | 3.37 | 3.68
3.88 |
| 3,6,3 | aDGlcp | 5.05 | 3.63 | 3.74 | 3.42 | 3.95 | 3.69
3.76 |
| 3,6 | aLRhap | 4.84 | 4.16 | 3.82 | 3.27 | 3.65 | 1.22 |
| 3 | aDGlcp | 4.97 | 3.43 | 3.66 | 3.37 | 3.83 | 3.65
3.83 |
| 2 | Ac | |
| | aLFucpN | 4.97 | 4.29 | 3.86 | 3.81 | 4.34 | 1.15 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,6,2,2 | Ac | |
| 3,6,2 | bDGlcpN | 103.2 | 56.7 | 80.4 | 70.1 | 77.2 | 62.2 |
| 3,6,3 | aDGlcp | 96.5 | 72.8 | 74.6 | 71.0 | 72.9 | 62.0 |
| 3,6 | aLRhap | 100.9 | 75.5 | 76.0 | 72.2 | 70.4 | 17.9 |
| 3 | aDGlcp | 101.8 | 72.8 | 74.2 | 70.9 | 72.4 | 67.8 |
| 2 | Ac | |
| | aLFucpN | 99.3 | 49.4 | 77.9 | 72.5 | 68.1 | 16.6 |
|
There is only one chemically distinct structure:
Found 
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