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.245, table II, structure 1
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_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D
Related record ID(s): 117388
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G30997TN, GlycomeDB:
28096
Show glycosyltransferases
NMR conditions: in D2O at 363 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2,3,3 aDGlcp 101.8 72.8 74.2 71.2 72.5 68.1
2,3,2 Ac
2,3 aLFucpN 99.3 49.4 77.8 72.6 68.1 16.6
2,2 Ac
2 bDGlcpN 103.8 57.0 80.3 70.0 77.1 62.2
aLRhap 100.5 79.8 71.4 73.8 70.0 17.9
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2,3,3 aDGlcp 4.97 3.44 3.67 3.32 3.82 3.57-3.91
2,3,2 Ac - 1.96-1.98
2,3 aLFucpN 4.95 4.30 3.87 3.84 4.35 1.15
2,2 Ac - 1.96-1.98
2 bDGlcpN 4.59 3.82 3.64 3.47 3.39 3.71-3.86
aLRhap 4.87 3.90 3.71 3.25 3.59 1.22
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2,3,3 aDGlcp 101.8/4.97 72.8/3.44 74.2/3.67 71.2/3.32 72.5/3.82 68.1/3.57-3.91
2,3,2 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
2,3 aLFucpN 99.3/4.95 49.4/4.30 77.8/3.87 72.6/3.84 68.1/4.35 16.6/1.15
2,2 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
2 bDGlcpN 103.8/4.59 57.0/3.82 80.3/3.64 70.0/3.47 77.1/3.39 62.2/3.71-3.86
aLRhap 100.5/4.87 79.8/3.90 71.4/3.71 73.8/3.25 70.0/3.59 17.9/1.22
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 2,3,3 | aDGlcp | 4.97 | 3.44 | 3.67 | 3.32 | 3.82 | 3.57
3.91 |
| 2,3,2 | Ac |
| 1.96
1.98 | |
| 2,3 | aLFucpN | 4.95 | 4.30 | 3.87 | 3.84 | 4.35 | 1.15 |
| 2,2 | Ac |
| 1.96
1.98 | |
| 2 | bDGlcpN | 4.59 | 3.82 | 3.64 | 3.47 | 3.39 | 3.71
3.86 |
| | aLRhap | 4.87 | 3.90 | 3.71 | 3.25 | 3.59 | 1.22 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 2,3,3 | aDGlcp | 101.8 | 72.8 | 74.2 | 71.2 | 72.5 | 68.1 |
| 2,3,2 | Ac | |
| 2,3 | aLFucpN | 99.3 | 49.4 | 77.8 | 72.6 | 68.1 | 16.6 |
| 2,2 | Ac | |
| 2 | bDGlcpN | 103.8 | 57.0 | 80.3 | 70.0 | 77.1 | 62.2 |
| | aLRhap | 100.5 | 79.8 | 71.4 | 73.8 | 70.0 | 17.9 |
|
There is only one chemically distinct structure:
Found 
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