Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7504580Publication DOI: 10.1016/0008-6215(93)84130-xJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Max-Planck-Institut für Immunobiologie, Freiburg, Germany
The polysaccharide moiety of the O23 antigen (lipopolysaccharide) consists of D-glucose, D-galactose, 2-acetamido-2-deoxy-D-glucose, and 2-acetamido-2-deoxy-D-galactose in the molar ratios 2:1:2:1. Methylation analysis of the polysaccharide as well as one- and two-dimensional 1H and 13C NMR spectroscopy of the polysaccharide and a trisaccharide obtained by Smith degradation showed that the O23 polysaccharide has the primary structure [formula: see text].
Structure type: oligomer
Location inside paper: p.235, table III, structure 2
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141584,IEDB_141794,IEDB_141807,IEDB_143260,IEDB_151531,IEDB_190606,IEDB_885822,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
Comments, role: Smith degraded OPS
Related record ID(s): 117385
NCBI Taxonomy refs (TaxIDs): 1095708Reference(s) to other database(s): GTC:G43697VS
Show glycosyltransferases
NMR conditions: in D2O at 353 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
1,3,3 bDGalp 105.9 71.8 73.9 69.9 76.2 62.0
1,3,2 Ac
1,3 aDGalpN 98.6 49.7 78.4 69.8 71.9 62.2
1,2 Ac
1 bDGlcpN 102.5 55.5 79.4 72.1 77.0 61.9
x?Gro
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
1,3,3 bDGalp 4.43 3.50 3.60 3.90 ? ?
1,3,2 Ac
1,3 aDGalpN 5.40 4.35 3.85 4.40 3.86 ?
1,2 Ac
1 bDGlcpN 4.55 3.78 3.71 3.69 3.42 3.74-3.88
x?Gro
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
1,3,3 bDGalp 105.9/4.43 71.8/3.50 73.9/3.60 69.9/3.90 76.2/? 62.0/?
1,3,2 Ac
1,3 aDGalpN 98.6/5.40 49.7/4.35 78.4/3.85 69.8/4.40 71.9/3.86 62.2/?
1,2 Ac
1 bDGlcpN 102.5/4.55 55.5/3.78 79.4/3.71 72.1/3.69 77.0/3.42 61.9/3.74-3.88
x?Gro
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 1,3,3 | bDGalp | 4.43 | 3.50 | 3.60 | 3.90 | ? | ? |
| 1,3,2 | Ac | |
| 1,3 | aDGalpN | 5.40 | 4.35 | 3.85 | 4.40 | 3.86 | ? |
| 1,2 | Ac | |
| 1 | bDGlcpN | 4.55 | 3.78 | 3.71 | 3.69 | 3.42 | 3.74
3.88 |
| | x?Gro | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 1,3,3 | bDGalp | 105.9 | 71.8 | 73.9 | 69.9 | 76.2 | 62.0 |
| 1,3,2 | Ac | |
| 1,3 | aDGalpN | 98.6 | 49.7 | 78.4 | 69.8 | 71.9 | 62.2 |
| 1,2 | Ac | |
| 1 | bDGlcpN | 102.5 | 55.5 | 79.4 | 72.1 | 77.0 | 61.9 |
| | x?Gro | |
|
There is only one chemically distinct structure:
Found 
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