Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
NCBI PubMed ID: 15620681Publication DOI: 10.1016/j.carres.2004.11.008Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden, Karolinska Institute, Department of Laboratory Medicine, Division of Clinical Bacteriology, F-82 Karolinska University Hospital, Huddinge Stockholm, Sweden
The structure of the O-antigen polysaccharide (PS) from Escherichia coli O152 has been determined. Component analysis together with (1)H, (13)C and (31)P NMR spectroscopy were used to elucidate the structure. Inter-residue correlations were determined by (1)H,(31)P COSY, (1)H,(1)H NOESY and (1)H,(13)C heteronuclear multiple-bond correlation experiments. The PS is composed of pentasaccharide repeating units with the following structure: The structure is similar to that of the O-antigen polysaccharide from E. coli O173. The cross-reactivity between E. coli O152 and E. coli O3 may be explained by structural similarities in the branching region of their O-antigen polysaccharides
NMR, structure, chemistry, correlation, structural, polysaccharide, O-antigen, repeating unit, analysis, O antigen, Escherichia, Escherichia coli, NMR spectroscopy, structural analysis, polysaccharides, region, spectroscopy, pentasaccharide, component, similarity, cross-reactivity, crossreactivity, organic, NOESY, COSY, heteronuclear
Structure type: polymer chemical repeating unit
Location inside paper: abstract
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_144999,IEDB_146664,IEDB_150077,IEDB_151531,IEDB_225177,IEDB_241118,IEDB_885823,IEDB_983931,SB_192
Methods: NMR, composition analysis
Biological activity: serological data
Related record ID(s): 10304, 10305, 20689, 22850, 23078
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G45685SL, GlycomeDB:
27635
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,2,6,0,2 Ac
3,2,6,0,4 bLRhap 102.2 71.1 73.5 73.0 73.0 17.7
3,2,6,0 aDGlcpN 95.0 54.2 75.5 75.7 72.4 61.2
3,2,6 P
3,2 aDGlcp 98.9 72.4 73.5 69.9 71.6 65.2
3 bDGlcp 101.6 78.7 75.7 70.7 76.8 61.6
2 Ac
bDGlcpN 101.0 56.9 79.5 69.3 76.2 61.9
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,2,6,0,2 Ac
3,2,6,0,4 bLRhap 4.91 4.23 3.64 3.38 3.44 1.33
3,2,6,0 aDGlcpN 5.37 4.07 4.22 3.81 3.95 3.84-3.94
3,2,6 P
3,2 aDGlcp 5.27 3.57 3.75 3.51 4.12 4.09
3 bDGlcp 4.71 3.45 3.55 3.43 3.43 3.71-3.92
2 Ac
bDGlcpN 4.75 3.64 4.11 3.58 3.47 3.78-3.98
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,2,6,0,2 Ac
3,2,6,0,4 bLRhap 102.2/4.91 71.1/4.23 73.5/3.64 73.0/3.38 73.0/3.44 17.7/1.33
3,2,6,0 aDGlcpN 95.0/5.37 54.2/4.07 75.5/4.22 75.7/3.81 72.4/3.95 61.2/3.84-3.94
3,2,6 P
3,2 aDGlcp 98.9/5.27 72.4/3.57 73.5/3.75 69.9/3.51 71.6/4.12 65.2/4.09
3 bDGlcp 101.6/4.71 78.7/3.45 75.7/3.55 70.7/3.43 76.8/3.43 61.6/3.71-3.92
2 Ac
bDGlcpN 101.0/4.75 56.9/3.64 79.5/4.11 69.3/3.58 76.2/3.47 61.9/3.78-3.98
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,2,6,0,2 | Ac | |
| 3,2,6,0,4 | bLRhap | 4.91 | 4.23 | 3.64 | 3.38 | 3.44 | 1.33 |
| 3,2,6,0 | aDGlcpN | 5.37 | 4.07 | 4.22 | 3.81 | 3.95 | 3.84
3.94 |
| 3,2,6 | P | |
| 3,2 | aDGlcp | 5.27 | 3.57 | 3.75 | 3.51 | 4.12 | 4.09 |
| 3 | bDGlcp | 4.71 | 3.45 | 3.55 | 3.43 | 3.43 | 3.71
3.92 |
| 2 | Ac | |
| | bDGlcpN | 4.75 | 3.64 | 4.11 | 3.58 | 3.47 | 3.78
3.98 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,2,6,0,2 | Ac | |
| 3,2,6,0,4 | bLRhap | 102.2 | 71.1 | 73.5 | 73.0 | 73.0 | 17.7 |
| 3,2,6,0 | aDGlcpN | 95.0 | 54.2 | 75.5 | 75.7 | 72.4 | 61.2 |
| 3,2,6 | P | |
| 3,2 | aDGlcp | 98.9 | 72.4 | 73.5 | 69.9 | 71.6 | 65.2 |
| 3 | bDGlcp | 101.6 | 78.7 | 75.7 | 70.7 | 76.8 | 61.6 |
| 2 | Ac | |
| | bDGlcpN | 101.0 | 56.9 | 79.5 | 69.3 | 76.2 | 61.9 |
|
There is only one chemically distinct structure:
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