Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 9119011Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: gw
sgorgo.organ.su.se
Institutions: Department of Organic Chemistry, Stockholm University, Sweden, Department of Immunology, Microbiology, Pathology and Infectious Diseases, Division of Clinical Bacteriology, Karolinska Institute, Huddinge University Hospital, Sweden
The polysaccharide part of the lipopolysaccharide obtained from the enteropathogenic Escherichia coli O142 has been isolated, and its structure determined. Together with 1H NMR and 13C NMR spectroscopy, sugar and methylation analyses show that the polysaccharide is composed of repeating pentasaccharide units. Sequential information on the O-polysaccharide was obtained by two-dimensional NMR techniques, namely heteronuclear-multiple-bond-connectivity and NOESY experiments. The repeating unit of the O-polysaccharide of E. coli strain O142 has the following structure: [structure: see text].
NMR, structure, structural, polysaccharide, analysis, Escherichia, Escherichia coli, O-antigenic, O-antigenic polysaccharide, O-polysaccharide, structural analysis, enteropathogenic
Structure type: suggested polymer biological repeating unit
Location inside paper: abstract
Trivial name: O-polysaccharide
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_1391965,IEDB_141582,IEDB_141584,IEDB_141807,IEDB_151531,IEDB_225177,IEDB_423113,IEDB_885822,IEDB_885823
Methods: methylation, NMR-2D, NMR, sugar analysis
Comments, role: biological repeat frame was based on GT homology analysis; chemical repeat frame is different in the paper
Related record ID(s): 3113, 20685, 30056
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G40436AU, GlycomeDB:
28126
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,6 aLRhap 97.8 76.5 70.4 72.9 69.6 17.6
3,4,2 Ac 175.3 22.7
3,4 aDGalpN 97.1 50.7 67.8 68.8 68.6 64.6
3,2 Ac 174.6 23.0
3,3,2 Ac 174.5 23.1
3,3 bDGlcpN 104.3 55.8 74.5 71.3 76.5 61.4
3 aDGalpN 94.1 49.3 76.2 73.9 72.9 61.4
2 Ac 175.1 23.2
aDGalpN 96.8 48.7 72.6 65.2 71.6 61.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,6 aLRhap 4.83 4.12 3.90 3.46 3.81 1.31
3,4,2 Ac - 2.06
3,4 aDGalpN 4.89 4.18 4.05 4.11 4.77 3.61-3.91
3,2 Ac - 2.06
3,3,2 Ac - 1.95
3,3 bDGlcpN 4.45 3.81 3.52 3.31 3.39 3.74-3.88
3 aDGalpN 5.05 4.42 3.77 4.27 3.92 3.62-3.69
2 Ac - 2.08
aDGalpN 5.06 4.38 4.02 4.18 4.22 3.15-3.73
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,6 aLRhap 97.8/4.83 76.5/4.12 70.4/3.90 72.9/3.46 69.6/3.81 17.6/1.31
3,4,2 Ac 22.7/2.06
3,4 aDGalpN 97.1/4.89 50.7/4.18 67.8/4.05 68.8/4.11 68.6/4.77 64.6/3.61-3.91
3,2 Ac 23.0/2.06
3,3,2 Ac 23.1/1.95
3,3 bDGlcpN 104.3/4.45 55.8/3.81 74.5/3.52 71.3/3.31 76.5/3.39 61.4/3.74-3.88
3 aDGalpN 94.1/5.05 49.3/4.42 76.2/3.77 73.9/4.27 72.9/3.92 61.4/3.62-3.69
2 Ac 23.2/2.08
aDGalpN 96.8/5.06 48.7/4.38 72.6/4.02 65.2/4.18 71.6/4.22 61.8/3.15-3.73
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,6 | aLRhap | 4.83 | 4.12 | 3.90 | 3.46 | 3.81 | 1.31 |
| 3,4,2 | Ac |
| 2.06 | |
| 3,4 | aDGalpN | 4.89 | 4.18 | 4.05 | 4.11 | 4.77 | 3.61
3.91 |
| 3,2 | Ac |
| 2.06 | |
| 3,3,2 | Ac |
| 1.95 | |
| 3,3 | bDGlcpN | 4.45 | 3.81 | 3.52 | 3.31 | 3.39 | 3.74
3.88 |
| 3 | aDGalpN | 5.05 | 4.42 | 3.77 | 4.27 | 3.92 | 3.62
3.69 |
| 2 | Ac |
| 2.08 | |
| | aDGalpN | 5.06 | 4.38 | 4.02 | 4.18 | 4.22 | 3.15
3.73 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,6 | aLRhap | 97.8 | 76.5 | 70.4 | 72.9 | 69.6 | 17.6 |
| 3,4,2 | Ac | 175.3 | 22.7 | |
| 3,4 | aDGalpN | 97.1 | 50.7 | 67.8 | 68.8 | 68.6 | 64.6 |
| 3,2 | Ac | 174.6 | 23.0 | |
| 3,3,2 | Ac | 174.5 | 23.1 | |
| 3,3 | bDGlcpN | 104.3 | 55.8 | 74.5 | 71.3 | 76.5 | 61.4 |
| 3 | aDGalpN | 94.1 | 49.3 | 76.2 | 73.9 | 72.9 | 61.4 |
| 2 | Ac | 175.1 | 23.2 | |
| | aDGalpN | 96.8 | 48.7 | 72.6 | 65.2 | 71.6 | 61.8 |
|
There is only one chemically distinct structure:
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