Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 23872328Publication DOI: 10.1016/j.carres.2013.06.004Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: perepel
ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
The O-polysaccharide (O-antigen) of Escherichia coli O154 was studied by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy. The following structure of the branched pentasaccharide repeating unit was established: [structure: see text]. The O-antigen gene cluster of E. coli O154 was sequenced. The gene functions were tentatively assigned by comparison with sequences in the available databases and found to be in full agreement with the O-polysaccharide structure.
Lipopolysaccharide, Escherichia coli, bacterial polysaccharide structure, O-antigen gene cluster
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.52, table 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_136105,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_149549,IEDB_225177,IEDB_885822,IEDB_885823
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, sugar analysis, mild acid hydrolysis, NMR-1D
Biosynthesis and genetic data: genetic data
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G36102VJ
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,3,3,2 Ac 175.9 23.4
3,3,3,3 aDManpN 97.1 53.9 70.7 67.8 73.7 61.5
3,3,3 aLRhap 99.1 71.5 74.8 71.7 70.7 18.3
3,3 aLRhap 103.4 71.2 79.8 72.6 70.4 18.0
3 aLRhap 103.3 71.5 79.1 72.6 70.7 18.0
2 Ac 175.3 23.2
aDGalpN 95.7 49.8 77.5 69.5 72.7 62.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3,3,2 Ac - 2.05
3,3,3,3 aDManpN 5.05 4.37 4.06 3.65 3.97 4.85-4.85
3,3,3 aLRhap 5.23 4.30 4.05 3.7 3.89 1.34
3,3 aLRhap 5.00 4.16 3.89 3.55 3.80 1.28
3 aLRhap 4.97 3.92 3.87 3.55 3.88 1.26
2 Ac - 2.05
aDGalpN 5.09 4.35 4.00 4.14 3.91 3.67-3.75
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,3,3,2 Ac 23.4/2.05
3,3,3,3 aDManpN 97.1/5.05 53.9/4.37 70.7/4.06 67.8/3.65 73.7/3.97 61.5/4.85-4.85
3,3,3 aLRhap 99.1/5.23 71.5/4.30 74.8/4.05 71.7/3.7 70.7/3.89 18.3/1.34
3,3 aLRhap 103.4/5.00 71.2/4.16 79.8/3.89 72.6/3.55 70.4/3.80 18.0/1.28
3 aLRhap 103.3/4.97 71.5/3.92 79.1/3.87 72.6/3.55 70.7/3.88 18.0/1.26
2 Ac 23.2/2.05
aDGalpN 95.7/5.09 49.8/4.35 77.5/4.00 69.5/4.14 72.7/3.91 62.1/3.67-3.75
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,3,3,2 | Ac |
| 2.05 | |
| 3,3,3,3 | aDManpN | 5.05 | 4.37 | 4.06 | 3.65 | 3.97 | 4.85
4.85 |
| 3,3,3 | aLRhap | 5.23 | 4.30 | 4.05 | 3.7 | 3.89 | 1.34 |
| 3,3 | aLRhap | 5.00 | 4.16 | 3.89 | 3.55 | 3.80 | 1.28 |
| 3 | aLRhap | 4.97 | 3.92 | 3.87 | 3.55 | 3.88 | 1.26 |
| 2 | Ac |
| 2.05 | |
| | aDGalpN | 5.09 | 4.35 | 4.00 | 4.14 | 3.91 | 3.67
3.75 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,3,3,2 | Ac | 175.9 | 23.4 | |
| 3,3,3,3 | aDManpN | 97.1 | 53.9 | 70.7 | 67.8 | 73.7 | 61.5 |
| 3,3,3 | aLRhap | 99.1 | 71.5 | 74.8 | 71.7 | 70.7 | 18.3 |
| 3,3 | aLRhap | 103.4 | 71.2 | 79.8 | 72.6 | 70.4 | 18.0 |
| 3 | aLRhap | 103.3 | 71.5 | 79.1 | 72.6 | 70.7 | 18.0 |
| 2 | Ac | 175.3 | 23.2 | |
| | aDGalpN | 95.7 | 49.8 | 77.5 | 69.5 | 72.7 | 62.1 |
|
There is only one chemically distinct structure:
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