Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperPublication DOI: 10.1007/s11172-017-1802-zJournal NLM ID: 7505544Publisher: Moscow: Nauka
Correspondence: yknirel
gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Immunospecificity of gram-negative bacteria, including Escherichia coli, is defined by the fine structure of the O-specific polysaccharide chain of the lipopolysaccharide called O-antigen. Structures of the O-antigens have been established for the majority of about 200 known serotypes of E. coli but serotype O162 was among few that have not been studied in this respect yet. In the present work, it was found that bacteria of this serotype produce several O-polysaccharides differing in the main chains composed of N-acetylglucosamine and N-acetylgalactosamine residues as well as in the presence or absence of side-chain 4-deoxy-D-arabino-hexose residues. It was also shown that E. coli O101 produces two linear O-polysaccharides, which are structurally similar to the main chains of E. coli O162, whereas only one of them had been identified in these bacteria earlier.
Lipopolysaccharide, structure, O-antigen, Escherichia coli, O-specific polysaccharide, 4-deoxy-D-arabino-hexose
Structure type: polymer chemical repeating unit
Location inside paper: p.733, fig.2, PS3, table 1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_151531,IEDB_885822
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, acid hydrolysis, GLC, mild acid hydrolysis, GPC, acetylation
Comments, role: published polymerization frame was shifted for conformity with other records
Related record ID(s): 11961, 12227, 12229
NCBI Taxonomy refs (TaxIDs): 562,
57706Reference(s) to other database(s): GTC:G82356HF, GlycomeDB:
16026
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
6,2 Ac 175.3-176.0 23.1-23.5
6 aDGalpN 98.3 51.1 68.4 78.4 72.8 61.5
2 Ac 175.3-176.0 23.1-23.5
3 bD4daraHexp 100.5 70.0 68.9 29.2 73.4 65.3
aDGlcpN 99.6 54.1 81.8 69.5 72.1 66.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
6,2 Ac - 2.03-2.09
6 aDGalpN 5.00 4.27 4.07 4.08 4.02 3.69-3.73
2 Ac - 2.03-2.09
3 bD4daraHexp 4.92 3.57 4.10 1.54-1.77 4.00 3.61-3.68
aDGlcpN 4.94 4.13 4.00 3.74 4.32 3.64-4.02
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
6,2 Ac 23.1-23.5/2.03-2.09
6 aDGalpN 98.3/5.00 51.1/4.27 68.4/4.07 78.4/4.08 72.8/4.02 61.5/3.69-3.73
2 Ac 23.1-23.5/2.03-2.09
3 bD4daraHexp 100.5/4.92 70.0/3.57 68.9/4.10 29.2/1.54-1.77 73.4/4.00 65.3/3.61-3.68
aDGlcpN 99.6/4.94 54.1/4.13 81.8/4.00 69.5/3.74 72.1/4.32 66.4/3.64-4.02
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 6,2 | Ac |
| 2.03
2.09 | |
| 6 | aDGalpN | 5.00 | 4.27 | 4.07 | 4.08 | 4.02 | 3.69
3.73 |
| 2 | Ac |
| 2.03
2.09 | |
| 3 | bD4daraHexp | 4.92 | 3.57 | 4.10 | 1.54
1.77 | 4.00 | 3.61
3.68 |
| | aDGlcpN | 4.94 | 4.13 | 4.00 | 3.74 | 4.32 | 3.64
4.02 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 6,2 | Ac | 175.3
176.0 | 23.1
23.5 | |
| 6 | aDGalpN | 98.3 | 51.1 | 68.4 | 78.4 | 72.8 | 61.5 |
| 2 | Ac | 175.3
176.0 | 23.1
23.5 | |
| 3 | bD4daraHexp | 100.5 | 70.0 | 68.9 | 29.2 | 73.4 | 65.3 |
| | aDGlcpN | 99.6 | 54.1 | 81.8 | 69.5 | 72.1 | 66.4 |
|
There is only one chemically distinct structure:
Found 
report error