Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7528640Publication DOI: 10.1016/0008-6215(94)00167-7Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Max-Planck-Institut für Immunbiologie, Freiburg, Germany
Two distinct forms of the O6 antigen (LPS) from E. coli were analysed using 1H and 13C NMR spectroscopy. Their structures were found to be [formula: see text] In the O6-specific polysaccharide from E. coli O6:K2 and O6:K13, X is β-D-Glcp, as had previously been shown for the O6 polysaccharide from E. coli O6:K15; in the O6 specific polysaccharide from E. coli O6:K54, X is β-D-GlcpNAc.
Lipopolysaccharide, NMR, LPS, structure, structural, O-antigen, Escherichia, Escherichia coli, specific, polysaccharides, comparison, PDF, O6 polysaccharide
Structure type: suggested polymer biological repeating unit
Location inside paper: p.217, abstract, p.220
Compound class: O-polysaccharide, O-antigen, LPS
Contained glycoepitopes: IEDB_130648,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_137485,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_144983,IEDB_151531,IEDB_152206,IEDB_885822,IEDB_983930,SB_44,SB_72
Methods: 13C NMR, 1H NMR, GLC-MS, NMR-2D, sugar analysis, GLC, NMR-1D
Comments, role: biological repeat frame was based on [PMID:12374825, PMID:24047996]
Related record ID(s): 20639, 22437, 114261
NCBI Taxonomy refs (TaxIDs): 217992Reference(s) to other database(s): GTC:G95178VE, GlycomeDB:
16460, CCSD:
34570, CBank-STR:13545
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3,2 Ac
3,4,3 aDGalpN 100.5 51.3 68.4 78.5 73.6 61.5
3,4,2,2 Ac
3,4,2 bDGlcpN 102.0 57.1 74.7 71.4 77.2 62.3
3,4 bDManp 102.5 76.8 79.5 68.1 78.1 62.8
3 bDManp 101.6 71.3 72.9 78.6 76.1 62.3
2 Ac
aDGlcpN 99.4 54.0 82.0 69.5 73.0 61.9
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3,2 Ac
3,4,3 aDGalpN 5.24 4.29 4.09 4.09 4.31 3.77
3,4,2,2 Ac
3,4,2 bDGlcpN 4.78 3.73 3.59 3.47 3.39 3.75-3.89
3,4 bDManp 4.73 4.39 3.77 3.67 3.46 3.63-3.97
3 bDManp 4.81 4.01 3.84 3.75 3.57 3.73-3.87
2 Ac
aDGlcpN 4.92 4.14 4.01 3.69 4.18 3.78-3.84
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3,2 Ac
3,4,3 aDGalpN 100.5/5.24 51.3/4.29 68.4/4.09 78.5/4.09 73.6/4.31 61.5/3.77
3,4,2,2 Ac
3,4,2 bDGlcpN 102.0/4.78 57.1/3.73 74.7/3.59 71.4/3.47 77.2/3.39 62.3/3.75-3.89
3,4 bDManp 102.5/4.73 76.8/4.39 79.5/3.77 68.1/3.67 78.1/3.46 62.8/3.63-3.97
3 bDManp 101.6/4.81 71.3/4.01 72.9/3.84 78.6/3.75 76.1/3.57 62.3/3.73-3.87
2 Ac
aDGlcpN 99.4/4.92 54.0/4.14 82.0/4.01 69.5/3.69 73.0/4.18 61.9/3.78-3.84
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
| 3,4,3,2 | Ac | |
| 3,4,3 | aDGalpN | 5.24 | 4.29 | 4.09 | 4.09 | 4.31 | 3.77 |
| 3,4,2,2 | Ac | |
| 3,4,2 | bDGlcpN | 4.78 | 3.73 | 3.59 | 3.47 | 3.39 | 3.75 3.89 |
| 3,4 | bDManp | 4.73 | 4.39 | 3.77 | 3.67 | 3.46 | 3.63 3.97 |
| 3 | bDManp | 4.81 | 4.01 | 3.84 | 3.75 | 3.57 | 3.73 3.87 |
| 2 | Ac | |
| | aDGlcpN | 4.92 | 4.14 | 4.01 | 3.69 | 4.18 | 3.78 3.84 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
| 3,4,3,2 | Ac | |
| 3,4,3 | aDGalpN | 100.5 | 51.3 | 68.4 | 78.5 | 73.6 | 61.5 |
| 3,4,2,2 | Ac | |
| 3,4,2 | bDGlcpN | 102.0 | 57.1 | 74.7 | 71.4 | 77.2 | 62.3 |
| 3,4 | bDManp | 102.5 | 76.8 | 79.5 | 68.1 | 78.1 | 62.8 |
| 3 | bDManp | 101.6 | 71.3 | 72.9 | 78.6 | 76.1 | 62.3 |
| 2 | Ac | |
| | aDGlcpN | 99.4 | 54.0 | 82.0 | 69.5 | 73.0 | 61.9 |
|
There is only one chemically distinct structure: