Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7954513Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Max-Planck-Institut für Immunbiologie, Freiburg, Germany
The polysaccharide moiety of the O83 antigen (lipopolysaccharide, LPS) consists of D-glucose, D-galactose, 2-acetamido-2-deoxy-D-glucose, and D-glucuronic acid in the molar ratios 1:2:1:1. Methylation analysis of the polysaccharide and derived oligosaccharides as well as one- and two-dimensional 1H and 13C NMR spectroscopy of the polysaccharide at pD 1 and 6 showed that the O83 polysaccharide has the primary structure →6)-α-D-Glcp-(1→4)-β-D-GlcpA-(1→6)-β-D-Galp-(1→4)-β-D-Galp-(1→4)-β-D-GlcpNAc-(1→.
Lipopolysaccharide, LPS, O-antigen, Escherichia, Escherichia coli, NMR spectroscopy, O-specific polysaccharide, polysaccharide structure, PDF, O83 antigen
Structure type: suggested polymer biological repeating unit
Location inside paper: p.215, abstract, p.219
Compound class: O-polysaccharide, O-antigen, LPS
Contained glycoepitopes: IEDB_115136,IEDB_130646,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_140108,IEDB_140122,IEDB_140630,IEDB_141794,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_190606,IEDB_221845,IEDB_423153,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_30,SB_7,SB_88
Methods: 13C NMR, 1H NMR, EI-MS, methylation, GLC-MS, NMR-2D, sugar analysis, NMR-1D
Related record ID(s): 20700, 22693, 26494
NCBI Taxonomy refs (TaxIDs): 2079164Reference(s) to other database(s): GTC:G51834NG, GlycomeDB:
36874, CCSD:
33512, CBank-STR:13736
Show glycosyltransferases
NMR conditions: in D2O; pH 6 at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,4,6,4 aDGlcp 99.1 72.8 74.0 70.6 71.8 69.0
4,4,6 bDGlcpA 104.2 74.3 77.8 78.0 77.55 176.0
4,4 bDGalp 105.3 72.6 73.9 69.8 74.8 70.65
4 bDGalp 104.0 72.5 74.2 78.3 75.7 62.0
2 Ac 175.7 23.5
bDGlcpN 102.7 56.3 73.55 80.2 75.9 61.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,4,6,4 aDGlcp 5.45 3.47 3.67 3.42 3.75 3.84-4.06
4,4,6 bDGlcpA 4.505 3.35 3.74 3.76 3.79 -
4,4 bDGalp 4.58 3.56 3.67 3.92 3.86 3.78-3.78
4 bDGalp 4.52 3.62 3.80 4.19 3.80 3.85-4.00
2 Ac
bDGlcpN 4.54 3.75 3.75 3.72 3.60 3.86-4.00
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,4,6,4 aDGlcp 99.1/5.45 72.8/3.47 74.0/3.67 70.6/3.42 71.8/3.75 69.0/3.84-4.06
4,4,6 bDGlcpA 104.2/4.505 74.3/3.35 77.8/3.74 78.0/3.76 77.55/3.79
4,4 bDGalp 105.3/4.58 72.6/3.56 73.9/3.67 69.8/3.92 74.8/3.86 70.65/3.78-3.78
4 bDGalp 104.0/4.52 72.5/3.62 74.2/3.80 78.3/4.19 75.7/3.80 62.0/3.85-4.00
2 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
bDGlcpN 102.7/4.54 56.3/3.75 73.55/3.75 80.2/3.72 75.9/3.60 61.4/3.86-4.00
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,4,6,4 | aDGlcp | 5.45 | 3.47 | 3.67 | 3.42 | 3.75 | 3.84
4.06 |
| 4,4,6 | bDGlcpA | 4.505 | 3.35 | 3.74 | 3.76 | 3.79 |
|
| 4,4 | bDGalp | 4.58 | 3.56 | 3.67 | 3.92 | 3.86 | 3.78
3.78 |
| 4 | bDGalp | 4.52 | 3.62 | 3.80 | 4.19 | 3.80 | 3.85
4.00 |
| 2 | Ac | |
| | bDGlcpN | 4.54 | 3.75 | 3.75 | 3.72 | 3.60 | 3.86
4.00 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,4,6,4 | aDGlcp | 99.1 | 72.8 | 74.0 | 70.6 | 71.8 | 69.0 |
| 4,4,6 | bDGlcpA | 104.2 | 74.3 | 77.8 | 78.0 | 77.55 | 176.0 |
| 4,4 | bDGalp | 105.3 | 72.6 | 73.9 | 69.8 | 74.8 | 70.65 |
| 4 | bDGalp | 104.0 | 72.5 | 74.2 | 78.3 | 75.7 | 62.0 |
| 2 | Ac | 175.7 | 23.5 | |
| | bDGlcpN | 102.7 | 56.3 | 73.55 | 80.2 | 75.9 | 61.4 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
