Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperPublication DOI: 10.1002/cplu.201300273Journal NLM ID: 101580948Publisher: Wiley-VCH
Correspondence: G. Widmalm <gw
organ.su.se>
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm, Sweden
The program CASPER was successfully employed to rapidly elucidate a new O-antigen polysaccharide structure (obtained from a strain of Escherichia coli serogroup O155), using solely unassigned NMR spectroscopy data as input information. Thus, what is considered the most tedious and time-consuming part of the structural elucidation process has been reduced from several hours (or even days) of manual interpretation to about four minutes of automated analysis.
carbohydrates, O-antigen, Escherichia coli, antigens, NMR spectroscopy, glycan, CASPER, analytical methods
Structure type: polymer biological repeating unit
Location inside paper: p.1328, fig.2, p.1329, fig.3, ST18
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130648,IEDB_134624,IEDB_134627,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_141794,IEDB_147450,IEDB_149558,IEDB_151528,IEDB_190606,IEDB_742248,IEDB_918314,SB_163,SB_165,SB_166,SB_187,SB_195,SB_21,SB_23,SB_24,SB_7,SB_8,SB_87,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, computer analysis with CASPER
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G19659QD
Show glycosyltransferases
NMR conditions: in D2O at 333 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,4 bDGalpA 102.69 72.00 73.97 71.13 75.98 175.75
3,3 aDGalp 96.91 68.38 80.16 75.17 70.75 59.82
3,6 aDGalp 99.33 69.08 70.45 70.14 71.94 61.83
3 bDGalp 105.42 69.99 78.56 66.18 73.47 67.61
2 Ac 175.64 23.28
bDGalpN 104.12 52.45 81.27 68.78 75.32 62.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,4 bDGalpA 4.87 3.54 3.76 4.24 4.01 -
3,3 aDGalp 5.11 4.10 4.10 4.52 4.22 3.57-3.93
3,6 aDGalp 4.99 3.85 3.83 3.99 3.89 3.76-3.76
3 bDGalp 4.54 3.69 3.71 4.17 3.88 3.70-3.93
2 Ac - 2.03
bDGalpN 4.75 4.06 3.93 4.16 3.69 3.76-3.76
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,4 bDGalpA 102.69/4.87 72.00/3.54 73.97/3.76 71.13/4.24 75.98/4.01
3,3 aDGalp 96.91/5.11 68.38/4.10 80.16/4.10 75.17/4.52 70.75/4.22 59.82/3.57-3.93
3,6 aDGalp 99.33/4.99 69.08/3.85 70.45/3.83 70.14/3.99 71.94/3.89 61.83/3.76-3.76
3 bDGalp 105.42/4.54 69.99/3.69 78.56/3.71 66.18/4.17 73.47/3.88 67.61/3.70-3.93
2 Ac 23.28/2.03
bDGalpN 104.12/4.75 52.45/4.06 81.27/3.93 68.78/4.16 75.32/3.69 62.0/3.76-3.76
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,4 | bDGalpA | 4.87 | 3.54 | 3.76 | 4.24 | 4.01 |
|
| 3,3 | aDGalp | 5.11 | 4.10 | 4.10 | 4.52 | 4.22 | 3.57
3.93 |
| 3,6 | aDGalp | 4.99 | 3.85 | 3.83 | 3.99 | 3.89 | 3.76
3.76 |
| 3 | bDGalp | 4.54 | 3.69 | 3.71 | 4.17 | 3.88 | 3.70
3.93 |
| 2 | Ac |
| 2.03 | |
| | bDGalpN | 4.75 | 4.06 | 3.93 | 4.16 | 3.69 | 3.76
3.76 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,4 | bDGalpA | 102.69 | 72.00 | 73.97 | 71.13 | 75.98 | 175.75 |
| 3,3 | aDGalp | 96.91 | 68.38 | 80.16 | 75.17 | 70.75 | 59.82 |
| 3,6 | aDGalp | 99.33 | 69.08 | 70.45 | 70.14 | 71.94 | 61.83 |
| 3 | bDGalp | 105.42 | 69.99 | 78.56 | 66.18 | 73.47 | 67.61 |
| 2 | Ac | 175.64 | 23.28 | |
| | bDGalpN | 104.12 | 52.45 | 81.27 | 68.78 | 75.32 | 62.0 |
|
There is only one chemically distinct structure:
Found 
report error