Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: dysentery [ICD11:
SA56 
];
bacillary dysentery (shigellosis) [ICD11:
1A02 , ICD11:
SA56 , ICD11:
XN7HG ];
infection due to Shigella dysenteriae [ICD11:
XN285 ]
The structure was elucidated in this paperPublication DOI: 10.1134/S1068162009010178Journal NLM ID: 9420101Publisher: Springer Science and Business Media
Correspondence: perepel
ioc.ac.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 147, Moscow, 119991 Russia
The structure of the O-specific polysaccharide from Shigella dysenteriae type 10, which has been reported previously in Bioorganic chemistry (1977, vol.3, pp. 1219-1225), is refined: [formula, see text].
structure, O-antigen, NMR spectroscopy, Shigella dysenteriae
Structure type: polymer chemical repeating unit
Location inside paper: p.132, Table 1, Table 2, (DALPS)
Compound class: O-polysaccharide, K-antigen, O-antigen
Contained glycoepitopes: IEDB_137340,IEDB_137485,IEDB_141807,IEDB_144983,IEDB_149549,IEDB_151531,IEDB_152206,IEDB_225177,IEDB_885823,IEDB_983930,SB_44,SB_72
Methods: 13C NMR, 1H NMR, NMR-2D, NMR-1D, mild acid degradation
Comments, role: OPS (revised structure) was obtained after degradation of LPS under the basic conditions
Related record ID(s): 23812
NCBI Taxonomy refs (TaxIDs): 622Reference(s) to other database(s): GlycomeDB:
3523
Show glycosyltransferases
NMR conditions: in D2O at 333 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,3,3,6 xSPyr 174.9 101.4 26.1
4,3,3 bDManp 98.4 78.8 72.4 75.5 68.3 65.5
4,3,2 Ac 175.5-176.2 23.2-23.7
4,3 aDManpN 96.6 50.5 76.5 66.2 73.6 61.7
4 bLRhap 102.2 68.0 78.2 71.5 73.5 18.2
2 Ac 175.5-176.2 23.2-23.7
aDGlcpN 100.1 55.6 71.7 78.6 71.5 62.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,3,3,6 xSPyr - - 1.46
4,3,3 bDManp 4.82 3.89 3.88 3.75 3.41 3.76-4.04
4,3,2 Ac - 2.03-2.06
4,3 aDManpN 5.01 4.56 4.17 3.58 3.91 3.79-3.79
4 bLRhap 4.84 4.25 3.62 3.42 3.43 1.30
2 Ac - 2.03-2.06
aDGlcpN 5.09 3.84 3.94 3.70 4.10 3.68-3.97
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,3,3,6 xSPyr 26.1/1.46
4,3,3 bDManp 98.4/4.82 78.8/3.89 72.4/3.88 75.5/3.75 68.3/3.41 65.5/3.76-4.04
4,3,2 Ac 23.2-23.7/2.03-2.06
4,3 aDManpN 96.6/5.01 50.5/4.56 76.5/4.17 66.2/3.58 73.6/3.91 61.7/3.79-3.79
4 bLRhap 102.2/4.84 68.0/4.25 78.2/3.62 71.5/3.42 73.5/3.43 18.2/1.30
2 Ac 23.2-23.7/2.03-2.06
aDGlcpN 100.1/5.09 55.6/3.84 71.7/3.94 78.6/3.70 71.5/4.10 62.0/3.68-3.97
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,3,3,6 | xSPyr |
|
| 1.46 | |
| 4,3,3 | bDManp | 4.82 | 3.89 | 3.88 | 3.75 | 3.41 | 3.76
4.04 |
| 4,3,2 | Ac |
| 2.03
2.06 | |
| 4,3 | aDManpN | 5.01 | 4.56 | 4.17 | 3.58 | 3.91 | 3.79
3.79 |
| 4 | bLRhap | 4.84 | 4.25 | 3.62 | 3.42 | 3.43 | 1.30 |
| 2 | Ac |
| 2.03
2.06 | |
| | aDGlcpN | 5.09 | 3.84 | 3.94 | 3.70 | 4.10 | 3.68
3.97 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,3,3,6 | xSPyr | 174.9 | 101.4 | 26.1 | |
| 4,3,3 | bDManp | 98.4 | 78.8 | 72.4 | 75.5 | 68.3 | 65.5 |
| 4,3,2 | Ac | 175.5
176.2 | 23.2
23.7 | |
| 4,3 | aDManpN | 96.6 | 50.5 | 76.5 | 66.2 | 73.6 | 61.7 |
| 4 | bLRhap | 102.2 | 68.0 | 78.2 | 71.5 | 73.5 | 18.2 |
| 2 | Ac | 175.5
176.2 | 23.2
23.7 | |
| | aDGlcpN | 100.1 | 55.6 | 71.7 | 78.6 | 71.5 | 62.0 |
|
There is only one chemically distinct structure:
Found 
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