Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Shigella dysenteriae [ICD11:
XN285 
]
The structure was elucidated in this paperPublication DOI: 10.1134/S1068162008060125Journal NLM ID: 9420101Publisher: Springer Science and Business Media
Correspondence: perepel
ioc.ac.ru
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, RussiaTEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, China
The structure of the O-polysaccharide (O-antigen) from Shigella dysenteriae type 8 bacteria (strain 599) was corrected using modern NMR techniques (structure 1). The revisions concerned the position of the Glc residue (in the main, but not the side chain), the site of its substitution, and the configuration of the O-glycoside linkage of the GlcNAc residue. The S. dysenteriae type 8 bacterium (strain G1221), the second investigated representative, was found to produce another structural variant of the O-polysaccharide. It contains GlcNAc instead of the Glc residue in the main chain (structure 2). This data may lead to approval of division of S. dysenteriae type 8 into two subtypes:
O-antigen, NMR spectroscopy, Shigella dysenteriae, structure of the bacterial polysaccharide
Structure type: polymer chemical repeating unit
Location inside paper: p.725, abstract (2), p. 727
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_140630,IEDB_141807,IEDB_151531,IEDB_153510,IEDB_423153
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, mild acid hydrolysis, alkaline degradation, NMR-1D
Related record ID(s): 22719, 23219
NCBI Taxonomy refs (TaxIDs): 622Reference(s) to other database(s): GTC:G91052LL, GlycomeDB:
36997
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,3,2 Ac 175.8-176.0 23.3-24.0
3,4,3 bDGlcpN 104.5 56.8 74.8 71.6 75.9 70.5
3,4,2 Ac 175.8-176.0 23.3-24.0
3,4,4,2 Ac 175.8-176.0 23.3-24.0
3,4,4 aDGlcpN 98.1 55.3 71.8 71.1 72.6 61.4
3,4 bDGalpN 102.8 52.9 79.3 74.5 77.1 61.8
3 bDGlcpA 105.8 73.6 75.1 81.1 76.1 173.8
2 Ac 175.8-176.0 23.3-24.0
bDGalpN 103.2 52.6 81.6 69.3 76.3 62.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,3,2 Ac - 1.94-2.09
3,4,3 bDGlcpN 4.47 3.54 3.53 3.39 3.51 3.83-4.13
3,4,2 Ac - 1.94-2.09
3,4,4,2 Ac - 1.94-2.09
3,4,4 aDGlcpN 4.84 3.88 3.88 3.55 4.31 3.87-3.94
3,4 bDGalpN 4.49 4.02 3.78 4.20 3.71 3.64-3.73
3 bDGlcpA 4.53 3.38 3.60 3.81 3.87 -
2 Ac - 1.94-2.09
bDGalpN 4.57 4.01 3.88 4.08 3.68 3.76-3.76
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,3,2 Ac 23.3-24.0/1.94-2.09
3,4,3 bDGlcpN 104.5/4.47 56.8/3.54 74.8/3.53 71.6/3.39 75.9/3.51 70.5/3.83-4.13
3,4,2 Ac 23.3-24.0/1.94-2.09
3,4,4,2 Ac 23.3-24.0/1.94-2.09
3,4,4 aDGlcpN 98.1/4.84 55.3/3.88 71.8/3.88 71.1/3.55 72.6/4.31 61.4/3.87-3.94
3,4 bDGalpN 102.8/4.49 52.9/4.02 79.3/3.78 74.5/4.20 77.1/3.71 61.8/3.64-3.73
3 bDGlcpA 105.8/4.53 73.6/3.38 75.1/3.60 81.1/3.81 76.1/3.87
2 Ac 23.3-24.0/1.94-2.09
bDGalpN 103.2/4.57 52.6/4.01 81.6/3.88 69.3/4.08 76.3/3.68 62.4/3.76-3.76
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,3,2 | Ac |
| 1.94
2.09 | |
| 3,4,3 | bDGlcpN | 4.47 | 3.54 | 3.53 | 3.39 | 3.51 | 3.83
4.13 |
| 3,4,2 | Ac |
| 1.94
2.09 | |
| 3,4,4,2 | Ac |
| 1.94
2.09 | |
| 3,4,4 | aDGlcpN | 4.84 | 3.88 | 3.88 | 3.55 | 4.31 | 3.87
3.94 |
| 3,4 | bDGalpN | 4.49 | 4.02 | 3.78 | 4.20 | 3.71 | 3.64
3.73 |
| 3 | bDGlcpA | 4.53 | 3.38 | 3.60 | 3.81 | 3.87 |
|
| 2 | Ac |
| 1.94
2.09 | |
| | bDGalpN | 4.57 | 4.01 | 3.88 | 4.08 | 3.68 | 3.76
3.76 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,3,2 | Ac | 175.8
176.0 | 23.3
24.0 | |
| 3,4,3 | bDGlcpN | 104.5 | 56.8 | 74.8 | 71.6 | 75.9 | 70.5 |
| 3,4,2 | Ac | 175.8
176.0 | 23.3
24.0 | |
| 3,4,4,2 | Ac | 175.8
176.0 | 23.3
24.0 | |
| 3,4,4 | aDGlcpN | 98.1 | 55.3 | 71.8 | 71.1 | 72.6 | 61.4 |
| 3,4 | bDGalpN | 102.8 | 52.9 | 79.3 | 74.5 | 77.1 | 61.8 |
| 3 | bDGlcpA | 105.8 | 73.6 | 75.1 | 81.1 | 76.1 | 173.8 |
| 2 | Ac | 175.8
176.0 | 23.3
24.0 | |
| | bDGalpN | 103.2 | 52.6 | 81.6 | 69.3 | 76.3 | 62.4 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
