Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Shigella boydii [ICD11:
XN8RN 
]
The structure was elucidated in this paperNCBI PubMed ID: 18365747Publication DOI: 10.1134/s1068162008010159Journal NLM ID: 9420101Publisher: Springer Science and Business Media
Correspondence: perepel
ioc.ac.ru
Institutions: Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia,TEDA School of Biological Sciences and Biotechnology, Nankai University, TEDA, China, Tyan-jin Key Laboratory for Microbial Functional Genomics, TEDA College, Nankai University, TEDA, Tyan-jin, China
The reported structures of O-specific polysaccharides from three type strains of Shigella bacteria were corrected by modern NMR techniques. The revisions concerned the configuration of the O-glycoside linkage (S. dysenteriae type 3, structure 1), the positions of monosaccharide residue glycosylation and acetalation by pyruvic acid (S. dysenteriae type 9, structure 2), and the attachment position of the side monosaccharide chain (S. boydii type 4, structure 3).
structure, NMR spectroscopy, O-specific polysaccharide, Shigella dysenteriae, S. boydii
Structure type: polymer chemical repeating unit
Location inside paper: p. 112, abstract (3), p.116
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115136,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_140630,IEDB_141807,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_151531,IEDB_225177,IEDB_423153,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, GLC, mild acid hydrolysis, alkaline degradation, NMR-1D
Comments, role: The structure refined this work.
Related record ID(s): 22714, 23045, 23204, 23205, 23207, 23209
NCBI Taxonomy refs (TaxIDs): 621Reference(s) to other database(s): GTC:G41389LI, GlycomeDB:
36987
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,3,4,2 aDGlcp 99.1 73.0 74.4 71.0 73.3 61.8
4,3,4 aLRhap 99.7 77.7 79.7 73.3 71.2 17.8
4,3 bDGlcpA 105.1 75.0 75.5 80.5 76.2 175.1
4 bLRhap 101.9 71.9 83.9 72.6 73.4 18.3
2 Ac 176.0 23.8
bDGlcpN 104.6 57.5 75.3 79.0 75.9 62.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
4,3,4,2 aDGlcp 4.88 3.49 3.70 3.45 4.11 3.87-3.87
4,3,4 aLRhap 4.82 4.12 3.86 3.53 4.01 1.24
4,3 bDGlcpA 4.69 3.42 3.59 3.67 3.90 -
4 bLRhap 4.86 4.26 3.72 3.51 3.41 1.32
2 Ac - 2.01
bDGlcpN 4.68 3.64 3.66 3.58 3.46 3.81-3.95
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
4,3,4,2 aDGlcp 99.1/4.88 73.0/3.49 74.4/3.70 71.0/3.45 73.3/4.11 61.8/3.87-3.87
4,3,4 aLRhap 99.7/4.82 77.7/4.12 79.7/3.86 73.3/3.53 71.2/4.01 17.8/1.24
4,3 bDGlcpA 105.1/4.69 75.0/3.42 75.5/3.59 80.5/3.67 76.2/3.90
4 bLRhap 101.9/4.86 71.9/4.26 83.9/3.72 72.6/3.51 73.4/3.41 18.3/1.32
2 Ac 23.8/2.01
bDGlcpN 104.6/4.68 57.5/3.64 75.3/3.66 79.0/3.58 75.9/3.46 62.6/3.81-3.95
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 4,3,4,2 | aDGlcp | 4.88 | 3.49 | 3.70 | 3.45 | 4.11 | 3.87
3.87 |
| 4,3,4 | aLRhap | 4.82 | 4.12 | 3.86 | 3.53 | 4.01 | 1.24 |
| 4,3 | bDGlcpA | 4.69 | 3.42 | 3.59 | 3.67 | 3.90 |
|
| 4 | bLRhap | 4.86 | 4.26 | 3.72 | 3.51 | 3.41 | 1.32 |
| 2 | Ac |
| 2.01 | |
| | bDGlcpN | 4.68 | 3.64 | 3.66 | 3.58 | 3.46 | 3.81
3.95 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 4,3,4,2 | aDGlcp | 99.1 | 73.0 | 74.4 | 71.0 | 73.3 | 61.8 |
| 4,3,4 | aLRhap | 99.7 | 77.7 | 79.7 | 73.3 | 71.2 | 17.8 |
| 4,3 | bDGlcpA | 105.1 | 75.0 | 75.5 | 80.5 | 76.2 | 175.1 |
| 4 | bLRhap | 101.9 | 71.9 | 83.9 | 72.6 | 73.4 | 18.3 |
| 2 | Ac | 176.0 | 23.8 | |
| | bDGlcpN | 104.6 | 57.5 | 75.3 | 79.0 | 75.9 | 62.6 |
|
There is only one chemically distinct structure:
Found 
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