Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: cholera [ICD11:
1A00 
, ICD11:
XN7N1 ]
The structure was elucidated in this paperNCBI PubMed ID: 30763794Publication DOI: 10.1016/j.carres.2019.01.007Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: A.V. Perepelov <andreivperepelov
gmail.com>
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, TEDA Institure of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China
The O-polysaccharide (O-antigen) of Vibrio cholerae O14 was studied using chemical analyses and 1D and 2D NMR spectroscopy. The following structure of the repeating unit of the O-antigen was established: where GlcpN(SHb) indicates 2-deoxy-2-[(S)-3-hydroxybutanoylamino]-d-glucose. We found that Vibrio cholerae O14 is similar to that of O-polysaccharide of Azospirillum brasilense S17, which has been reported earlier. Moreover, we predicted functions of all the genes in the O-antigen gene cluster according to the structure established. Our study enriches the existing O-antigen database of Vibrio cholerae, and further facilitates the bacterial serotype identification.
Lipopolysaccharide, O-antigen, O-specific polysaccharide, bacterial polysaccharide structure, Vibrio cholerae, O-antigen gene cluster, GRASS
Structure type: polymer chemical repeating unit
Location inside paper: table 1, p.69
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_136105,IEDB_225177,IEDB_885813,IEDB_885823
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, sugar analysis, acid hydrolysis, GLC, Smith degradation, GPC, delipidation, function analysis of gene clusters, function analysis of gene cluster, 13C NMR analysis by GRASS
Comments, role: V. cholerae O14 type strain (laboratory stock number G5476); major O-unit.
Related record ID(s): 1089, 2257, 2258
NCBI Taxonomy refs (TaxIDs): 666Reference(s) to other database(s): GTC:G50210GF, GlycomeDB:
27103
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3 aLRhap 97.9 71.7 71.4 81.0 68.6 18.1
2 Ac 175.1 23.5
bDManpN 100.8 51.1 77.4 66.5 77.5 61.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3 aLRhap 4.93 3.75 3.83 3.66 3.92 1.20
2 Ac - 2.02
bDManpN 4.96 4.65 3.79 3.58 3.39 3.83-3.90
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3 aLRhap 97.9/4.93 71.7/3.75 71.4/3.83 81.0/3.66 68.6/3.92 18.1/1.20
2 Ac 23.5/2.02
bDManpN 100.8/4.96 51.1/4.65 77.4/3.79 66.5/3.58 77.5/3.39 61.8/3.83-3.90
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3 | aLRhap | 4.93 | 3.75 | 3.83 | 3.66 | 3.92 | 1.20 |
| 2 | Ac |
| 2.02 | |
| | bDManpN | 4.96 | 4.65 | 3.79 | 3.58 | 3.39 | 3.83
3.90 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3 | aLRhap | 97.9 | 71.7 | 71.4 | 81.0 | 68.6 | 18.1 |
| 2 | Ac | 175.1 | 23.5 | |
| | bDManpN | 100.8 | 51.1 | 77.4 | 66.5 | 77.5 | 61.8 |
|
There is only one chemically distinct structure:
Found 
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