Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Burkholderia pseudomallei [ICD11:
XN3LD 
];
infection due to Pseudomonas pseudomallei [ICD11:
XN8AA ]
The structure was elucidated in this paperNCBI PubMed ID: 9428716Journal NLM ID: 0107600Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: GBF, Gesellschaft fur Biotechnologische Forschung mbH, Braunschweig, Germany, Institute of Medical Microbiology, Hannover Medical School, Hannover, Germany
A recently described water-soluble exopolysaccharide of Burkholderia pseudomallei recognized by the IgG 1 monoclonal antibody 3015 [Steinmetz, I., Rohde, M. & Brenneke, B. (1995) Infect. Immun. 63, 3959-3965] was isolated by repetitive ethanol-precipitation steps and by anion-exchange chromatography. The structure of the polysaccharide was determined by a combination of chemical-derivatization and mass-spectrometric techniques (compositional and methylation analysis, GC/MS, and electrospray-ionization-MS/MS of reduced and permethylated hydrolytic fragments), and two-dimensional 1H NMR methods (COSY, TOCSY and NOESY) and confirmed by isolation and structural characterization of the depolymerized repeating unit of the polysaccharide. The combined structural data established a linear tetrasaccharide repeating unit consisting of three galactose residues, one bearing a 2-linked O-acetyl group, and a 3-deoxy-D-manno-2-octulosonic acid residue. [→3)-β-D-Galp2Ac-(1→4)-α-D-Galp-(1→3)-β-D-Galp-(1→5)-β-Kdo-(2→]n.
structure, Burkholderia, acidic, Kdo, Burkholderia pseudomallei, exopolysaccharide, acidic exopolysaccharide
Structure type: polymer chemical repeating unit
Location inside paper: page 614
Compound class: CPS, EPS
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_149558,IEDB_151528,IEDB_190606,IEDB_918314,SB_165,SB_166,SB_187,SB_195,SB_7,SB_87,SB_88
Methods: methylation, NMR-2D, partial acid hydrolysis, NMR, ESI-MS/MS
Comments, role: deacetylated exopolysaccharide
Related record ID(s): 3589, 3773, 3860
NCBI Taxonomy refs (TaxIDs): 28450Reference(s) to other database(s): GTC:G98903ZV, GlycomeDB:
26055
Show glycosyltransferases
NMR conditions: in D2O at 330 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
5,3,4 bDGalp 104.4 ? 78.7 69.5 ? 62.0
5,3 aDGalp 96.0 ? ? 79.3 ? 62.0
5 bDGalp 104.5 ? 78.5 70.5 ? 62.0
bXKdop ? ? 36.7 ? ? ? ? 62.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
5,3,4 bDGalp 4.60 3.60 3.77 4.07 3.66 3.67-3.83
5,3 aDGalp 5.13 3.99 3.99 4.24 3.74 3.67-3.83
5 bDGalp 4.67 3.74 3.74 4.12 3.69 3.67-3.83
bXKdop - - 1.95-2.50 3.85 4.17 ? 4.22 3.69-3.79
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
5,3,4 bDGalp 104.4/4.60 ?/3.60 78.7/3.77 69.5/4.07 ?/3.66 62.0/3.67-3.83
5,3 aDGalp 96.0/5.13 ?/3.99 ?/3.99 79.3/4.24 ?/3.74 62.0/3.67-3.83
5 bDGalp 104.5/4.67 ?/3.74 78.5/3.74 70.5/4.12 ?/3.69 62.0/3.67-3.83
bXKdop 36.7/1.95-2.50 ?/3.85 ?/4.17 ?/? ?/4.22 62.0/3.69-3.79
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 |
|---|
| 5,3,4 | bDGalp | 4.60 | 3.60 | 3.77 | 4.07 | 3.66 | 3.67
3.83 | |
| 5,3 | aDGalp | 5.13 | 3.99 | 3.99 | 4.24 | 3.74 | 3.67
3.83 | |
| 5 | bDGalp | 4.67 | 3.74 | 3.74 | 4.12 | 3.69 | 3.67
3.83 | |
| | bXKdop |
|
| 1.95
2.50 | 3.85 | 4.17 | ? | 4.22 | 3.69
3.79 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 |
|---|
| 5,3,4 | bDGalp | 104.4 | ? | 78.7 | 69.5 | ? | 62.0 | |
| 5,3 | aDGalp | 96.0 | ? | ? | 79.3 | ? | 62.0 | |
| 5 | bDGalp | 104.5 | ? | 78.5 | 70.5 | ? | 62.0 | |
| | bXKdop | ? | ? | 36.7 | ? | ? | ? | ? | 62.0 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":104.4,"l":"1","c":[0,0,225]},{"s":78.7,"l":"3","c":[0,0,225]},{"s":69.5,"l":"4","c":[0,0,225]},{"s":62,"l":"6","c":[0,0,225]},{"s":96,"l":"1","c":[230,0,30]},{"s":79.3,"l":"4","c":[230,0,30]},{"s":62,"l":"6","c":[230,0,30]},{"s":104.5,"l":"1","c":[0,165,0]},{"s":78.5,"l":"3","c":[0,165,0]},{"s":70.5,"l":"4","c":[0,165,0]},{"s":62,"l":"6","c":[0,165,0]},{"s":36.7,"l":"3","c":[120,0,225]},{"s":62,"l":"8","c":[120,0,225]}])
The spectrum also has 13 signals at unknown positions (not plotted). |
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
(previously named: Pseudomonas pseudomallei)