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: abstract
Trivial name: K-antigen, galactan-Kdo, Kdo-EPS
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_36,SB_7,SB_87,SB_88,SB_9
Methods: methylation, NMR-2D, partial acid hydrolysis, NMR, ESI-MS/MS
Related record ID(s): 864, 3412, 3859, 3860, 25406
NCBI Taxonomy refs (TaxIDs): 28450Reference(s) to other database(s): GTC:G77110LE, GlycomeDB:
25312
Show glycosyltransferases
NMR conditions: in D2O at 330 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
5,3,4,2 Ac
5,3,4 bDGalp 103.1 72.0 76.2 ? ? 62.0
5,3 aDGalp 96.7 ? ? ? ? ?
5 bDGalp 105.4 ? 78.9 69.9 ? 62.0
bXKdop ? ? ? ? ? ? ? 62.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
5,3,4,2 Ac
5,3,4 bDGalp 4.83 4.99 4.25 4.19 3.82 3.74-3.92
5,3 aDGalp 5.18 3.77 4.12 4.26 ? 3.74-3.92
5 bDGalp 4.74 3.84 3.84 4.22 3.78 3.74-3.93
bXKdop - - 1.94-2.60 3.61 4.25 ? 4.27 3.77-3.89
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
5,3,4,2 Ac
5,3,4 bDGalp 103.1/4.83 72.0/4.99 76.2/4.25 ?/4.19 ?/3.82 62.0/3.74-3.92
5,3 aDGalp 96.7/5.18 ?/3.77 ?/4.12 ?/4.26 ?/? ?/3.74-3.92
5 bDGalp 105.4/4.74 ?/3.84 78.9/3.84 69.9/4.22 ?/3.78 62.0/3.74-3.93
bXKdop ?/1.94-2.60 ?/3.61 ?/4.25 ?/? ?/4.27 62.0/3.77-3.89
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 |
|---|
| 5,3,4,2 | Ac | |
| 5,3,4 | bDGalp | 4.83 | 4.99 | 4.25 | 4.19 | 3.82 | 3.74
3.92 | |
| 5,3 | aDGalp | 5.18 | 3.77 | 4.12 | 4.26 | ? | 3.74
3.92 | |
| 5 | bDGalp | 4.74 | 3.84 | 3.84 | 4.22 | 3.78 | 3.74
3.93 | |
| | bXKdop |
|
| 1.94
2.60 | 3.61 | 4.25 | ? | 4.27 | 3.77
3.89 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 |
|---|
| 5,3,4,2 | Ac | |
| 5,3,4 | bDGalp | 103.1 | 72.0 | 76.2 | ? | ? | 62.0 | |
| 5,3 | aDGalp | 96.7 | ? | ? | ? | ? | ? | |
| 5 | bDGalp | 105.4 | ? | 78.9 | 69.9 | ? | 62.0 | |
| | bXKdop | ? | ? | ? | ? | ? | ? | ? | 62.0 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":103.1,"l":"1","c":[0,0,225]},{"s":72,"l":"2","c":[0,0,225]},{"s":76.2,"l":"3","c":[0,0,225]},{"s":62,"l":"6","c":[0,0,225]},{"s":96.7,"l":"1","c":[230,0,30]},{"s":105.4,"l":"1","c":[0,165,0]},{"s":78.9,"l":"3","c":[0,165,0]},{"s":69.9,"l":"4","c":[0,165,0]},{"s":62,"l":"6","c":[0,165,0]},{"s":62,"l":"8","c":[120,0,225]}])
The spectrum also has 16 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)