Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: cystic fibrosis (CF) [ICD11:
CA25 
]
The structure was elucidated in this paperNCBI PubMed ID: 33440288Publication DOI: 10.1016/j.carres.2020.108231Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Paola Cescutti <pcescutti
units.it>
Institutions: Department of Chemistry, University of Cape Town, Rondebosch, 7701, South Africa, Department of Life Sciences, University of Trieste, Via L. Giorgieri 1, Bdg. C11, 34127, Trieste, Italy, Department of Food Science, Cornell University, Ithaca, NY, 14853, USA, Costerton Biofilm Center, Department of Immunology and Microbiology, Faculty of Health and Medical Sciences, University of Copenhagen, Blegdamsvej 3B, 2200, Copenhagen, Denmark
Burkholderia cenocepacia belongs to the Burkholderia Cepacia Complex, a group of 22 closely related species both of clinical and environmental origin, infecting cystic fibrosis patients. B. cenocepacia accounts for the majority of the clinical isolates, comprising the most virulent and transmissible strains. The capacity to form biofilms is among the many virulence determinants of B. cenocepacia, a characteristic that confers enhanced tolerance to some antibiotics, desiccation, oxidizing agents, and host defenses. Exopolysaccharides are a major component of biofilm matrices, particularly providing mechanical stability to biofilms. Recently, a water-insoluble exopolysaccharide produced by B. cenocepacia H111 in biofilm was characterized. In the present study, a water-soluble exopolysaccharide was extracted from B. cenocepacia H111 biofilm, and its structure was determined by GLC-MS, NMR and ESI-MS. The repeating unit is a linear rhamno-tetrasaccharide with 50% replacement of a 3-α-L-Rha with a α-3-L-Man. [2)-α-L-Rhap-(1→3)-α-L-[Rhap or Manp]-(1→3)-α-L-Rhap-(1→2)-α-L-Rhap-(1→]n Molecular modelling was used to obtain information about local structural motifs which could give information about the polysaccharide conformation.
NMR, molecular modelling, polysaccharide structure, Biofilm, Burkholderia cenocepacia H111, L-mannose
Structure type: polymer chemical repeating unit
Location inside paper: abstract, 108231-3, table 1, H111-SOL, RU2
Trivial name: L-rhamnan, water-soluble EPS
Compound class: EPS, O-polysaccharide, O-antigen, polysaccharide, rhamnan
Contained glycoepitopes: IEDB_133754,IEDB_136105,IEDB_144825,IEDB_225177,IEDB_885823
Methods: 13C NMR, 1H NMR, GLC-MS, NMR-2D, partial acid hydrolysis, ESI-MS, GLC, MD simulations, composition analysis
Comments, role: structure ot the repeating unit RU2
3D data: molecular modeling
Related record ID(s): 7866, 10821
NCBI Taxonomy refs (TaxIDs): 1055524Reference(s) to other database(s): GTC:G60116ZJ, GlycomeDB:
27349
Show glycosyltransferases
NMR conditions: in D2O at 333 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2,3,3 aLRhap 101.7 78.9 70.9 73.1 70.0 17.5
2,3 aLRhap 102.9 70.8 78.7 72.2 70.1 17.5
2 aLRhap 102.8 70.6 78.5 72.4 70.2 17.5
aLRhap 101.6 78.9 70.8 73.1 70.1 17.5
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2,3,3 aLRhap 5.18 4.08 3.96 3.50 3.84 1.31
2,3 aLRhap 5.05 4.14 3.91 3.58 3.83 1.31
2 aLRhap 4.98 4.22 3.89 3.58 3.77 1.29
aLRhap 5.12 4.09 3.90 3.49 3.73 1.29
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2,3,3 aLRhap 101.7/5.18 78.9/4.08 70.9/3.96 73.1/3.50 70.0/3.84 17.5/1.31
2,3 aLRhap 102.9/5.05 70.8/4.14 78.7/3.91 72.2/3.58 70.1/3.83 17.5/1.31
2 aLRhap 102.8/4.98 70.6/4.22 78.5/3.89 72.4/3.58 70.2/3.77 17.5/1.29
aLRhap 101.6/5.12 78.9/4.09 70.8/3.90 73.1/3.49 70.1/3.73 17.5/1.29
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 2,3,3 | aLRhap | 5.18 | 4.08 | 3.96 | 3.50 | 3.84 | 1.31 |
| 2,3 | aLRhap | 5.05 | 4.14 | 3.91 | 3.58 | 3.83 | 1.31 |
| 2 | aLRhap | 4.98 | 4.22 | 3.89 | 3.58 | 3.77 | 1.29 |
| | aLRhap | 5.12 | 4.09 | 3.90 | 3.49 | 3.73 | 1.29 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 2,3,3 | aLRhap | 101.7 | 78.9 | 70.9 | 73.1 | 70.0 | 17.5 |
| 2,3 | aLRhap | 102.9 | 70.8 | 78.7 | 72.2 | 70.1 | 17.5 |
| 2 | aLRhap | 102.8 | 70.6 | 78.5 | 72.4 | 70.2 | 17.5 |
| | aLRhap | 101.6 | 78.9 | 70.8 | 73.1 | 70.1 | 17.5 |
|
There is only one chemically distinct structure:
Found 
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