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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: necrotising pneumonia [ICD11: CA40

, ICD11: CA43.0

, ICD11: XN3PW

]

NCBI PubMed ID: 20409536
Publication DOI: 10.1016/j.carres.2010.03.029
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: P.Cescutti <pcescutti

units.it>
Institutions: Department of Life Sciences, University of Trieste, Via L. Giorgieri 1, Bdg C11, I-34127 Trieste, Italy

The repeating unit of cepacian, the exopolysaccharide produced by the majority of the microorganisms belonging to the Burkholderia cepacia complex, was isolated from inner bacterial membranes and investigated by mass spectrometry, with and without prior derivatisation. Interpretation of the mass spectra led to the determination of the biological repeating unit primary structure, thus disclosing the nature of the oligosaccharide produced in vivo. Moreover, mass spectra recorded on the native sample revealed that acetyl substitution was very variable, producing a mixture of repeating units containing zero to four acyl groups. At the same time, finding acetylated oligosaccharides showed that binding of these substituents occurred in the cellular periplasmic space, before the polymerisation process took place. In the chromatographic peak containing the repeating unit, oligosaccharides shorter than the repeating unit co-eluted. Mass spectrometric analysis showed that they were biosynthetic intermediates of the repeating unit and further investigation revealed the biosynthetic sequence of cepacian building block.

structure, polysaccharide, repeating unit, ESI-MS, Burkholderia cepacia complex

Structure type: oligomer
Location inside paper: p.1455, fig.1
Trivial name: repeating unit
Contained glycoepitopes: IEDB_114708,IEDB_115136,IEDB_130701,IEDB_136044,IEDB_136906,IEDB_137472,IEDB_1394181,IEDB_140630,IEDB_141794,IEDB_144983,IEDB_151528,IEDB_152206,IEDB_190606,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88

Methods: ESI-MS, acid hydrolysis, permethylation

Related record ID(s): 25927
NCBI Taxonomy refs (TaxIDs): 292
Reference(s) to other database(s): GTC:G51884VS, GlycomeDB:38091
Show glycosyltransferases

There is only one chemically distinct structure:

C[C@H]1O[C@H](O[C@@H]2[C@@H](C(=O)O)O[C@H](O[C@@H]3[C@H](O)[C@@H](O[C@H]([C@@H](O)CO)[C@H](O)[C@H](O)CO)O[C@H](CO[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize