Taxonomic group: bacteria / Firmicutes, Firmicutes, Proteobacteria, Proteobacteria, Proteobacteria, Proteobacteria
(Phylum: Firmicutes, Firmicutes, Proteobacteria, Proteobacteria, Proteobacteria, Proteobacteria)
Associated disease: infection due to Staphylococcus aureus [ICD11:
XN6BM 
];
infection due to Staphylococcus epidermidis [ICD11:
XN8KJ ];
infection due to Escherichia coli [ICD11:
XN6P4 ];
infection due to Bordetella bronchiseptica [ICD11:
XN173 ];
infection due to Yersinia pestis [ICD11:
XN6QS ]
NCBI PubMed ID: 19185294Publication DOI: 10.1016/j.carres.2008.12.021Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: M. Nitz <Lmnitz
chem.utoronto.ca>
Institutions: Department of Chemistry, University of Toronto, Toronto, ON, Canada M5S 3H6
A wide variety of medically important biofilm forming bacteria produce similar polysaccharide intracellular adhesins (PIAs). The PIA structures consist of partially de-N-acetylated β-(1→6)-N-acetylglucosamine polymers. These exopolysaccharides are key components of the bacterial biofilm matrix. Here, we describe the efficient synthesis of PIA oligosaccharides using an acid reversion reaction of N-acetylglucosamine in HF.pyridine. The PIA oligosaccharides produced by this reaction can be purified to homogeneity by size exclusion chromatography. Chemistry was developed to conjugate the PIA oligosaccharides to bovine serum albumin using a new heterobifunctional linker containing a thiol and an N-methylhydroxylamine functional group. These glycoconjugates may serve as useful precursors for the development of defined conjugate vaccines against PIA producing bacterial strains.
glycoconjugates, neoglycoproteins, Polysaccharide intercellular adhesin
Structure type: homopolymer
Location inside paper: fig. 1
Trivial name: PNAG, polysaccharide intercellular adhesin (PIA)
Compound class: EPS
Contained glycoepitopes: IEDB_135813,IEDB_137340,IEDB_141807,IEDB_151531,IEDB_753248
Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS, MALDI-MS, chemical methods
Synthetic data: chemical
Related record ID(s): 21552, 26120
NCBI Taxonomy refs (TaxIDs): 1280,
1282,
562,
518,
715,
632Reference(s) to other database(s): GTC:G11006VI
Show glycosyltransferases
There is only one chemically distinct structure:
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