Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure

Flaviana Di Lorenzo*, Alba Silipo, Thomas Matier, Anna Hanuszkiewicz, J. Stuart Elborn, Rosa Lanzetta, Luisa Sturiale, Andrea Scamporrino, Domenico Garozzo, Miguel A. Valvano, Michael M. Tunney, Antonio Molinaro

*Corresponding author for this work

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

We report the first complete structural characterization of the lipopolysaccharide (LPS) from a cystic fibrosis (CF) clinical isolate of Prevotella denticola (B003V1S1X). Chemical, spectroscopic, and spectrometric analyses revealed a unique rough-type LPS (LOS) structure. The structure has a highly negatively charged heptasaccharide core region containing hexoses, with the first two sugars, 3-deoxy-D-manno-oct-2-ulosonic acid (Kdo) and mannose, highly phosphorylated. Furthermore, the lipid A moiety has the typical structure for the genus Prevotella, and was also highly phosphorylated.

Original languageEnglish
Pages (from-to)1732-1738
Number of pages7
JournalEuropean Journal of Organic Chemistry
Volume2016
Issue number9
Early online date29 Feb 2016
DOIs
Publication statusPublished - 23 Mar 2016

Keywords

  • Bacteria
  • Carbohydrates
  • NMR spectroscopy
  • Oligosaccharides
  • Structure elucidation

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

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    Di Lorenzo, F., Silipo, A., Matier, T., Hanuszkiewicz, A., Elborn, J. S., Lanzetta, R., Sturiale, L., Scamporrino, A., Garozzo, D., Valvano, M. A., Tunney, M. M., & Molinaro, A. (2016). Prevotella denticola Lipopolysaccharide from a Cystic Fibrosis Isolate Possesses a Unique Chemical Structure. European Journal of Organic Chemistry, 2016(9), 1732-1738. https://doi.org/10.1002/ejoc.201600037