Reen, FJ,Clarke, SL,Legendre, C,McSweeney, CM,Eccles, KS,Lawrence, SE,O'Gara, F,McGlacken, GP

2012

January

Organic & Biomolecular Chemistry

Structure-function analysis of the C-3 position in analogues of microbial behavioural modulators HHQ and PQS

Validated

()

PSEUDOMONAS QUINOLONE SIGNAL ANALYSIS REVEALS AERUGINOSA MOLECULES BIOFILMS CELL COMMUNICATION PHYSIOLOGY BIOSENSOR PRECURSOR

10

8903

8910

2-Heptyl-3-hydroxy-4-quinolone (PQS) and its precursor 2-heptyl-4-quinolone (HHQ) are key signalling molecules of the important nosocomial pathogen Pseudomonas aeruginosa. We have recently reported an interkingdom dimension to these molecules, influencing key virulence traits in a broad spectrum of microbial species and in the human pathogenic yeast Candida albicans. For the first time, targeted chemical derivatisation of the C-3 position was undertaken to investigate the structural and molecular properties underpinning the biological activity of these compounds in P. aeruginosa, and using Bacillus subtilis as a suitable model system for investigating modulation of interspecies behaviour.

DOI 10.1039/c2ob26823j