Structure-function analysis of the C-3 position in analogues of microbial behavioural modulators HHQ and PQS.
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.
BIOMERIT Research Centre, Department of Microbiology, University College Cork, Ireland.
F Jerry
FJ
Reen
Sarah L
SL
Clarke
Claire
C
Legendre
Christina M
CM
McSweeney
Kevin S
KS
Eccles
Simon E
SE
Lawrence
Fergal
F
O'Gara
Gerard P
GP
McGlacken
D042462:4-Quinolones / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D001412:Bacillus subtilis / Q000502:physiology*; D018441:Biofilms; D002460:Cell Line; D006801:Humans; D008958:Models, Molecular; D011550:Pseudomonas aeruginosa / Q000502:physiology*; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D053038:Quorum Sensing
C407944:2-heptyl-3-hydroxy-4-quinolone; C528166:2-heptyl-4-quinolone; D042462:4-Quinolones; D015363:Quinolones