Easily Accessible, Highly Potent, Photocontrolled Modulators of Bacterial Communication

Mickel Hansen, Jacques Hille, Wiktor Szymanski, Arnold Driessen, B.L. Feringa*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

16 Citaten (Scopus)
1 Downloads (Pure)

Samenvatting

External control of bacterial communication—quorum sensing—allows for the regulation of a multitude of biological processes. Herein, we describe the development of a new synthetic methodology, as well as the characterization, photoisomerization, and biological evaluation of a privileged series of novel photoswitchable quorum-sensing agonists and antagonists. The presented method allows for the rapid and convenient synthesis of previously unknown photoswitchable agonists with up to 70% quorum-sensing induction and inhibitors reaching up to 40% inhibition, which significantly extends the level of photocontrol over bacterial communication achieved before. Remarkably, for the lead photoswitchable agonist, a >700-fold difference in activity was observed between the irradiated and non-irradiated forms, which allows for antagonism to -agonism switching upon exposure to light, showing levels of control unprecedented in photopharmacology. Finally, utilizing this system, we were able to regulate toxin production in Pseudomonas aeruginosa with light.
Originele taal-2English
Pagina's (van-tot)1293-1301
TijdschriftChem
Volume5
Nummer van het tijdschrift5
DOI's
StatusPublished - 15-apr-2019

Citeer dit