Easily Accessible, Highly Potent, Photocontrolled Modulators of Bacterial CommunicationHansen, M., Hille, J., Szymanski, W., Driessen, A. & Feringa, B. L., 15-Apr-2019, In : Chem. 5, 5, p. 1293-1301
Research output: Contribution to journal › Article › Academic › peer-review
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.
|Publication status||Published - 15-Apr-2019|