These authors contributed equally to this work.
Azo-Propofols: Photochromic Potentiators of GABAA Receptors†
Article first published online: 11 SEP 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 42, pages 10500–10504, October 15, 2012
How to Cite
Stein, M., Middendorp, S. J., Carta, V., Pejo, E., Raines, D. E., Forman, S. A., Sigel, E. and Trauner, D. (2012), Azo-Propofols: Photochromic Potentiators of GABAA Receptors . Angew. Chem. Int. Ed., 51: 10500–10504. doi: 10.1002/anie.201205475
We thank Dr. Peter Mayer (LMU Munich) for the determination of the X-ray structure. M. S. is grateful to the Fonds der Chemischen Industrie for a Ph.D. fellowship. This work was supported by the Swiss National Science Foundation grants 31003A-132806/1 (E.S.) and the European Science Foundation (ERC grant No 268795 to D.T.) and the National Institutes of Health (GM089745 to S.A.F and GM087316 to D.E.R.). GABA=γ-aminobutyric acid.
- Issue published online: 10 OCT 2012
- Article first published online: 11 SEP 2012
- Manuscript Received: 11 JUL 2012
- Fonds der Chemischen Industrie
- Swiss National Science Foundation. Grant Number: 31003A-132806/1
- European Science Foundation. Grant Number: 268795
- National Institutes of Health. Grant Numbers: GM08974, GM087316
- azo compounds;
- GABA receptors;
- ion channels;
Shine and rise! GABAA receptors are ligand-gated chloride ion channels that respond to γ-aminobutyric acid (GABA), which is the major inhibitory neurotransmitter of the mammalian central nervous system. Azobenzene derivatives of propofol, such as compound 1 (see scheme), increase GABA-induced currents in the dark form and lose this property upon light exposure and thus function as photochromic potentiators. Compound 1 can be employed as a light-dependent general anesthetic in translucent tadpoles.