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Azogabazine; a photochromic antagonist of the GABAA receptor

Huckvale, R; Mortensen, M; Pryde, D; Smart, TG; Baker, JR; (2016) Azogabazine; a photochromic antagonist of the GABAA receptor. Organic & Biomolecular Chemistry , 14 pp. 6676-6678. 10.1039/c6ob01101b. Green open access

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Abstract

The design and synthesis of azogabazine is described, which represents a highly potent (IC50 = 23 nM) photoswitchable antagonist of the GABAA receptor. An azologization strategy is adopted, in which a benzyl phenyl ether in a high affinity gabazine analogue is replaced by an azobenzene, with resultant retention of antagonist potency. We show that cycling from blue to UV light, switching between trans and cis isomeric forms, leads to photochemically controlled antagonism of the GABA ion channel.

Type: Article
Title: Azogabazine; a photochromic antagonist of the GABAA receptor
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c6ob01101b
Publisher version: http://dx.doi.org/10.1039/c6ob01101b
Language: English
Additional information: This journal is copyright © The Royal Society of Chemistry 2016. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. See for more information: https://creativecommons.org/licenses/by/3.0/
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > Div of Biosciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > Div of Biosciences > Neuro, Physiology and Pharmacology
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: http://discovery.ucl.ac.uk/id/eprint/1502420
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