Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes

Gisela Cabré, Aida Garrido-Charles, Àngels González-Lafont, Widukind Moormann, Daniel Langbehn, David Egea, José M. Lluch, Rainer Herges, Ramon Alibés, Félix Busqué, Pau Gorostiza, Jordi Hernando

Research output: Contribution to journalArticleResearch

12 Citations (Scopus)

Abstract

© 2019 American Chemical Society. Photoswitchable neurotransmitters of ionotropic kainate receptors were synthesized by tethering a glutamate moiety to disubstituted C2-bridged azobenzenes, which were prepared through a novel methodology that allows access to diazocines with higher yields and versatility. Because of the singular properties of these photochromes, photoisomerizable compounds were obtained with larger thermal stability for their inert cis isomer than for their biologically activity trans state. This enabled selective neuronal firing upon irradiation without background activity in the dark.
Original languageEnglish
Pages (from-to)3780-3784
Number of pages5
JournalOrganic Letters
Volume21
Issue number10
DOIs
Publication statusPublished - 17 May 2019

Keywords

  • ANTAGONIST
  • CYCLIC AZOBENZENE
  • METABOTROPIC GLUTAMATE RECEPTORS
  • OPTICAL CONTROL
  • PHARMACOLOGY
  • PHOTOCHROMIC AGONIST
  • SOLVENT
  • TRANS

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