4.8 Article

Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes

Journal

ORGANIC LETTERS
Volume 21, Issue 10, Pages 3780-3784

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01222

Keywords

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Funding

  1. MINECO/FEDER [CTQ2015-65439-R, CTQ2016-80066-R, CTQ2016-75363-R, CTQ2017-83745-P]
  2. AGAUR/Generalitat de Catalunya (CERCA Programme) [2017-SGR-00465, 2017-SGR-1442]
  3. Human Brain Project WAVE SCALES projects
  4. Fundaluce foundation
  5. Deutsche Forschungsgemeinschaft [SFB677]
  6. Generalitat de Catalunya
  7. [BES-2014-068169]

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Photoswitchable neurotransmitters of iono-tropic 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.

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