Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes
Cabré Segura, Gisela (Universitat Autònoma de Barcelona. Departament de Química)
Garrido Charles, Aida (Institut de Bioenginyeria de Catalunya)
González-Lafont, Àngels (Universitat Autònoma de Barcelona. Departament de Química)
Moormann, Widukind (Christian Albrechts University Kiel. Otto Diels-Institute of Organic Chemistry)
Langbehn, Daniel (Christian Albrechts University Kiel. Otto Diels-Institute of Organic Chemistry)
Egea, David (Universitat Autònoma de Barcelona. Departament de Química)
Lluch López, Josep Maria (Universitat Autònoma de Barcelona. Institut de Biotecnologia i de Biomedicina "Vicent Villar Palasí")
Herges, Rainer (Christian Albrechts University Kiel. Otto Diels-Institute of Organic Chemistry)
Alibes, Ramón (Universitat Autònoma de Barcelona. Departament de Química)
Busqué Sánchez, Félix (Universitat Autònoma de Barcelona. Departament de Química)
Gorostiza, Pau (Institut de Bioenginyeria de Catalunya)
Hernando Campos, Jordi (Universitat Autònoma de Barcelona. Departament de Química)

Date:	2019
Abstract:	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.
Grants:	Ministerio de Economía y Competitividad CTQ2015-65439-R Agencia Estatal de Investigación CTQ2016-80066-R Agencia Estatal de Investigación CTQ2016-75363-R Agencia Estatal de Investigación CTQ2017-83745-P Agència de Gestió d'Ajuts Universitaris i de Recerca 2017/SGR-465 Agència de Gestió d'Ajuts Universitaris i de Recerca 2017/SGR-1442 Ministerio de Economía y Competitividad BES-2014-068169
Note:	Altres ajuts: CERCA Programme/Generalitat de Catalunya, Generalitat de Catalunya pre-doctoral FI grant
Rights:	Tots els drets reservats.
Language:	Anglès
Document:	Article ; recerca ; Versió acceptada per publicar
Subject:	Azo Compounds ; Isomerism ; Kainic Acid ; Molecular Structure ; Neurons ; Neurotransmitter Agents ; Photochemical Processes
Published in:	Organic Letters, Vol. 21, Issue 10 (May 2019) , p. 3780-3784, ISSN 1523-7052

DOI: 10.1021/acs.orglett.9b01222
PMID: 31070376

Postprint 39 p, 2.7 MB

The record appears in these collections:
Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Synthesis of Bioactive Organic Compounds and Functional Materials (SynOrgFUN)
Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Group in Electrochemistry, Photochemistry and Organic Reactivity (GEFRO)
Research literature > UAB research groups literature > Research Centres and Groups (research output) > Health sciences and biosciences > Institut de Biotecnologia i de Biomedicina (IBB)
Articles > Research articles
Articles > Published articles