Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors

Phenylazopyridines are photoisomerizable compounds with high potential to control biological functions with light. We have obtained a series of phenylazopyridines with light dependent activity as negative allosteric modulators (NAM) of metabotropic glutamate receptor subtype 5 (mGlu). Here we descri...

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Autores: Gómez-Santacana, Xavier|||0000-0001-8830-0494, Pittolo, Silvia|||0000-0002-5673-1692, Rovira, Xavier|||0000-0002-9764-9927, Lopez, Marc, Zussy, Charleine, Dalton, James A. R.|||0000-0002-5279-4581, Faucherre, Adèle, Jopling, Chris, Pin, Jean-Philippe|||0000-0002-1423-345X, Ciruela, Francisco|||0000-0003-0832-3739, Goudet, Cyril|||0000-0002-8255-3535, Giraldo, Jesús|||0000-0001-7082-4695, Gorostiza, Pau|||0000-0002-7268-5577, Llebaria, Amadeu|||0000-0002-8200-4827
Tipo de documento: artigo
Data de publicação:2017
País:España
Recursos:Universitat Autònoma de Barcelona
Repositório:Dipòsit Digital de Documents de la UAB
Idioma:inglês
OAI Identifier:oai:ddd.uab.cat:186140
Acesso em linha:https://ddd.uab.cat/record/186140
https://dx.doi.org/urn:doi:10.1021/acscentsci.6b00353
Access Level:Acceso aberto
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spelling Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptorsfrom the flask to the animalsGómez-Santacana, Xavier|||0000-0001-8830-0494Pittolo, Silvia|||0000-0002-5673-1692Rovira, Xavier|||0000-0002-9764-9927Lopez, MarcZussy, CharleineDalton, James A. R.|||0000-0002-5279-4581Faucherre, AdèleJopling, ChrisPin, Jean-Philippe|||0000-0002-1423-345XCiruela, Francisco|||0000-0003-0832-3739Goudet, Cyril|||0000-0002-8255-3535Giraldo, Jesús|||0000-0001-7082-4695Gorostiza, Pau|||0000-0002-7268-5577Llebaria, Amadeu|||0000-0002-8200-4827Phenylazopyridines are photoisomerizable compounds with high potential to control biological functions with light. We have obtained a series of phenylazopyridines with light dependent activity as negative allosteric modulators (NAM) of metabotropic glutamate receptor subtype 5 (mGlu). Here we describe the factors needed to achieve an operational molecular photoisomerization and its effective translation into in vitro and in vivo receptor photoswitching, which includes zebrafish larva motility and the regulation of the antinociceptive effects in mice. The combination of light and some specific phenylazopyridine ligands displays atypical pharmacological profiles, including light-dependent receptor overactivation, which can be observed both in vitro and in vivo. Remarkably, the localized administration of light and a photoswitchable compound in the peripheral tissues of rodents or in the brain amygdalae results in an illumination-dependent analgesic effect. The results reveal a robust translation of the phenylazopyridine photoisomerization to a precise photoregulation of biological activity. The cis - trans photoisomerization of phenylazopyridines, allowing mGlu receptor activity photoswitching in cells, is used in vivo to control zebrafish motility with light and analgesia in mice including peripheral and brain localized illumination. 22017-01-0120172017-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/186140https://dx.doi.org/urn:doi:10.1021/acscentsci.6b00353reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2014-57020-RMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 PCIN-2013-017-C03-01Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 PIE14/00034Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SAF2014-55700-PMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 PCIN-2013-019-C03-03Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SAF2014-58396-RAgència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2010/BP-A00194Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/FI_B01122Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/CTP00033Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/BE100597Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-1251Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-00109open accesshttp://purl.org/coar/access_right/c_abf2Aquest material està protegit per drets d'autor i/o drets afins. Podeu utilitzar aquest material en funció del que permet la legislació de drets d'autor i drets afins d'aplicació al vostre cas. Per a d'altres usos heu d'obtenir permís del(s) titular(s) de drets.https://rightsstatements.org/vocab/InC/1.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:1861402026-06-06T12:50:31Z
dc.title.none.fl_str_mv Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
from the flask to the animals
title Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
spellingShingle Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
Gómez-Santacana, Xavier|||0000-0001-8830-0494
title_short Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
title_full Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
title_fullStr Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
title_full_unstemmed Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
title_sort Illuminating phenylazopyridines to photoswitch metabotropic glutamate receptors
dc.creator.none.fl_str_mv Gómez-Santacana, Xavier|||0000-0001-8830-0494
Pittolo, Silvia|||0000-0002-5673-1692
Rovira, Xavier|||0000-0002-9764-9927
Lopez, Marc
Zussy, Charleine
Dalton, James A. R.|||0000-0002-5279-4581
Faucherre, Adèle
Jopling, Chris
Pin, Jean-Philippe|||0000-0002-1423-345X
Ciruela, Francisco|||0000-0003-0832-3739
Goudet, Cyril|||0000-0002-8255-3535
Giraldo, Jesús|||0000-0001-7082-4695
Gorostiza, Pau|||0000-0002-7268-5577
Llebaria, Amadeu|||0000-0002-8200-4827
author Gómez-Santacana, Xavier|||0000-0001-8830-0494
author_facet Gómez-Santacana, Xavier|||0000-0001-8830-0494
Pittolo, Silvia|||0000-0002-5673-1692
Rovira, Xavier|||0000-0002-9764-9927
Lopez, Marc
Zussy, Charleine
Dalton, James A. R.|||0000-0002-5279-4581
Faucherre, Adèle
Jopling, Chris
Pin, Jean-Philippe|||0000-0002-1423-345X
Ciruela, Francisco|||0000-0003-0832-3739
Goudet, Cyril|||0000-0002-8255-3535
Giraldo, Jesús|||0000-0001-7082-4695
Gorostiza, Pau|||0000-0002-7268-5577
Llebaria, Amadeu|||0000-0002-8200-4827
author_role author
author2 Pittolo, Silvia|||0000-0002-5673-1692
Rovira, Xavier|||0000-0002-9764-9927
Lopez, Marc
Zussy, Charleine
Dalton, James A. R.|||0000-0002-5279-4581
Faucherre, Adèle
Jopling, Chris
Pin, Jean-Philippe|||0000-0002-1423-345X
Ciruela, Francisco|||0000-0003-0832-3739
Goudet, Cyril|||0000-0002-8255-3535
Giraldo, Jesús|||0000-0001-7082-4695
Gorostiza, Pau|||0000-0002-7268-5577
Llebaria, Amadeu|||0000-0002-8200-4827
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
description Phenylazopyridines are photoisomerizable compounds with high potential to control biological functions with light. We have obtained a series of phenylazopyridines with light dependent activity as negative allosteric modulators (NAM) of metabotropic glutamate receptor subtype 5 (mGlu). Here we describe the factors needed to achieve an operational molecular photoisomerization and its effective translation into in vitro and in vivo receptor photoswitching, which includes zebrafish larva motility and the regulation of the antinociceptive effects in mice. The combination of light and some specific phenylazopyridine ligands displays atypical pharmacological profiles, including light-dependent receptor overactivation, which can be observed both in vitro and in vivo. Remarkably, the localized administration of light and a photoswitchable compound in the peripheral tissues of rodents or in the brain amygdalae results in an illumination-dependent analgesic effect. The results reveal a robust translation of the phenylazopyridine photoisomerization to a precise photoregulation of biological activity. The cis - trans photoisomerization of phenylazopyridines, allowing mGlu receptor activity photoswitching in cells, is used in vivo to control zebrafish motility with light and analgesia in mice including peripheral and brain localized illumination.
publishDate 2017
dc.date.none.fl_str_mv 2
2017-01-01
2017
2017-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/186140
https://dx.doi.org/urn:doi:10.1021/acscentsci.6b00353
url https://ddd.uab.cat/record/186140
https://dx.doi.org/urn:doi:10.1021/acscentsci.6b00353
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2014-57020-R
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 PCIN-2013-017-C03-01
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 PIE14/00034
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SAF2014-55700-P
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 PCIN-2013-019-C03-03
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SAF2014-58396-R
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2010/BP-A00194
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/FI_B01122
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/CTP00033
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2012/BE100597
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-1251
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2014/SGR-00109
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://rightsstatements.org/vocab/InC/1.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
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dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
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