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

doi:10.1021/acs.orglett.9b01222

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

Producción científica: Contribución a una revista › Artículo › Investigación › revisión exhaustiva

41 Citas (Scopus)

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© 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.

Idioma original	Inglés
Páginas (desde-hasta)	3780-3784
Número de páginas	5
Publicación	ORGANIC LETTERS
Volumen	21
N.º	10
DOI	https://doi.org/10.1021/acs.orglett.9b01222
Estado	Publicada - 17 may 2019

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title = "Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes",

abstract = "{\textcopyright} 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.",

keywords = "ANTAGONIST, CYCLIC AZOBENZENE, METABOTROPIC GLUTAMATE RECEPTORS, OPTICAL CONTROL, PHARMACOLOGY, PHOTOCHROMIC AGONIST, SOLVENT, TRANS",

author = "Gisela Cabr{\'e} and Aida Garrido-Charles and {\`A}ngels Gonz{\'a}lez-Lafont and Widukind Moormann and Daniel Langbehn and David Egea and Lluch, {Jos{\'e} M.} and Rainer Herges and Ramon Alib{\'e}s and F{\'e}lix Busqu{\'e} and Pau Gorostiza and Jordi Hernando",

year = "2019",

month = may,

day = "17",

doi = "10.1021/acs.orglett.9b01222",

language = "English",

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T1 - Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes

AU - Cabré, Gisela

AU - Garrido-Charles, Aida

AU - González-Lafont, Àngels

AU - Moormann, Widukind

AU - Langbehn, Daniel

AU - Egea, David

AU - Lluch, José M.

AU - Herges, Rainer

AU - Alibés, Ramon

AU - Busqué, Félix

AU - Gorostiza, Pau

AU - Hernando, Jordi

PY - 2019/5/17

Y1 - 2019/5/17

N2 - © 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.

AB - © 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.

KW - ANTAGONIST

KW - CYCLIC AZOBENZENE

KW - METABOTROPIC GLUTAMATE RECEPTORS

KW - OPTICAL CONTROL

KW - PHARMACOLOGY

KW - PHOTOCHROMIC AGONIST

KW - SOLVENT

KW - TRANS

UR - http://www.mendeley.com/research/synthetic-photoswitchable-neurotransmitters-based-bridged-azobenzenes

U2 - 10.1021/acs.orglett.9b01222

DO - 10.1021/acs.orglett.9b01222

M3 - Article

C2 - 31070376

SN - 1523-7060

VL - 21

SP - 3780

EP - 3784

JO - ORGANIC LETTERS

JF - ORGANIC LETTERS

IS - 10

ER -

Synthetic Photoswitchable Neurotransmitters Based on Bridged Azobenzenes

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