Tesis doctorales: TESEO

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Ministerio de Universidades - Gobierno de España

Título: NEW AZOBENZENE-BASED PHOTOSWITCHES FOR TWO-PHOTON OPTICAL CONTROL OF NEURONAL RECEPTORS
Autor: Gascon Moya, Marta
Universidad: Universidad Autónoma de Barcelona
Departamento: Quimica
Fecha de Lectura: 20/06/2014
Mención Europeo / Mención Internacional: Concedido
Programa de doctorado: Quimica
Dirección:
- HERNANDO CAMPOS, JORDI (DIRECTOR)
- Busqué Sánchez, Félix (DIRECTOR)
- ALIBES ARQUES, RAMÓN (DIRECTOR)
Tribunal:
- FONT CIERCO, JOSEP (PRESIDENTE)
- Llebaria Soldevila, Amadeu (SECRETARIO)
- Andreásson, Joakim (VOCAL)
Descriptores:
- DISEÑO SINTESIS Y ESTUDIO DE NUEVOS FARMACOS
Localización: BIBLIOTECA DE COMUNICACIÓN Y HEMEROTECA GENERAL UAB

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Resumen:
The development of optical methods for remote and non-invasive control of biological functions has recently emerged as a promising area of research. To attain this goal, it has been proposed the design of molecular photoswitches capable of regulating cellular activity upon reversible light-induced interconversion between their two states. Gorostiza et al. have demonstrated that photoinduced trans-cis isomerisation of azobenzene derivatives using UV-vis light allows the ion channels in neurons to be gated on demand. In spite of their successful performance, operation of these systems under irradiation with NIR light would be highly desired, since it has more penetration depth in biological tissues as well as causes less biological damage than UV-vis light. In view of this situation, this project pursues the development of a new series of photoswitches allowing light-induced control with IR light of the neuronal ion channels regulated by ionotropic glutamate receptors (iGluR). With this aim, two different strategies have been explored: (i) two-photon sensitised photoisomerisation of their azobenzene switch; and (ii) direct two-photon photoisomerisation of their azobenzene switch. On the former, an additional unit has been incorporated to the original photoswitch structure reported by Gorostiza et al. This new fragment should act as a sensitiser, absorbing NIR light via a non-linear optical process and then transferring its electronic excitation energy to the azobenzene group, which should eventually undergo photoisomerisation. On the other hand, the second strategy requires push-pull substitution of the azoaromatic group to enhance the intrinsic two-photon absorption cross-section of the system. To validate these approaches, two types of molecular photoswitches have been prepared and their photochemical activities have been tested both in solution and in biological tissues.

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