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RuBiGABA-2: a hydrophilic caged GABA with long wavelength sensitivity

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Abstract

We have devised a new caged GABA based on ruthenium bipyridyl coordination chemistry. This phototrigger delivers GABA upon irradiation with wavelengths up to 532 nm undergoing heterolytic photocleavage, in a clean and very fast (a few nanoseconds) photoreaction. With an absorptivity coefficient εMAX = 5300 M−1 cm−1 at 447 nm and a quantum efficiency ϕ ~ 0.09, RuBiGABA-2 is among the most active caged-GABAs, especially at long wavelengths. This highly hydrophilic caged GABA can be synthesized in a simple one-pot reaction. The synthesis, chemical characterization and photochemical properties are presented. Finally, the usefulness of this caged compound is demonstrated by photodelivering free GABA on leech motoneurons.

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Authors and Affiliations

  1. Departamento de Química Inorgánica, Analítica y Química Física, INQUIMAE, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, C1428EHA, Buenos Aires, Argentina

    Oscar Filevich & Roberto Etchenique

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  1. Oscar Filevich
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  2. Roberto Etchenique
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Correspondence to Roberto Etchenique.

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Electronic supplementary information (ESI) available. See DOI: 10.1039/c3pp25248e

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Filevich, O., Etchenique, R. RuBiGABA-2: a hydrophilic caged GABA with long wavelength sensitivity. Photochem Photobiol Sci 12, 1565–1570 (2013). https://doi.org/10.1039/c3pp25248e

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