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

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...

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Detalles Bibliográficos
Autores principales: Filevich, O., Etchenique, R.
Formato: JOUR
Materias:
2,2' bipyridine
4 aminobutyric acid
bis(bipyridyl)ruthenium(II)
drug derivative
GABAergic receptor affecting agent
organometallic compound
phosphine derivative
animal
article
chemical phenomena
chemistry
cytology
drug effect
ganglion
leech
light
photolysis
analogs and derivatives
drug effects
2,2'-Dipyridyl
Animals
GABA Agents
gamma-Aminobutyric Acid
Ganglia
Hydrophobic and Hydrophilic Interactions
Leeches
Light
Organometallic Compounds
Phosphines
Photolysis
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_1474905X_v12_n9_p1565_Filevich
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario: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. © 2013 The Royal Society of Chemistry and Owner Societies.

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