title: RuBiGABA-2: a hydrophilic caged GABA with long wavelength sensitivity.
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 ε(MAX) = 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.
authors.affiliation: Departamento de Química Inorgánica, Analítica y Química Física, INQUIMAE, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina.
authors.forename: Oscar
authors.initials: O
authors.lastname: Filevich
authors.forename: Roberto
authors.initials: R
authors.lastname: Etchenique
mesh_terms: D015082:2,2'-Dipyridyl / Q000031:analogs & derivatives* / Q000737:chemistry; D000818:Animals; D018682:GABA Agents / Q000008:administration & dosage* / Q000737:chemistry / Q000494:pharmacology; D005724:Ganglia / Q000166:cytology / Q000187:drug effects; D057927:Hydrophobic and Hydrophilic Interactions; D007865:Leeches / Q000166:cytology / Q000187:drug effects; D008027:Light; D009942:Organometallic Compounds / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D010782:Photolysis; D005680:gamma-Aminobutyric Acid / Q000008:administration & dosage* / Q000031:analogs & derivatives / Q000494:pharmacology
chemical_list: D018682:GABA Agents; D009942:Organometallic Compounds; D010720:Phosphines; C103599:bis(bipyridyl)ruthenium(II); D015082:2,2'-Dipyridyl; D005680:gamma-Aminobutyric Acid