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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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

id	todo:paper_1474905X_v12_n9_p1565_Filevich
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spelling	todo:paper_1474905X_v12_n9_p1565_Filevich2023-10-03T16:18:17Z RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity Filevich, O. Etchenique, R. 2,2' bipyridine 4 aminobutyric acid bis(bipyridyl)ruthenium(II) drug derivative GABAergic receptor affecting agent organometallic compound phosphine derivative 2,2' bipyridine 4 aminobutyric acid 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 2,2'-Dipyridyl Animals GABA Agents gamma-Aminobutyric Acid Ganglia Hydrophobic and Hydrophilic Interactions Leeches Light Organometallic Compounds Phosphines Photolysis 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_1474905X_v12_n9_p1565_Filevich
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	2,2' bipyridine 4 aminobutyric acid bis(bipyridyl)ruthenium(II) drug derivative GABAergic receptor affecting agent organometallic compound phosphine derivative 2,2' bipyridine 4 aminobutyric acid 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 2,2'-Dipyridyl Animals GABA Agents gamma-Aminobutyric Acid Ganglia Hydrophobic and Hydrophilic Interactions Leeches Light Organometallic Compounds Phosphines Photolysis
spellingShingle	2,2' bipyridine 4 aminobutyric acid bis(bipyridyl)ruthenium(II) drug derivative GABAergic receptor affecting agent organometallic compound phosphine derivative 2,2' bipyridine 4 aminobutyric acid 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 2,2'-Dipyridyl Animals GABA Agents gamma-Aminobutyric Acid Ganglia Hydrophobic and Hydrophilic Interactions Leeches Light Organometallic Compounds Phosphines Photolysis Filevich, O. Etchenique, R. RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
topic_facet	2,2' bipyridine 4 aminobutyric acid bis(bipyridyl)ruthenium(II) drug derivative GABAergic receptor affecting agent organometallic compound phosphine derivative 2,2' bipyridine 4 aminobutyric acid 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 2,2'-Dipyridyl Animals GABA Agents gamma-Aminobutyric Acid Ganglia Hydrophobic and Hydrophilic Interactions Leeches Light Organometallic Compounds Phosphines Photolysis
description	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.
format	JOUR
author	Filevich, O. Etchenique, R.
author_facet	Filevich, O. Etchenique, R.
author_sort	Filevich, O.
title	RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
title_short	RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
title_full	RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
title_fullStr	RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
title_full_unstemmed	RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity
title_sort	rubigaba-2: a hydrophilic caged gaba with long wavelength sensitivity
url	http://hdl.handle.net/20.500.12110/paper_1474905X_v12_n9_p1565_Filevich
work_keys_str_mv	AT filevicho rubigaba2ahydrophiliccagedgabawithlongwavelengthsensitivity AT etcheniquer rubigaba2ahydrophiliccagedgabawithlongwavelengthsensitivity
_version_	1807315537270669312

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

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