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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2013
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1474905X_v12_n9_p1565_Filevich http://hdl.handle.net/20.500.12110/paper_1474905X_v12_n9_p1565_Filevich |
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paper:paper_1474905X_v12_n9_p1565_Filevich2023-06-08T16:17:40Z RuBiGABA-2: A hydrophilic caged GABA with long wavelength sensitivity 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. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1474905X_v12_n9_p1565_Filevich 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 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. |
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 |
publishDate |
2013 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1474905X_v12_n9_p1565_Filevich http://hdl.handle.net/20.500.12110/paper_1474905X_v12_n9_p1565_Filevich |
_version_ |
1768541767607517184 |