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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Publicado: 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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spelling 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