{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Olson JP"],"funding":["NIDA NIH HHS","Howard Hughes Medical Institute","NIMH NIH HHS","NINDS NIH HHS","NIGMS NIH HHS"],"pagination":["15948-54"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4097017"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["135(42)"],"pubmed_abstract":["Caged compounds are molecules rendered functionally inert by derivatization with a photochemical protecting group. We describe the design logic behind the development of a diethylaminocoumarin (DEAC) caging chromophore, DEAC450, that absorbs blue light strongly (ε450 = 43,000 M(-1) cm(-1)) and violet light 11-fold more weakly. The absorption minimum is in the wavelength range (340-360 nm) that is traditionally used for photolysis of many widely used nitroaromatic caged compounds (e.g., 4-carboxymethoxy-5,7-dinitroindolinyl(CDNI)-GABA). We used this chromophore to synthesize DEAC450-caged cAMP and found this probe was very stable toward aqueous hydrolysis in the electronic ground state but was photolyzed with a quantum efficiency of 0.78. When DEAC450-cAMP and CDNI-GABA where co-applied to striatal cholinergic interneurons, the caged compounds were photolyzed in an chromatically orthogonal manner using blue and violet light so as to modulate the neuronal firing rate in a bidirectional way."],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Spectral evolution of a photochemical protecting group for orthogonal two-color uncaging with visible light."],"pmcid":["PMC4097017"],"funding_grant_id":["MH085498","R01 NS069720","R01 GM053395","R01 MH085498","GM053395","NS069720","K99 DA034648"],"pubmed_authors":["Sabatini BL","Banghart MR","Olson JP","Ellis-Davies GC"],"additional_accession":[]},"is_claimable":false,"name":"Spectral evolution of a photochemical protecting group for orthogonal two-color uncaging with visible light.","description":"Caged compounds are molecules rendered functionally inert by derivatization with a photochemical protecting group. We describe the design logic behind the development of a diethylaminocoumarin (DEAC) caging chromophore, DEAC450, that absorbs blue light strongly (ε450 = 43,000 M(-1) cm(-1)) and violet light 11-fold more weakly. The absorption minimum is in the wavelength range (340-360 nm) that is traditionally used for photolysis of many widely used nitroaromatic caged compounds (e.g., 4-carboxymethoxy-5,7-dinitroindolinyl(CDNI)-GABA). We used this chromophore to synthesize DEAC450-caged cAMP and found this probe was very stable toward aqueous hydrolysis in the electronic ground state but was photolyzed with a quantum efficiency of 0.78. When DEAC450-cAMP and CDNI-GABA where co-applied to striatal cholinergic interneurons, the caged compounds were photolyzed in an chromatically orthogonal manner using blue and violet light so as to modulate the neuronal firing rate in a bidirectional way.","dates":{"release":"2013-01-01T00:00:00Z","publication":"2013 Oct","modification":"2025-04-22T00:58:48.129Z","creation":"2019-03-27T01:32:02Z"},"accession":"S-EPMC4097017","cross_references":{"pubmed":["24117060"],"doi":["10.1021/ja408225k"]}}