1193501-23-3Relevant academic research and scientific papers
Fluorogenic compounds converted to fluorophores by photochemical or chemical means and their use in biological systems
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Page/Page column 29; 30, (2010/03/02)
Fluorophores derived from photoactivatable azide-pi-acceptor fluorogens or from a thermal reaction of an azide-pi-acceptor fluorogen with an alkene or alkyne are disclosed. Fluorophores derived from a thermal reaction of an alkyne-pi-acceptor fluorogen with an azide are also disclosed. The fluorophores can readily be activated by light and can be used to label a biomolecule and imaged on a single-molecule level in living cells.
Azido push-pull fluorogens photoactivate to produce bright fluorescent labels
Lord, Samuel J.,Lee, Hsiao-Lu D.,Samuel, Reichel,Weber, Ryan,Liu, Na,Conley, Nicholas R.,Thompson, Michael A.,Twieg, Robert J.,Moerner
experimental part, p. 14157 - 14167 (2011/04/24)
Dark azido push-pull chromophores have the ability to be photoactivated to produce bright fluorescent labels suitable for single-molecule imaging. Upon illumination, the aryl azide functionality in the fluorogens participates in a photochemical conversion to an aryl amine, thus restoring charge-transfer absorption and fluorescence. Previously, we reported that one compound, DCDHF-V-P-azide, was photoactivatable. Here, we demonstrate that the azide-to-amine photoactivation process is generally applicable to a variety of push-pull chromophores, and we characterize the photophysical parameters including photoconversion quantum yield, photostability, and turn-on ratio. Azido push-pull fluorogens provide a new class of photoactivatable singlemolecule probes for fluorescent labeling and super-resolution microscopy. Lastly, we demonstrate that photoactivated push-pull dyes can insert into bonds of nearby biomolecules, simultaneously forming a covalent bond and becoming fluorescent (fluorogenic photoaffinity labeling).
