Abstract
Synthesis and fluorescence properties of stable nitroxide free radicals (10a, 11a, 12a, 14a, 20a, 21a) and their amine (10b, 11b, 12b, 14b, 20b, 21b) precursors covalently linked to dansyl or 3- and 4-aminophthalimide are reported. The best intramolecular quenching is achieved when the fluorophore and the nitroxide are in the closest possible position
Highlights
Fluorescence and spin double sensors are important probe molecules for detecting free radicals both in condensed-1-4 and gas-phases[5]. Their sensing ability is based on the energy transfer from a donor moiety to an acceptor moiety which results in quenched fluorescence
Reactive Oxygen Species (ROS) production can be followed on the basis of either fluorescence quenching or the EPR detectable appearance of nitroxide
We have developed a sensor molecule for biological application, called DanePy1 1b, which is readily oxidized by ROS to nitroxide 1a (Scheme 1)
Summary
Fluorescence and spin double sensors are important probe molecules for detecting free radicals both in condensed-1-4 and gas-phases[5]. E. to achieve better ratio of emission maxima of amine versus nitroxide we investigated compound 13.17 The sodium salt of 13 was alkylated in dimethylformamide/THF mixture with freshly released 2-(diethylamino)ethyl chloride to give compound 14a, which was reduced to 14b with Fe powder in AcOH (Scheme 4).
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