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Dual-function chemosensors that combine the capability of colorimetric and fluorimetric detection of Cu 2+ are still relatively rare. Herein, we report that a 3-hydroxyflavone derivative ( E )-2-(4-(dimethylamino)styryl)-3-hydroxy-4 H -chromen-4-one ( 4 ), which is a red-emitting fluorophore, could serve as a reversible colorimetric and fluorescence "turn-off" chemosensor for the detection of Cu 2+ . Upon addition of Cu 2+ to 4 in neutral aqueous solution, a dramatic color change from yellow to purple-red was clearly observed, and its fluorescence was markedly quenched, which was attributed to the complexation between the chemosensor and Cu 2+ . Conditions of the sensing process had been optimized, and the sensing studies were performed in a solution of ethanol/phosphate buffer saline ( v / v = 3:7, pH = 7.0). The sensing system exhibited high selectivity towards Cu 2+ . The limit of naked eye detection of Cu 2+ was determined at 8 × 10 -6 mol/L, whereas the fluorescence titration experiment showed a detection limit at 5.7 × 10 -7 mol/L. The complexation between 4 and Cu 2+ was reversible, and the binding constant was found to be 3.2 × 10 4 M -1 . Moreover, bioimaging experiments showed that 4 could penetrate the cell membrane and respond to the intracellular changes of Cu 2+ within living cells, which indicated its potential for biological applications.

A Reversible Colorimetric and Fluorescence “Turn-Off” Chemosensor for Detection of Cu2+ and Its Application in Living Cell Imaging