Double-detecting fluorescent sensor for ATP based on Cu²⁺ and Zn²⁺ response of hydrazono-bis-tetraphenylethylene

Although all kinds of sensors with unique detecting ability for one guest were reported, the fluorescence sensor with multiple detecting abilities was seldom presented. This work designed and synthesized a novel AIE fluorescence probe bearing double detecting for ATP based on Cu²⁺ and Zn²⁺ response of hydrazono-bis-tetraphenylethylene (Bis-TPE). Bis-TPE was prepared in 82% yield with simple procedure. It exhibited strong red AIE fluorescence based on the large conjugated electron effect in aqueous media. It showed outstanding selective sensing abilities for Cu²⁺ by strong fluorescence quenching and for Zn²⁺ by red-orange fluorescence change. The sensing mechanism of 1:1 stoichiometric ratios was confirmed by ¹H NMR and MS study. The strong red fluorescence of Bis-TPE + Cu²⁺ system could be recovered by adding ATP. The orange fluorescence of Bis-TPE + Zn²⁺ system could be quenched by adding Cu²⁺ and then was recovered by adding ATP. These double detecting abilities for ATP with the "off-on" red fluorescence in Bis-TPE + Cu²⁺ system and "allochroic-off-on" orange fluorescence in Bis-TPE + Zn²⁺+Cu²⁺ system were successfully applied to test Cu²⁺, Zn²⁺ and ATP in test paper and living cell imaging, displaying the good application prospects for sensing Cu²⁺, Zn²⁺ and double detecting ATP in the complicated environment.