Abstract

A new compound, 5-methyl-2-phenyl-1,2,3-triazole-5-hydrazid (PT) was designed and synthesized based on “click chemistry”. The fluorescence probe 5-methyl-2-phenyl-1,2,3-triazole-5-hydrazid Schiff base (PTSB) was further constructed by a chemical reaction between PT and 4-(diethylamino) salicylaldehyde. PTSB could be used to determine Al3+ in EtOH with high sensitivity and strong anti-interference performance by fluorescence and UV–vis spectroscopic methods. The limit of detection to Al3+ is 5.84 nM and it showed an obvious solvatochromic effect under ultraviolet light. Furthermore, the sensing mechanism of PTSB detecting Al3+ was confirmed in the form of planar structure and 1:1 complexation ratio based on MS, Job's plot, 1H NMR titration, DFT calculation, and the single-crystal structure of PTSB, respectively. PTSB showed less low cytotoxicity to HeLa cells and was successfully used for chromatic bioimaging Al3+ in HeLa cells. It is expected to be developed and utilized as a fluorescence probe for detecting Al3+ in vivo.

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