A triazole‐based fluorescence probe for detecting Hg²⁺ ions and its biological application

Abstract

A new compound, ethyl 5-phenyl-2-(p-tolyl)-2H-1,2,3-triazole-4-carboxylate was successfully introduced and synthesized as a novel rhodamine B derivative named REPPC, and characterized by 1 H nuclear magnetic resonance (NMR), 13 C NMR, and high resolution mass spectrometry (HRMS). It showed an obvious fluorescence and UV-visible light absorption enhancement towards Hg 2+ ion without interference from common metal ions in N,N-dimethylformamide-H 2 O (pH 7.4). The spirolactam ring moiety of rhodamine in REPPC was converted to the open-ring form generating a 1:1 complex with the intervention of a mercury ion, verified by electrospray ionization-mass spectroscopy testing and density functional theory calculation.REPPC was used to visualize the level of mercury ions in living HeLa cells with encouraging results. KEYWORDSbinding mechanism, bio-imaging, ethyl 5-phenyl-2-(p-tolyl)-2H-1,2,3-triazole-4-carboxylate, mercury ion As shown in Scheme 1, first rhodamine B hydrazide 1 was synthesized according to a reported procedure. [15] Next, 20 ml of ethanol was used SCHEME 1 Synthesis route of REPPC. 130LIU ET AL. 0 3 shows the corresponding colour photograph for REPPC in the presence of different metal ions. There was a 615-fold increase in fluorescence signal at 577 nm for the REPPC-Hg 2+ system; this result suggested that REPPC can be used as a sensor to detect Hg 2+ using FIGURE 1 Effect of pH on the fluorescence signal of REPPC and the REPPC-mercury complex 132 LIU ET AL.

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