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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Salicylaldehyde hydrazones as fluorescent probes for zinc ion in aqueous solution of physiological pH
Na Li1, Yu Xiang, Xiaotong Chen
1The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China.
Abstract:
Salicylaldehyde hydrazones of 1 and 2 were synthesized and their potential as fluorescent probes for zinc ion was investigated in this paper. Both of the probes were found to show fluorescence change upon binding with Zn(2+) in aqueous solutions, with good selectivity to Zn(2+) over other metal ions such as alkali/alkali earth metal ions and heavy metal ions of Pb(2+), Cd(2+) and Hg(2+). They showed 1:2 metal-to-ligand ratio when their Zn(2+) complex was formed. By introducing pyrene as fluorophore, 2 showed interesting ratiometric response to Zn(2+). Under optimal condition, 2 exhibited a linear range of 0-5.0 microM and detection limit of 0.08 microM Zn(2+) in aqueous buffer, respectively. The detection of Zn(2+) in drinking water samples using 2 as fluorescent probe was successful.
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