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A new naked-eye fluorescent chemosensor for Cu(II) and its practical applications

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Abstract

A new rhodamine spirolactam derivative as a naked-eye and fluorescent chemosensor (1) for copper(II) with excellent antijamming capability was synthesized by using 1-(pyrazin-2-yl)hydrazine and rhodamine B as starting materials. Introducing of pyrazinyl hydrazine increased its solubility in water. In the presence of Cu2+, the solution color of 1 changed from colorless to amaranth. At the same time, a strong fluorescence at 575 nm was turned on. The absolute fluorescence quantum yield of 1 without or with two equivalents of Cu2+ was increased from 0.010 to 0.298. The limit of detection was determined to be 89.9 nM. The stoichiometry between 1 and Cu2+ was determined 1:2 through job’s plot. Based on the results of mass spectra, absorption and fluorescence spectra, as well as the theoretical calculations, a ring-opening process of the spirolactam form of 1 induced by Cu2+and further hydrolysis was proposed. The colorimetric test strips were made for 1 to recognize Cu2+ quickly and conveniently. Furthermore, 1 was applied to image Cu2+ in HepG2 living cells.

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Wang, Y., Wang, Y., Guo, F. et al. A new naked-eye fluorescent chemosensor for Cu(II) and its practical applications. Res Chem Intermed 47, 3515–3528 (2021). https://doi.org/10.1007/s11164-021-04489-5

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