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A naked eye fluorescent chemosensor for Zn2+ based on triphenylamine derivative and its bioimaging in live cells

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Abstract

A novel Zn2+ fluorescent probe Nʹ-((4′-(diphenylamino)-4-hydroxy-[1,1′-biphenyl]-3-yl)methylene)-2-hydroxybenzohydrazide (TPA-HPH) with a larger Stokes shift (210 nm) was designed and synthesized, which was seen to be highly selective and sensitive to Zn2+ ion over other metal ions in the system of MeCN:H2O (V/V = 6:4, pH = 7.0). Meanwhile, it was observed that the TPA-HPH solution changed from colorless to yellow by “naked eye” when Zn2+ was added. Under optimized conditions, the fluorescence intensity of the probe showed a good linear relationship with Zn2+ ion concentration in the range of 0–10 μM with a low detection limit of 7.3 × 10−10 M. The fluorescent mechanism was proposed. Most importantly, TPA-HPH could realize on-site monitor and live cell imaging for Zn2+ ion.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (Nos. 11875161 and 11804146); Natural Science Foundation of Hunan Province (No. 2016JJ5003); the Research Foundation of Education Bureau of Hunan Province (No. 17B223); the Program of Innovative Research for Postgraduate of Hunan Province [CX2018B595] and the Program of Innovative Research for Postgraduate of University of South China [2018KYY052].

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Correspondence to Qinghua Hu or Hongqing Wang.

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Liu, B., Tan, Y., Hu, Q. et al. A naked eye fluorescent chemosensor for Zn2+ based on triphenylamine derivative and its bioimaging in live cells. Chem. Pap. 73, 3123–3134 (2019). https://doi.org/10.1007/s11696-019-00853-3

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  • DOI: https://doi.org/10.1007/s11696-019-00853-3

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