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A Novel 2-Phenyl-1,2,3-Triazole Derived Fluorescent Probe for Recyclable Detection of Al3+ in Aqueous Medium and Its Application

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—A novel 2-phenyl-1,2,3-triazole derived fluorescent probe HPTC ((2-hydroxybenzylidene)-2-phenyl-2H-1,2,3-triazole-4-carbohydrazide) has been designed and synthesized for recyclable detection of Al3+ in DMSO/Tris-HCl (pH 7.4) 1 : 100 v/v with high sensitivity and selectivity. A fluorescence enhancement of 97 folds at 457 nm can be realized upon addition of 10.0 equiv. Al3+ with excitation at 375 nm. The binding constant of HPTC with Al3+ and the detection limit of HPTC toward Al3+ were 1.67 × 105 M–1 and 8.875 × 10–8 M, respectively. In addition, the probe HPTC can detect Al3+ repeatedly in DMSO/Tris-HCl (pH 7.4) 1 : 100 v/v and the detection effect is not changed. The probe HPTC showed an excellent detection ability in a wide pH range from 3 to 10 and also in living cells. Furthermore, the Al3+ sensing mechanism was confirmed based on Job’s plot, 1H NMR titration, HR-MS, and DFT studies. Finally, HPTC-doped agarose hydrogel experiment suggests that the HPTC can recognize the Al3+ in solid state.

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Funding

The authors thank Youth Science and Technology Innovation Team of SWPU (project no. 2017CXTD05).

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Authors and Affiliations

  1. Oil and Gas Field Applied Chemistry Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, Southwest Petroleum University, 610500, Chengdu, China

    Zhengfeng Xie, Yunpeng Hao, Fanghua Sun, Junchi Ma, Xin Chen & Wei Shi

  2. School of Life Science and Engineering, Southwest Jiaotong University, 610031, Chengdu, China

    Zhen Li & Shun Feng

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  1. Zhengfeng Xie
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  2. Yunpeng Hao
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  3. Zhen Li
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  4. Fanghua Sun
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  7. Wei Shi
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Correspondence to Zhengfeng Xie or Shun Feng.

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Zhengfeng Xie, Hao, Y., Li, Z. et al. A Novel 2-Phenyl-1,2,3-Triazole Derived Fluorescent Probe for Recyclable Detection of Al3+ in Aqueous Medium and Its Application. Russ J Bioorg Chem 46, 627–641 (2020). https://doi.org/10.1134/S1068162020040214

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