Abstract

A novel fluorescent turn-on chemosensor DHADC ((E)-3-((4-(diethylamino)-2-hydroxybenzylidene)amino)-2,3-dihydrothiophene-2-carboxamide) has been developed and used to detect Zn2+ and CN−. Compound DHADC displayed a notable fluorescence increase with Zn2+. The limit of detection (2.55 ± 0.05 μM) for zinc ion was far below the standard (76 μM) of the WHO (World Health Organization). In particular, compound DHADC could be applied to determine Zn2+ in real samples, and to image Zn2+ in both HeLa cells and zebrafish. Additionally, DHADC could detect CN− through a fluorescence enhancement with little inhibition with the existence of other types of anions. The detection processes of compound DHADC for Zn2+ and CN− were demonstrated with various analytical methods like Job plots, 1H NMR titrations, and ESI-Mass analyses.

Highlights

  • The design of chemosensors with high selectivity and sensitivity has received great interest because they can recognize environmentally and biologically crucial metal ions and anions [1,2].Among these ions, zinc ion is one of the essential metal ions in the human body, but is the second richest transition metal ion [3,4]

  • 2.997 mL bis-tris buffer. 6–42 μL of a zinc ion stock solution (0.1 M) in bis-tris buffer were added to the compound DHADC (3.0 mL, 1 × 10−2 mM)

  • 350 μL of a stock DHADC solution (1 × 10−2 M) in DMSO was diluted to 49.65 mL bis-tris buffer for producing 0.07 mM. 0.3–2.7 mL of the diluted compound DHADC was added to fluorescent cells, respectively. 35 μL of a Zn2+ ion stock (1 × 10−1 M) solution in bis-tris buffer was diluted to 49.97

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Summary

Introduction

The design of chemosensors with high selectivity and sensitivity has received great interest because they can recognize environmentally and biologically crucial metal ions and anions [1,2]. Among these ions, zinc ion is one of the essential metal ions in the human body, but is the second richest transition metal ion [3,4]. Zinc fluorescent of chemosensors for bioimaging living cells and zebrafish are very rare the development fluorescent chemosensors withinhigh selectivity and bioimaging ability in both The development of fluorescent chemosensors with high selectivity and living cells and zebrafish is needed.

A Varian emission spectrometer used toabsorption obtain 13C
Fluorescence Titrations
UV-vis Titrations
Job Plots
Competition Tests
Quantum Yields
2.10. Imaging in Live Cells and Zebrafish
Results and Discussion
Fluorescent
Determination detection limit of DHADC
Proposed
Conclusion
Full Text
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