Phenothiazine-derived fluorescent chemosensor: A versatile platform enabling swift cyanide ion detection and its multifaceted utility in paper strips, environmental water, food samples and living cells

[Display omitted] •Synthesis and characterization of a phenothiazine-linked pyridine acetonitrile compound (PZ-PY) through Knoevenagel condensation reaction.•Confirmation of PZ-PY’s molecular structure via single-crystal X-ray diffraction, revealing a monoclinic crystal system with a P21/c space gro...

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Veröffentlicht in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2024-01, Vol.447, p.115213, Article 115213
Hauptverfasser: Ilakiyalakshmi, Mohan, Arumugam Napoleon, Ayyakannu
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Sprache:eng
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Zusammenfassung:[Display omitted] •Synthesis and characterization of a phenothiazine-linked pyridine acetonitrile compound (PZ-PY) through Knoevenagel condensation reaction.•Confirmation of PZ-PY’s molecular structure via single-crystal X-ray diffraction, revealing a monoclinic crystal system with a P21/c space group.•Absorbance and emission spectra of PZ-PY receptor at 431 nm and 608 nm, respectively.•PZ-PY’s exceptional ability to recognize and bind cyanide ions, a toxic environmental chemical, with significant photophysical properties.•Confirmation of binding stoichiometry (1:1) through various analytical methods including Job’s and HRMS spectroscopy. Determination of a relatively low limit of detection for cyanide ions (8.79 × 10 -8 M).•For practical application, the I3 receptor was investigated through the test strips, solid state, bioimaging (A547 cell line), detection of cyanide in diverse water samples and food samples. A phenothiazine-linked pyridine acetonitrile with a cyanoethylene bond PZ-PY has been synthesized by Knoevenagel condensation reaction and characterized by spectroscopic and analytical techniques. The structure of PZ-PY was confirmed through single-crystal X-ray diffraction studies; revealing its monoclinic crystal system with a P21/c space group. The absorption maximum and emission spectrum of the PZ-PY receptor were observed at 431 and 608 nm respectively. Cyanide anion is one of the most prevalent chemicals in the environment, its toxic nature poses a constant threat to human daily life. The PZ-PY receptor’s recognition of cyanide ions is associated with remarkable photophysical properties. The binding stoichiometry of PZ-PY-CN- was confirmed by Job’s plot, B-H studies, 1H NMR titration, TD-DFT, and ESI-mass spectroscopy. The relatively low limit of detection was determined to be 8.79 × 10 -8 M in a linear range between 0 and 120 µL. PZ-PY receptor exhibits an aggregation-caused quenching (ACQ) nature with the increase in water fraction; it is stable between pH 2 to 11. Moreover, the practical applicability of PZ-PY was investigated through the test strip, solid-state, bioimaging (A547 cell line), detection of cyanide in diverse water samples (tap water, distilled water, and lake water), and food samples (sprouted potatoes, bitter almonds, and cassava).
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2023.115213