Carbohydrazone/Thiocarbohydrazone-Based Dual-Responsive Probes for Highly Selective Detection of Cu 2+ /Fe 3+ Cations and F - /ClO 4 - Anions, and Their Application in Bioimaging of Live Cells and Zebrafish Larvae.

Autor: Gajendhiran R; Post-Graduate and Research Department of Chemistry, The New College, University of Madras, Chennai 600014, India., Raees Ahmed AK; Post-Graduate and Research Department of Chemistry, The New College, University of Madras, Chennai 600014, India., Mithra S; Post-Graduate and Research Department of Zoology, Aquatic Animal Health Laboratory, C. Abdul Hakeem College, Melvisharam 632509, India., Abdul Majeed S; Post-Graduate and Research Department of Zoology, Aquatic Animal Health Laboratory, C. Abdul Hakeem College, Melvisharam 632509, India., Sahul Hameed AS; Post-Graduate and Research Department of Zoology, Aquatic Animal Health Laboratory, C. Abdul Hakeem College, Melvisharam 632509, India., Muthu K; Interdisciplinary Institute of Indian System of Medicine, SRM Institute of Science and Technology, Kattankulathur, Chennai 603203, India., Sarathkumar S; Department of Physical Chemistry, University of Madras, Guindy Campus, Chennai 600025, India., Nehru S; Department of Physical Chemistry, University of Madras, Guindy Campus, Chennai 600025, India., Rahiman AK; Post-Graduate and Research Department of Chemistry, The New College, University of Madras, Chennai 600014, India.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2024 Dec 18; Vol. 9 (52), pp. 50957-50977. Date of Electronic Publication: 2024 Dec 18 (Print Publication: 2024).
DOI: 10.1021/acsomega.4c04001
Abstrakt: Four dual-responsive probe molecules 1,5-bis(thiophene-2-carbaldehyde)carbohydrazone (R1), 1,5-bis(thiophene-2-carbaldehyde)thiocarbohydrazone (R2), 1,5-bis(indole-3-carbaldehyde)carbohydrazone (R3), and 1,5-bis(indole-3-carbaldehyde)thiocarbohydrazone (R4) were synthesized, characterized, and investigated for their sensing efficacy. The initial sensing behavior of the probes was tested by colorimetric signaling, followed by spectral and theoretical techniques, which supported the dual-sensing ability of the selected inorganic ions. The probes exhibited highly selective optical recognition for Cu 2+ /Fe 3+ cations and F - /ClO 4 - anions compared to the tested cations and anions. Interestingly, the addition of Cu 2+ and F - ions to the probes resulted in "turn-on" fluorescence responses. Job's plot studies showed 1:2 stoichiometry between the probe molecules and cations and 1:1 stoichiometry between the probe molecules and anions. The binding constant of the probe molecules with the sensed ions was determined by the Benesi-Hildebrand equation and was found to be between 7.08 × 10 4 and 7.44 × 10 6 M -1 with a limit of detection between 0.11 and 0.80 μM, in CH 3 CN:DMF (9:1, v/v). Density functional theory calculations established the nature of the interaction between the probe molecules and sensed ions. Further, the practical utility of the probes was successfully demonstrated with paper strip experiments, fluorescence imaging of Cu 2+ ions in Dr G cells and zebrafish larvae, as well as in the development of molecular logic gates.
Competing Interests: The authors declare no competing financial interest.
(© 2024 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE
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