A Novel Fluorescent Chemosensor Based on Rhodamine Schiff Base: Synthesis, Photophysical, Computational and Bioimaging Application in Live Cells
A novel rhodamine-6G derivative <b>RdN</b> was synthesized by condensing rhodamine glyoxal and 3-hydroxy-2-naphthoic hydrazide using a microwave irradiation-assisted reaction. Colorimetric and photophysical studies have demonstrated that the molecule produced can selectively sense Pb<...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-12-01
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| Series: | Inorganics |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2304-6740/13/1/5 |
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| Summary: | A novel rhodamine-6G derivative <b>RdN</b> was synthesized by condensing rhodamine glyoxal and 3-hydroxy-2-naphthoic hydrazide using a microwave irradiation-assisted reaction. Colorimetric and photophysical studies have demonstrated that the molecule produced can selectively sense Pb<sup>2+</sup> and Cu<sup>2+</sup> ions in a solution of CH<sub>3</sub>CN/H<sub>2</sub>O (9:1, <i>v</i>/<i>v</i>). The spirolactam ring of <b>RdN</b> opens upon complexation with the cations, forming a highly fluorescent complex and a visible color change in the solution. The compound <b>RdN</b> was further studied with the help of computational methods such as the Density Functional Theory (DFT) method and time-dependent density theory (TD-DFT) calculations to study the binding interactions and properties of the molecule. DFT calculations and job plot data supported the 2:1 complex formation between <b>RdN</b> and Pb<sup>2+</sup>/Cu<sup>2+</sup>. The limit of detection for Pb<sup>2+</sup> was determined to be 0.112 µM and 0.130 µM for Cu<sup>2+</sup>. The probe <b>RdN</b> was applied to the image of Pb<sup>2+</sup> and Cu<sup>2+</sup> ions in living cells and is safe for biomedical applications. It is used to monitor Pb<sup>2+</sup> in environmental water samples. |
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| ISSN: | 2304-6740 |