Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution

Accurate determination of Cu<sup>2+</sup> in solution is crucial for preventing several disease conditions. Spectroscopy-based techniques for metal ion detection are promising methods due to their excellent sensitivity and rapid response time. In this work, we are reporting a newly synth...

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Main Authors: Buddhima U. Rajapakshe, Yonghao Li, Brian Corbin, Kaveesha J. Wijesinghe, Yi Pang, Chathura S. Abeywickrama
Format: Article
Language:English
Published: MDPI AG 2022-09-01
Series:Chemosensors
Subjects:
Online Access:https://www.mdpi.com/2227-9040/10/10/382
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author Buddhima U. Rajapakshe
Yonghao Li
Brian Corbin
Kaveesha J. Wijesinghe
Yi Pang
Chathura S. Abeywickrama
author_facet Buddhima U. Rajapakshe
Yonghao Li
Brian Corbin
Kaveesha J. Wijesinghe
Yi Pang
Chathura S. Abeywickrama
author_sort Buddhima U. Rajapakshe
collection DOAJ
description Accurate determination of Cu<sup>2+</sup> in solution is crucial for preventing several disease conditions. Spectroscopy-based techniques for metal ion detection are promising methods due to their excellent sensitivity and rapid response time. In this work, we are reporting a newly synthesized 2-(2′-Hydroxyphenyl) benzoxazole-based compound, probe <b>2,</b> by incorporating a vinyl pyridinium segment into the <i>bis</i>(HBO) <b>4</b> system. Probe <b>2</b> exhibited excellent specificity toward Cu<sup>2+</sup> in solution. The ratiometric absorbance (λ<sub>440</sub>/λ<sub>370</sub>) and the quenching of fluorescence at λ<sub>em</sub> ≈585 nm exhibited an excellent linear correlation. The formation of the <b>2-Cu</b> complex can be utilized as a highly sensitive spectroscopic method for the detection of Cu<sup>2+</sup> in solution with a detection limit of 0.15 µM. In addition, Cu<sup>2+</sup>-induced fluorescence quenching in probe <b>2</b> occurs mainly via a static quenching mechanism by forming a <b>2-Cu</b> complex, and the stability constant for the <b>2-Cu</b> complex was calculated based on spectroscopic measurements.
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spelling doaj.art-314fd009bd0f4ab58a5d2cf2051478d22023-11-23T23:29:46ZengMDPI AGChemosensors2227-90402022-09-01101038210.3390/chemosensors10100382Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in SolutionBuddhima U. Rajapakshe0Yonghao Li1Brian Corbin2Kaveesha J. Wijesinghe3Yi Pang4Chathura S. Abeywickrama5Department of Chemistry, Faculty of Science, University of Colombo, Colombo 00700, Sri LankaDepartment of Chemistry, The University of Akron, Akron, OH 44325, USADepartment of Chemistry, The University of Akron, Akron, OH 44325, USADepartment of Chemistry, Faculty of Science, University of Colombo, Colombo 00700, Sri LankaDepartment of Chemistry, The University of Akron, Akron, OH 44325, USADepartment of Chemistry, The University of Akron, Akron, OH 44325, USAAccurate determination of Cu<sup>2+</sup> in solution is crucial for preventing several disease conditions. Spectroscopy-based techniques for metal ion detection are promising methods due to their excellent sensitivity and rapid response time. In this work, we are reporting a newly synthesized 2-(2′-Hydroxyphenyl) benzoxazole-based compound, probe <b>2,</b> by incorporating a vinyl pyridinium segment into the <i>bis</i>(HBO) <b>4</b> system. Probe <b>2</b> exhibited excellent specificity toward Cu<sup>2+</sup> in solution. The ratiometric absorbance (λ<sub>440</sub>/λ<sub>370</sub>) and the quenching of fluorescence at λ<sub>em</sub> ≈585 nm exhibited an excellent linear correlation. The formation of the <b>2-Cu</b> complex can be utilized as a highly sensitive spectroscopic method for the detection of Cu<sup>2+</sup> in solution with a detection limit of 0.15 µM. In addition, Cu<sup>2+</sup>-induced fluorescence quenching in probe <b>2</b> occurs mainly via a static quenching mechanism by forming a <b>2-Cu</b> complex, and the stability constant for the <b>2-Cu</b> complex was calculated based on spectroscopic measurements.https://www.mdpi.com/2227-9040/10/10/382fluorescent dyes2-(2′-hydroxyphenyl)benzoxazole (HBO)excited-state intramolecular proton transfer (ESIPT)fluorescence quenchingcopper ion
spellingShingle Buddhima U. Rajapakshe
Yonghao Li
Brian Corbin
Kaveesha J. Wijesinghe
Yi Pang
Chathura S. Abeywickrama
Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
Chemosensors
fluorescent dyes
2-(2′-hydroxyphenyl)benzoxazole (HBO)
excited-state intramolecular proton transfer (ESIPT)
fluorescence quenching
copper ion
title Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
title_full Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
title_fullStr Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
title_full_unstemmed Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
title_short Copper-Induced Fluorescence Quenching in a <i>Bis</i>[2-(2′-hydroxyphenyl)benzoxazole]pyridinium Derivative for Quantification of Cu<sup>2+</sup> in Solution
title_sort copper induced fluorescence quenching in a i bis i 2 2 hydroxyphenyl benzoxazole pyridinium derivative for quantification of cu sup 2 sup in solution
topic fluorescent dyes
2-(2′-hydroxyphenyl)benzoxazole (HBO)
excited-state intramolecular proton transfer (ESIPT)
fluorescence quenching
copper ion
url https://www.mdpi.com/2227-9040/10/10/382
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