A rhodamine-conjugated fluorescent and colorimetric receptor for the detection of Cu<sup>2+</sup> ions: environmental utility and smartphone integration

A new rhodamine based turn on florescent probe (<i>Z</i>)-3',6'-bis(ethylamino)-2-(((6-methoxy-2-oxo-1,2-dihydroquinolin-3-yl)methylene)amino)-2',7'-dimethylspiro[isoindoline-1,9'-xanthen]-3-one (RME) was efficiently synthesized through a simple condensation reaction of 2-amino-3',6'-bis(ethylamino)-2',7'-dimethylspiro[isoindoline-1,9'-xanthen]-3-one and 6-methoxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde. The receptor RME is highly non-fluorescent and when copper ions (Cu<sup>2+</sup> ions) are added in DMF/water (1 : 2, v/v) medium, the receptor RME exhibits a specific "turn-on" colorimetric and fluorometric response. Moreover, RME binding with Cu<sup>2+</sup> ions produced a remarkable color variation that was perceptible to the human eye, changing from colorless to pink. The binding stoichiometry was 1 : 1, confirmed through theoretical DFT, Job's plot, and mass spectral analysis. RME showed good sensing capability for Cu<sup>2+</sup> ions, with LOD values of 11.25 nM for ratiometric colorimetry, 1.42 nM for fluorometry, and 107 nM for smartphone-based detection. These LOD values are significantly lower than WHO's acceptable threshold of 2 μM. Additionally, developing portable techniques based on paper-based test strips and smartphone assistance allowed for qualitative and quantitative detection of Cu<sup>2+</sup> ions. These portable and economical methods eliminate the need for expensive laboratory apparatus, enabling precise and affordable on-site assessments. In addition, the developed sensing protocol for the detection of Cu<sup>2+</sup> ions was extended to real water samples such as tap, dam, and drinking water samples. These results demonstrated the effectiveness of RME in detecting Cu<sup>2+</sup> ions in complex matrices, making it a promising tool for environmental monitoring and water quality assessment.

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Publication Details

Journal
Analytical Methods
Published
2025-01-01
DOI
https://doi.org/10.1039/d4ay01925c
Citations
17
Primary Topic
Advanced biosensing and bioanalysis techniques
Type
article
Field-Weighted Citation Impact
13.70
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article

A rhodamine-conjugated fluorescent and colorimetric receptor for the detection of Cu2+ ions: environmental utility and smartphone integration

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17 citations
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Advanced biosensing and bioanalysis techniques
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article

A rhodamine-conjugated fluorescent and colorimetric receptor for the detection of Cu2+ ions: environmental utility and smartphone integration

Madhappan Santhamoorthy, Mohammad Abul Farah, Ramar Rajamanikandan, Kailasam Saravana Mani, Karuppaiyan Kaviya
article en
17 citations

Abstract

A new rhodamine based turn on florescent probe (<i>Z</i>)-3',6'-bis(ethylamino)-2-(((6-methoxy-2-oxo-1,2-dihydroquinolin-3-yl)methylene)amino)-2',7'-dimethylspiro[isoindoline-1,9'-xanthen]-3-one (RME) was efficiently synthesized through a simple condensation reaction of 2-amino-3',6'-bis(ethylamino)-2',7'-dimethylspiro[isoindoline-1,9'-xanthen]-3-one and 6-methoxy-2-oxo-1,2-dihydroquinoline-3-carbaldehyde. The receptor RME is highly non-fluorescent and when copper ions (Cu<sup>2+</sup> ions) are added in DMF/water (1 : 2, v/v) medium, the receptor RME exhibits a specific "turn-on" colorimetric and fluorometric response. Moreover, RME binding with Cu<sup>2+</sup> ions produced a remarkable color variation that was perceptible to the human eye, changing from colorless to pink. The binding stoichiometry was 1 : 1, confirmed through theoretical DFT, Job's plot, and mass spectral analysis. RME showed good sensing capability for Cu<sup>2+</sup> ions, with LOD values of 11.25 nM for ratiometric colorimetry, 1.42 nM for fluorometry, and 107 nM for smartphone-based detection. These LOD values are significantly lower than WHO's acceptable threshold of 2 μM. Additionally, developing portable techniques based on paper-based test strips and smartphone assistance allowed for qualitative and quantitative detection of Cu<sup>2+</sup> ions. These portable and economical methods eliminate the need for expensive laboratory apparatus, enabling precise and affordable on-site assessments. In addition, the developed sensing protocol for the detection of Cu<sup>2+</sup> ions was extended to real water samples such as tap, dam, and drinking water samples. These results demonstrated the effectiveness of RME in detecting Cu<sup>2+</sup> ions in complex matrices, making it a promising tool for environmental monitoring and water quality assessment.

Analytical MethodsVol. 17(6)
Gachon University (KR), King Saud University (SA), Yeungnam University (KR), Karpagam Academy of Higher Education (IN), Saveetha University (IN)
Life in Land
Openalex Percentile: Top 1%
Advanced biosensing and bioanalysis techniques
13.70
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