A new rhodamine derivative-based chemosensor for highly selective and sensitive determination of Cu2+

Puangploy, Premsak; Smanmoo, Srung; Surareungchai, Werasak

doi:10.1016/j.snb.2013.12.037

Cited by 80 publications

(32 citation statements)

References 38 publications

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“…The obtained K a strongly supported RECM-Cu 2+ 1:1 binding stoichiometry and showed a strong probe in comparison with some recently-reported work on Cu 2+ fluorescent and colorimetric probes [5,16,46]. Most of the various Cu 2+ -rhodamine-based chemosensors have already been developed and involve a coordination mode with 1:1 stoichiometry, which is the most possible binding mode of rhodamine-based chemosensors and Cu 2+ [5,24,25,32]. However, there are few types of research demonstrating different molar ratios for newly-developed rhodamine-based derivatives and Cu 2+ .…”

Section: Structure and Complexation Mechanismsupporting

confidence: 78%

“…The first idea to consider RECM as a Cu 2+ sensitive and selective fluorescent and colorimetric chemosensor was based on the spirocycle opening mechanism, which was the same as reported spirocycle rhodamine-based derivatives [5,10,16,24,25,36]. With this consideration, directly linked chelating agents to rhodamine spirolactam moiety including one methylamide N and two carbonyl O atoms made a possible binding pocket of RECM toward Cu 2+ and induced the spirolactam ring opening upon RECM and Cu 2+ binding interaction.…”

Section: Structure and Complexation Mechanismmentioning

confidence: 99%

“…A possible answer would be a relative lack of sufficient concentration of the fluorescent sensor to cause the recognition process to be assured of avoiding the paramagnetic effect. From a signal detection viewpoint, the quenching behavior of the probe, however, is not a preferable fluorescence enhancement response [5,24].…”

Section: Response Timementioning

confidence: 99%

Section: Structure and Complexation Mechanismmentioning

confidence: 99%

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Fluorescence Chemosensory Determination of Cu2+ Using a New Rhodamine–Morpholine Conjugate

et al. 2017

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Abstract:A new rhodamine-B carbonyl-morpholine derivative (denoted as RECM) was prepared by a two-step synthesis procedure. The employed method allowed a lactam ring development of rhodamine-B and ethylenediamine to demonstrate a facile amide bond formation. The obtained RECM was confirmed by 1 H NMR, 13 C NMR, and mass spectrometry analysis. RECM was formed to detect copper ion (Cu 2+ ) due to its problematic toxicity features in aquatic ecosystems. It showed a high selectivity toward Cu 2+ in comparison with some environmentally relevant alkali, alkaline earth, and transition metal cations at 50 µM in acetonitrile. Moreover, non-fluorescent RECM showed fluorescence intensity and UV-Vis absorbance increases in the presence of Cu 2+ with high linear dependent coefficients (R 2 = 0.964 and R 2 = 0.982 respectively) as well as a color change from colorless to pink owing to the ring opening of the rhodamine spirolactam form. Binding capability experiments presented a clear 1:1 stoichiometry of RECM-Cu 2+ complex with the binding constant (K a ) as 2.25 × 10 4 M −1 . The calculation of limits of detection (LOD) was 0.21 µM based on the linear regression method, which is below the maximum contaminant level goal (MCLG) value of Cu 2+ (1.3 ppm equals to 20.46 µM) in drinking water. These characteristics make the RECM a promising candidate for the real-time detection of toxic Cu 2+ in environmental monitoring applications.

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Section: Structure and Complexation Mechanismsupporting

confidence: 78%

Section: Structure and Complexation Mechanismmentioning

confidence: 99%

Section: Response Timementioning

confidence: 99%

Section: Structure and Complexation Mechanismmentioning

confidence: 99%

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Fluorescence Chemosensory Determination of Cu2+ Using a New Rhodamine–Morpholine Conjugate

et al. 2017

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“…Moreover, they require pretreatment procedures, and use costly instruments. Among various strategies, optical methods based on colorimetric and fluorescent probes have attracted much attention due to their simplicity, high selectivity and sensitivity, low cost, and real-time monitoring [13], [14]. As the fluorometric method can reach a very low detection limit, considerable affords have been devoted to develop fluorescent probe for mercapto biomolecules in recent years [15]- [20].…”

Section: Introductionmentioning

confidence: 99%

Development of Fluorescent Phycocyanin-Cu2+ Chemosensor for Detection of Homocysteine

Puangploy¹,

Oaew²,

Surareungchai³

2015

IJBBB

Self Cite

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Abstract:A simple optical chemosensor from phycocyanin (L1), a protein-pigment complex extracted from cyanobacterium Spirulina platensis, has been developed. The L1 shows high selectivity toward Cu 2+ by exhibiting spectral shift and quenching of fluorescence intensity. This L1-Cu 2+ complex, so called ensemble probe, can be used to detect mercapto biomolecules, and has superior affinity toward homocysteine (Hcy). Upon binding to mercapto biomolecules, the color change from colorless to blue and the fluorescence emission change from colorless to pink were observed. This chemosensor could detect Hcy at concentration as low as 4.71 µM (S/N = 3) with a linear range of 10-100 µM (R 2 = 0.9903). This sensing approach may have found applications in clinical diagnostics.

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Chromogenic and fluorogenic detection of copper ions in the solution and intracellular media

Hanif¹,

Rafiq

Saleem

et al. 2018

J Chinese Chemical Soc

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The development of a fluorescent sensor for the trace detection of the metallic contamination in the ecosystem and biological media have been a demand to reduce the health risk and environmental protection. Herein, we report the synthesis of 2-formyl-5-picolinyl-substituted rhodamine B derivative through Schiff base formation for the trace detection of the copper ions in the aqueous organic media as well as inside the live cells via bioimaging experiments. The ligand was successfully employed to detect the minute copper level ratiometrically through the chromogenic and fluorogenic response. The detection limit of the sensor was found to be 0.54 × 10 −9 mol/L using 3 σ/slope relations. The reversible behavior of the ligand copper complex was determined using sulfide ions that regenerate the entire native properties of the ligands by snatching copper from the complex. The bioimaging experimental results represent the efficient membrane permeability of ligands with the minimum level of toxicity in the measured range found by the MTT assay. The appearance of bright red fluorescence from the BHK-21 (hamster kidney fibroblast) cells upon treatment of the ligand incubated cells with the copper ions represents the utility of the proposed sensor for the copper detection probe in the intracellular media.

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A new rhodamine derivative-based chemosensor for highly selective and sensitive determination of Cu2+

Cited by 80 publications

References 38 publications

Fluorescence Chemosensory Determination of Cu2+ Using a New Rhodamine–Morpholine Conjugate

Fluorescence Chemosensory Determination of Cu2+ Using a New Rhodamine–Morpholine Conjugate

Development of Fluorescent Phycocyanin-Cu2+ Chemosensor for Detection of Homocysteine

Chromogenic and fluorogenic detection of copper ions in the solution and intracellular media

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