A new and efficient pyridine-2,6-dicarboxamide-based fluorescent and colorimetric chemosensor for sensitive and selective recognition of Pb2+ and Cu2+

Rahimi, Hannaneh; Hosseinzadeh, Rahman; Tajbakhsh, Mahmood

doi:10.1016/j.jphotochem.2020.113049

Cited by 30 publications

(6 citation statements)

References 59 publications

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“…The reversibility of the recognition process was evaluated by adding Na 2 EDTA to a mixture of Schiff base and Fe(III)/Cu(II), which resulted in the reappearance of the free Schiff base emission pattern [58].…”

Section: Resultsmentioning

confidence: 99%

“…That is, emission spectra of the Schiff bases with the detecting ions were recorded in the presence of equal equivalents of each of the other metal ions studied. No change in the amount of enhancement/quenching was observed in the case of both Schiff bases.The reversibility of the recognition process was evaluated by adding Na 2 EDTA to a mixture of Schiff base and Fe(III)/Cu(II), which resulted in the reappearance of the free Schiff base emission pattern[58].…”

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confidence: 99%

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Heterocyclic fluorescent Schiff base chemosensors for the detection of Fe(III) and Cu(II) ions

Sambamoorthy,

Thamaraichelvan,

Karikalan

et al. 2024

Luminescence

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Two new Schiff bases were synthesized from 1‐(2,4‐dihydroxyphenyl)ethanone and pyridine derivatives. Both compounds were characterized using infrared, UV–Vis., 1H NMR, 13C NMR and mass spectral studies. Density functional theory (DFT) calculations were performed for both the Schiff bases with 6‐31G(d, p) as the basis set. Vibrational frequencies calculated using the theoretical method were in good agreement with the experimental values. Both the Schiff bases were highly fluorescent in nature. The cation‐recognizing profile of the compounds was investigated in aqueous methanol medium. The Schiff base 4‐(1‐(pyridin‐4‐ylimino)ethyl)benzene‐1,3‐diol (PYEB) was found to interact with Fe(III) and Cu(II) ions, whereas the Schiff base 4,4′‐((pyridine‐2,3‐diylbis(azanylylidene))bis(ethan‐1‐yl‐1‐ylidene))bis(benzene‐1,3‐diol) (PDEB) was found to detect Cu(II) ions. The mechanism of recognition was established as combined excited state intramolecular proton transfer (ESIPT)–chelation‐enhanced fluorescence (CHEF) effect and chelation‐enhanced quenching (CHEQ) process for the detection of Fe(III) and Cu(II) ions, respectively. The stability constant of the metal complexes formed during the sensing process was determined. The limit of detection for Fe(III) and Cu(II) ions with respect to Schiff base PYEB was found to be 1.64 × 10−6 and 2.16 × 10−7 M, respectively. With respect to Schiff base PDEB, the limit of detection for Cu(II) ion was found to be 4.54 × 10−4 M. The Cu(II) ion sensing property of the Schiff base PDEB was applied in bioimaging studies for the detection of HeLa cells.

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Section: Resultsmentioning

confidence: 99%

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confidence: 99%

Heterocyclic fluorescent Schiff base chemosensors for the detection of Fe(III) and Cu(II) ions

Sambamoorthy,

Thamaraichelvan,

Karikalan

et al. 2024

Luminescence

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“…This method has been successfully utilized for the determination of real water samples with satisfactory recoveries. H. Rahimi et al [110] demonstrated a novel fluorescent probe, 3, containing pyridine-2, 6- [107]. The sensor analyzes Cd 2+ in MeOH/PBS buffer (pH = 7) system, induces fluorescence quenching with a detection limit of 0.09 µM, and has been applied successfully for the determination of water samples (tap water, river water and bottled water).…”

Section: Benzoxazole-based Fluorescent Probesmentioning

confidence: 99%

Recent Progress on Fluorescent Probes in Heavy Metal Determinations for Food Safety: A Review

et al. 2023

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One of the main challenges faced in food safety is the accumulation of toxic heavy metals from environmental sources, which can sequentially endanger human health when they are consumed. It is invaluable to establish a practical assay for the determination of heavy metals for food safety. Among the current detection methods, technology based on fluorescent probes, with the advantages of sensitivity, convenience, accuracy, cost, and reliability, has recently shown pluralistic applications in the food industry, which is significant to ensure food safety. Hence, this review systematically presents the recent progress on novel fluorescent probes in determining heavy metals for food safety over the past five years, according to fluorophores and newly emerging sensing cores, which could contribute to broadening the prospects of fluorescent materials and establishing more practical assays for heavy metal determinations.

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“…DPA derivatives with binding centers like oxygen, nitrogen, and carbonyl sites for metal ion recognition can be readily synthesized. Various DPA-based uorescence receptors for copper (II) ions have been reported [33][34][35][36][37]. However, their detection limit, association constant (K a ), response time, and selective binding to Cu 2+ ions need to be improved.…”

Section: Introductionmentioning

confidence: 99%

A new pyridine-dicarbohydrazide-based turn-off fluorescent and colorimetric chemosensor for selective recognition of Cu2+

Zamani

Sarrafi

Tajbakhsh

2023

Preprint

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A novel indole-containing 2,6-pyridinedicarbohydrazide P3 was easily synthesized and well-characterized employing NMR, ESI+-MS, FT-IR, and elemental analyses. The synthesized compound was examined as an efficient turn-off fluorescent and colorimetric cation receptor. The P3 receptor exhibits a remarkable rapid color change from colorless to brown in the presence of the Cu2+ cation. P3 displayed selective fluorescence quenching and a UV-vis redshift only in the presence of Cu2+ ion. Job’s plot, NMR titration, and ESI+-MS data were used to determine the complex's 1:2 stoichiometry between P3 and Cu2+. Fluorescence titration was used to calculate the association constant (Ka) as (2.9–3.5) ×1011 M− 2 and LOD as \(\tilde\) 4.2 ×10−9 M. P3-based test strips were developed, which might be used as a simple and effective Cu2+ test kit. This design, which incorporates a functional group on the upper rim of the 2,6-pyridinedicarbohydrazide platform, is expected to provide another avenue for the development of chemosensors.

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A new and efficient pyridine-2,6-dicarboxamide-based fluorescent and colorimetric chemosensor for sensitive and selective recognition of Pb2+ and Cu2+

Cited by 30 publications

References 59 publications

Heterocyclic fluorescent Schiff base chemosensors for the detection of Fe(III) and Cu(II) ions

Heterocyclic fluorescent Schiff base chemosensors for the detection of Fe(III) and Cu(II) ions

Recent Progress on Fluorescent Probes in Heavy Metal Determinations for Food Safety: A Review

A new pyridine-dicarbohydrazide-based turn-off fluorescent and colorimetric chemosensor for selective recognition of Cu2+

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