A new fluorescent chemosensor for cadmium(II) based on a pyrene‐appended piperidone derivative and its β‐cyclodextrin complex

Poomalai, Sumathi; Govindaraj, T.; Suganthi, Soundrapandian; Paulraj, Mosae Selvakumar; Enoch, Israel V.M.V.

doi:10.1002/bio.3443

Cited by 14 publications

(6 citation statements)

References 31 publications

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“…The study was done by using a variety of experimental characterization tools. We also performed molecular modeling studies of the 1:2 TPP:CD ICs with α-CD, β-CD, and γ-CD, with head-to-head (HH), head-to-tail (HT), and tail-to-tail (TT) packing structures since for CD ICs, a 1:2 stoichiometry of guest:CD is common for a variety of ICs, − although the molecular modeling results are put in the context of the calculations performed previously for the 1:1 stoichiometries …”

Section: Resultsmentioning

confidence: 99%

Improved Eco-Friendliness of a Common Flame Retardant through Inclusion Complexation with Cyclodextrins

Zhang

Yıldırım

Zane

et al. 2019

ACS Appl. Polym. Mater.

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Triphenyl phosphate (TPP) is used as a plasticizer and a flame retardant worldwide. However, in recent years, TPP has been detected in indoor/outdoor air and biota at high concentrations, and exposure to TPP has been indicated as possibly leading to obesity and osteoporosis in humans. Cyclodextrins (CDs) are known to form inclusion complexes (ICs) with a wide variety of guests due to their ring/cavity structure. The capability of β-CD to form an IC with TPP was recently reported by us, and those studies also revealed that poly(ethylene terephthalate) surfaces treated with TPP−β-CD ICs performed effectively as a flame retardant while also reducing the amount of TPP needed for flame retardancy by at least a factor of 10. Thus, the focus here is whether TPP can form stable ICs with other CDs. Quantum chemistry calculations reveal that IC formation with both α-CD and γ-CD is feasible. However, results from a series of characterization methods indicate that γ-CD forms stable ICs with TPP, but α-CD does not. In terms of the stability of these ICs, for γ-CD, differential scanning calorimetry reveals that the thermal stability of TPP increases via IC formation, and 1 H NMR data indicate that the molar ratio of TPP to γ-CD is 1:2, which coincides with our previous work for IC formation with β-CD. In contrast, another previous study from our laboratories indicates that CD ICs in aqueous solution possess a 1:1 stoichiometry for both β-CD and γ-CD. Quantum chemistry calculations suggest that different ratios were observed due to one of the CDs being more weakly bound and thus able to disassociate under certain conditions. Molecular dynamics simulations indicate that TPP is only released from the ICs with both stoichiometries at temperatures above the degradation temperature of CDs. Thus, these studies suggest that ICs with the common flame retardant TPP and both β-CD and γ-CD are stable under normal conditions and that IC formation enables the unnecessary release of the flame retardant during use to be avoided. Therefore, forming ICs prior to treatment on polymer substrates with flame retardants like TPP that are known to have health and environmental risks is an eco-friendly alternative to current treatment practices.

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Section: Resultsmentioning

confidence: 99%

Improved Eco-Friendliness of a Common Flame Retardant through Inclusion Complexation with Cyclodextrins

Zhang

Yıldırım

Zane

et al. 2019

ACS Appl. Polym. Mater.

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“…The detection of specific metal ions using a chemosensor is a dynamic and interesting area at this time due to their environmental, clinical, biological, and practical applications. [ 1–3 ] Most metal ions make necessary contributions to determining and resolving anatomical functions in living systems; however, excessive quantities can cause toxic effects on human health and the environment. [ 4,5 ] An important trace element, nickel (Ni), plays a vital role in living organisms especially in the respiratory system, metabolism, and biosynthesis, with the addition of various industrial and commercial applications such as in nickel–cadmium (Ni–Cd) batteries, as precursors for catalysts, in paint as a pigment, and for machinery, electroplating, welding, utensils, etc.…”

Section: Introductionmentioning

confidence: 99%

2‐Amino‐5‐substituted‐1,3,4‐oxadiazole as chemosensor for Ni(II) ion detection: antifungal, antioxidant, DNA binding, and molecular docking studies

et al. 2022

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An oxadiazole derivative 2 was prepared by condensation reaction through cyclization of semicarbazone in the presence of bromine; the structural confirmation was supported by 1H and 13C nuclear magnetic resonance (NMR) spectroscopy, Fourier transform‐infrared spectroscopy, and liquid chromatography‐mass spectrometry. Its sensing ability towards Ni2+ ion was examined showing a binding constant of 1.04 × 105 compared with other suitable metal cations (Ca2+, Co2+, Cr3+, Ag+, Pb2+, Fe3+, Mg2+, and K+) using ultraviolet–visible (UV–vis) and fluorescence spectroscopic studies. The minimum concentration of Ni2+ ions and limit of detection was found to be 9.4 μM. A job's plot gave the binding stoichiometry ratio of oxadiazole derivative 2 vs Ni2+ ions as 2:1. Furthermore, the intercalative binding mode of oxadiazole derivative 2 with calf thymus DNA was supported by ultraviolet–visible (UV–vis) and fluorescent light, viscosity, cyclic voltammetry, time‐resolved fluorescence, and circular dichroism measurements. The molecular docking result gave the binding score for oxadiazole derivative 2 as −6.5 kcal/mol, which further confirmed the intercalative interaction. In addition, the antifungal activity of oxadiazole derivative 2 was also screened against several fungal strains (C. albicans, C. glabrata, and C. tropicalis) by broth dilution and disc diffusion methods. In antioxidant studies, the oxadiazole derivative 2 showed potential scavenging activity against 2,2‐diphenyl‐1‐picrylhydrazyl and H2O2 free radicals.

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“…The sensing mechanism in these systems relies on triggering a detectable fluctuation in fluorescent signals of the fluorophore unit in the sensor during the selective interaction of the targeted analyte with the ionophore group. So far, various fluorophores such as rhodamine, fluoranthene [14], pyrene [15] carbazole [16] and coumarin [17] have been successfully used for the selective sensing. Among the others, rhodamine-based fluorophores are still widely preferred since they possess non-fluorescent closed spirolactam ring that is easily provoked to open by the interaction of the selected analyte and give high florescent emission [18].…”

Section: Introductionmentioning

confidence: 99%

Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

2021

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New reusable rhodamine tethered microbeads-based chemosensor was prepared and its fluorescent behaviors toward various transition-metal ions were investigated. Firstly, almost monodisperse (~ 2-5 µm in size) poly(vinyl formamide-co-ethylene glycol dimethacrylate) microbeads (Poly(VFA-co-EGDMA)) were prepared via precipitation polymerization. After hydrolysis of the microbeads in basic medium, terephthalaldehyde was tethered onto the microbeads via imine linkages. Subsequently, rhodamine hydrazide was linked to the resulting aldehyde functional microbeads in the same manner. The structural transformation of each step and the morphology of the microbeads were evaluated by FTIR and SEM, respectively. Rhodamine-decorated microbeads exhibited selective detection abilities on Fe (III) ions with high precision through the fluorescence turn-on mechanism. The limit of detection was found to be 1.5 µM. The job's plot indicated a complexation ability as 1:1 stoichiometry between the chemosensor and Fe 3+ ion. The Benesi-Hildebrand plot revealed a binding constant (Ka) of 7 × 10 4 mol/L and the average fluorescence lifetime was measured as 48.9 ± 3.0 ns. From the material point of view, either the small particle size with a high surface area or crosslinked nature provided excellent sensing ability and stability of the microbeads in a heterogeneous medium. Besides, due to its densely crosslinked structure, rod beads can be easily reused after the ligand exchange process by simple filtration, which is a very important advantage for chemosensor recycling. These features offer a potential application as a chemosensor of Fe 3+ ion in aqueous solution.

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A new fluorescent chemosensor for cadmium(II) based on a pyrene‐appended piperidone derivative and its β‐cyclodextrin complex

Cited by 14 publications

References 31 publications

Improved Eco-Friendliness of a Common Flame Retardant through Inclusion Complexation with Cyclodextrins

Improved Eco-Friendliness of a Common Flame Retardant through Inclusion Complexation with Cyclodextrins

2‐Amino‐5‐substituted‐1,3,4‐oxadiazole as chemosensor for Ni(II) ion detection: antifungal, antioxidant, DNA binding, and molecular docking studies

Selective detection of Fe (III) via fluorescence turn-on mechanism with Rhodamine tethered poly(vinyl amine) microbeads

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