Al3+ sensing through different turn-on emission signals vis-à-vis two different excitations: Applications in biological and environmental realms

Singh, Rupinder; Samanta, Soham; Mullick, Priya; Ramesh, Aiyagari; Das, Gopal

doi:10.1016/j.aca.2018.03.053

Cited by 35 publications

(5 citation statements)

References 54 publications

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“…N , N -Dimethylformamide, methanol, and CH 3 CN (high-performance liquid chromatography) were purchased from Merck, all of the solvents were of spectroscopic grade for the optical spectroscopy studies, and they were dried according to the standard procedures prior to use. Mono(azidomethyl)ferrocene ( 1 ), the receptor 2 , and 4 were synthesized according to literature procedures. − The reactions were monitored by thin-layer chromatography on silica-gel plates, and column chromatography was conducted on silica gel (mesh 60–120) in a column of 2.5 cm diameter. A conventional three-electrode configuration setup was used to perform CV and DPV experiments (1.25 × 10 –4 M), where glassy carbon, platinum, and silver/silver chloride (Ag/Ag + ) were used as the working, auxiliary, and reference electrodes, respectively.…”

Section: Experimental Sectionmentioning

confidence: 99%

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

et al. 2020

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Differentially selective molecular sensors that exhibit differential response toward multiple analytes are cost-effective and in high demand for various practical applications. A novel, highly differentially selective electrochemical and fluorescent chemosensor, 5, based on a ferrocene-appended coumarin–quinoline platform has been designed and synthesized. Our designed probe is very specific toward Fe3+ via a reversible redox process, whereas it detects Cu2+ via irreversible oxidation. Interestingly, it exhibits differential affinity toward the Cu+ ion via complexation. High-resolution mass spectrometry, 1H NMR titration, and IR spectral studies revealed the formation of a bidentate Cu+ complex involving an O atom of the amide group attached to the quinoline ring and a N atom of imine unit, and this observation was further supported by quantum-chemical calculations. The metal binding responses were further investigated by UV–vis, fluorescence spectroscopy, and electrochemical analysis. Upon the addition of Fe3+ and Cu2+ ions, the fluorescence emission of probe 5 shows a “turn-on” signal due to inhibition of the photoinduced electron transfer (PET) process from a donor ferrocene unit to an excited-state fluorophore. The addition of sodium l-ascorbate (LAS) as a reducing agent causes fluorescence “turn off” for the Fe3+ ion because of reemergence of the PET process but not for the Cu2+ ion because it oxidizes the ferrocene unit to a ferrocenium ion with its concomitant reduction to Cu+, which further complexes with 5. Thermodynamic calculations using the Weller equation along with density functional theory calculations validate the feasibility of the PET process. A unique combination of Fe3+, LAS, and Cu2+ ions has been used to produce a molecular system demonstrating combinational “AND–OR” logic operation.

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Section: Experimental Sectionmentioning

confidence: 99%

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

et al. 2020

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“…Thus, 1 H-NMR experiments strongly suggest that the -OH group is directly involved in metal chelation and forms a hydroxyl bridging complex between 1o and Al 3+ , bringing about the deprotonation of the hydroxyl group. 75,76 There is a slight increase in the resonance signal (H b ) due to the formation of N-Al 3+ . There is a slight increase in the resonance signal (H c ), shifting from 8.35 to 8.33, which may be influenced by the formation of the O-Al 3+ bond.…”

Section: Fluorescence Response To Al 3+mentioning

confidence: 99%

A novel bifunctional chemosensor for bioimaging in living cells with highly sensitive colorimetric and fluorescence detection of CN⁻ and Al³⁺

wentao

Yuwen

et al. 2022

New J. Chem.

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“…Interestingly, these represent the first crystal structures of a 3-substituted quinolyl hydrazone in the literature. More common are 2-substituted quinoline analogs [25].…”

Section: X-ray Structures Of Nq and Cqmentioning

confidence: 99%

Metal Complexes of Schiff Bases Prepared from Quinoline-3-Carbohydrazide with 2-Nitrobenzaldehyde, 2-Chlorobenzaldehyde and 2,4-Dihydroxybenzaldehyde: Structure and Biological Activity

Sunjuk,

Al-Najjar,

Shtaiwi

et al. 2023

Inorganics

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Three Schiff base ligands, NQ, CQ and HQ, were prepared from the reaction of quinoline-3-carbohydrazide with 2-nitrobenzaldehyde, 2-chlorobenzaldehyde and 2,4-dihydroxybenzaldehyde, respectively, and were investigated for their coordination to Cu (II), Ni(II), Co(II), Cd(II), Cr(III) and Fe(III) chlorides. The NQ preparation and the X-ray structure of NQ and CQ, as well as the transition metal complexes of NQ, CQ and HQ, were reported for the first time. FTIR, 1H-NMR, magnetic susceptibility and elemental analysis were used to study the coordination of ligands to the metal ions. Based on the magnetic susceptibility and elemental analysis results, octahedral structures of the complexes such as [CuL2Cl(OH)], [FeL2Cl2(OH)] and [CoL2Cl(OH)] were proposed for L = NQ, CQ and HQ. The relatively large Cd(II) exhibited [CdL3(OH)2]. The FTIR study revealed that NQ and CQ are coordinated to the metal ions via azomethine nitrogen and carbonyl oxygen while HQ through azomethine nitrogen and phenolic oxygen. Despite the high solvation power of DMSO solvent in 1H-NMR experiments, the azomethine HC=N peak at 9.3 ppm is the most affected by complexation with metal ions. On the other hand, quinoline nitrogen seems to be a weaker coordinating site than the azomethine nitrogen. The HQ ligand, containing phenolic groups, and its complexes with Cu and Ni were found to have inhibitory effects on human breast adenocarcinoma MCF-7 and human chronic myelogenous leukemia K562. Nevertheless, metal ions did not exhibit a significant synergistic effect on the antiproliferative activity of the ligands investigated.

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Al3+ sensing through different turn-on emission signals vis-à-vis two different excitations: Applications in biological and environmental realms

Cited by 35 publications

References 54 publications

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

A novel bifunctional chemosensor for bioimaging in living cells with highly sensitive colorimetric and fluorescence detection of CN⁻ and Al³⁺

Metal Complexes of Schiff Bases Prepared from Quinoline-3-Carbohydrazide with 2-Nitrobenzaldehyde, 2-Chlorobenzaldehyde and 2,4-Dihydroxybenzaldehyde: Structure and Biological Activity

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Al3+ sensing through different turn-on emission signals vis-à-vis two different excitations: Applications in biological and environmental realms

Cited by 35 publications

References 54 publications

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

Oxidation-Induced Differentially Selective Turn-On Fluorescence via Photoinduced Electron Transfer Based on a Ferrocene-Appended Coumarin–Quinoline Platform: Application in Cascaded Molecular Logic

A novel bifunctional chemosensor for bioimaging in living cells with highly sensitive colorimetric and fluorescence detection of CN− and Al3+

Metal Complexes of Schiff Bases Prepared from Quinoline-3-Carbohydrazide with 2-Nitrobenzaldehyde, 2-Chlorobenzaldehyde and 2,4-Dihydroxybenzaldehyde: Structure and Biological Activity

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A novel bifunctional chemosensor for bioimaging in living cells with highly sensitive colorimetric and fluorescence detection of CN⁻ and Al³⁺