Fluorogenic and chromogenic detection of biologically important fluoride anion with schiff-bases containing 4-amino-1,8-naphthalimide unit

Feng, Guoliang; Geng, Lijun; Wang, Tao; Li, Jingyin; Yu, Xudong; Wang, Yanqiu; Li, Yue; Xie, Dongyan

doi:10.1016/j.jlumin.2015.05.059

Cited by 15 publications

(2 citation statements)

References 19 publications

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“…In order to study the sensitivity and the binding mechanism of Fe 2+ , Fe 3+ , Cr 3+ , and Hg 2+ metal ions to the SL1 ligand, UV-Vis titration experiments were performed in DMF solution. For the stoichiometric ratio between the ligand SL1 and Fe 2+ , Fe 3+ , Cr 3+ , and Hg 2+ metal ions for the formation of metal complexes, the Job's plot continuous variation method was utilized (Figure 3) [29][30][31]. The method kept the total concentration of SL1 and metal ions at 0.01 M and changed the molar ratio of the metal ions from 0.1 to 1.0 M. Figure 2.…”

Section: Job's Plot and Detection Limitmentioning

confidence: 99%

Colorimetric Detection of Multiple Metal Ions Using Schiff Base 1-(2-Thiophenylimino)-4-(N-dimethyl)benzene

2019

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In this paper, a Schiff base ligand 1-(2-thiophenylimino)-4-(N-dimethyl)benzene (SL1) bearing azomethine (>C=N-) and thiol (-SH) moieties capable of coordinating to metals and forming colored metal complexes was synthesized and examined as a colorimetric chemosensor. The sensing ability toward the metal ions of Cu2+, Cr3+, Fe2+ Ni2+, Co2+, Mg2+, Zn2+, Fe2+, Fe3+, NH4VO3 (V5+), Mn2+, Hg2+, Pb2+, and Al3+ was investigated in a mixture of H2O and dimethylformamide (DMF) solvent using the UV–Visible spectra monitoring method. The synthesized Schiff base ligand showed colorimetric properties with Cr3+, Fe2+, Fe3+, and Hg2+ ions, resulting in a different color change for each metal that could be identified easily with the naked eye. The UV–Vis spectra indicated a significant red shift (~69–288 nm) from the origin after the addition of the ligand to these metal ions, which may be due to ligand-to-metal charge-transfer (LMCT). On applying Job’s plot, it was indicated that the ligand binds to the metal ions in a 2:1 ligand-to-metal molar ratio. SL1 behaves as a bidentate ligand and binds through the N atom of the imine group and the S atom of the thiol group. The results indicate that the SL1 ligand is an appropriate coordination entity and can be developed for use as a chemosensor for the detection of Cr3+, Fe2+, Fe3+, and Hg2+ ions.

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Section: Job's Plot and Detection Limitmentioning

confidence: 99%

Colorimetric Detection of Multiple Metal Ions Using Schiff Base 1-(2-Thiophenylimino)-4-(N-dimethyl)benzene

2019

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“…Among various anions that play a vital role in biological systems, fluoride is one such common anion pertinent to human health. The imbalance of the fluoride concentration in tissue can lead to health problems pertinent to dental, skeletal, kidney including urolithiasis in humans and gastric disorders, some of which are even fatal. − Excessive fluoride can cause oxidative stress damage to the mitochondria and can lead to neurological disorders. − Several fluoride ion sensors are known in the literature; however, only a few of these are suitable in biological imaging. − Thus, molecular receptors which are versatile enough to sense fluoride ion both in solution as well as in biological cells are scarce. In this regard, the calix[4]arenes are important owing to their (i) amphiphilic nature, (ii) presence of arene core, (iii) presence of the platform suitable for organic derivatization both at lower and upper rims, and (iv) presence of flexible arms to provide suitable and selective coordination environment.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Lower Rim 1,3-Dibenzooxadiazole Conjugate of Calix[4]arene in Selective Sensing of Fluoride in Solution and in Biological Cells Using Confocal Microscopy

et al. 2018

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p- tert-Butyl-calix[4]arene was derivatized by integrating a benzooxadiazole fluorescent tag into its 1,3-arms at the lower rim to result in L and was characterized. L was titrated with 17 anions in THF and found selective for F ions with lowest detection limit of 109 ppb. L and F form a 1:1 complex. L self-assembles in THF to result in sheet like structures which converts into smaller spherical particles upon addition of F. The site of interaction of F was deduced based on H NMR spectroscopy and the coordination features by density functional theory (DFT) computations wherein six noncovalent interactions of the type X-H···F (where X = O, N, or C) were noticed. The sensing of F is reversible when titrated with Ca, and the reversibility was demonstrated for 10 cycles without losing sensitivity. The study has been extended to the biological cells using fluorescence and confocal microscopy. While L shows strong fluorescence in HeLa cells, increasing concentrations of F exhibited greater fluorescence quenching. Thus, L acts as a good sensor for F in solution as well as in biological cells, a rare and unique combination for a calixarene conjugate to exhibit such sensing behavior in dual media.

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Functionalized materials with fluorescent dyes for chemosensor applications

2017

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Fluorogenic and chromogenic detection of biologically important fluoride anion with schiff-bases containing 4-amino-1,8-naphthalimide unit

Cited by 15 publications

References 19 publications

Colorimetric Detection of Multiple Metal Ions Using Schiff Base 1-(2-Thiophenylimino)-4-(N-dimethyl)benzene

Colorimetric Detection of Multiple Metal Ions Using Schiff Base 1-(2-Thiophenylimino)-4-(N-dimethyl)benzene

Fluorescent Lower Rim 1,3-Dibenzooxadiazole Conjugate of Calix[4]arene in Selective Sensing of Fluoride in Solution and in Biological Cells Using Confocal Microscopy

Functionalized materials with fluorescent dyes for chemosensor applications

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