Dataset Information

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu2+ in Aqueous Solution and Zebrafish.

ABSTRACT: A new dansyl-based chemosensor (2-(4-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)piperazin-1-yl)-N-(quinolin-8-yl)acetamide) (DC) for detecting Cu2+ was synthesized and characterized. DC showed great selectivity to Cu2+ by a fluorescent "on-off" detection method. Job plot, ESI-mass spectroscopy, and 1H NMR titration suggested a 1 to 1 binding mode between DC and Cu2+. The detection limit was determined to be 43 nM, which is greatly below the WHO guidelines. In addition, DC can be applied to real samples and zebrafish imaging. The fluorescence quenching mechanism was proposed as the enhancement of intramolecular charge transfer with calculations.

SUBMITTER: Chae JB

PROVIDER: S-EPMC6682132 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu2+ in Aqueous Solution and Zebrafish.

Chae Ju Byeong JB Yun Dongju D Lee Hangyul H Lee Hyojin H Kim Ki-Tae KT Kim Cheal C

ACS omega 20190724 7

A new dansyl-based chemosensor (2-(4-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)piperazin-1-yl)-N-(quinolin-8-yl)acetamide) (DC) for detecting Cu2+ was synthesized and characterized. DC showed great selectivity to Cu2+ by a fluorescent "on-off" detection method. Job plot, ESI-mass spectroscopy, and 1H NMR titration suggested a 1 to 1 binding mode between DC and Cu2+. The detection limit was determined to be 43 nM, which is ...[more]

PMID: 31460373

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Project description:A novel type of organic-inorganic hybrid periodic mesoporous materials based on 1,8-dihydroxyanthraquinone (DHAQ-PMOs) was synthesized in a ternary deep eutectic solvent (DES). In the process of the material synthesis, an organosiloxane precursor (DHAQ-Si) and tetraethylorthosilicate (TEOS) were used as the mixed Si source, and cetyltrimethylammonium bromide (CTAB) was used as the structure directing agent. The DES formed by choline chloride (ChCl), urea (U), and ethylene glycol (EG) was used as a green solvent. The water needed for the hydrolysis of DHAQ-Si and TEOS was provided from free water in the sodium hydroxide solution. As characterized by small-angle X-ray scattering, nitrogen adsorption/desorption isotherms, and high-resolution transmission electron microscopy, the obtained mesoporous materials exhibit a two-dimensional hexagonal (P6mm) structure. DHAQ possesses double fluorescence emission peaks at ca. 520 and 580 nm due to the effect of the excited-state intramolecular proton transfer (ESIPT). For DHAQ-PMOs, the silica framework can provide a rigid environment that makes the fluorescence properties more stable and the fluorescence emission peak appears to red-shift obviously. The DHAQ-PMOs have high selectivity and sensitivity in a wide pH range that can be used to detect Cu2+, and the limit of detection (LOD) is as low as 2.39 × 10-9 M. Fluorescence polarization experiments, high-resolution mass spectrometry, and Fourier transform infrared spectroscopy were used to study the coordination interaction between DHAQ and Cu2+. The density functional theory (DFT) was used to further prove the coordination ability and interaction between DHAQ and Cu2+. XPS spectra were also done to prove the coordination of DHAQ and DHAQ-PMO-10 with Cu2+. In addition, confocal fluorescence microscope images exhibit that DHAQ-PMOs can detect Cu2+ in living cells. The results show that DHAQ-PMOs have great application potential as a sensor for the detection of Cu2+.

Dataset Information

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu2+ in Aqueous Solution and Zebrafish.

Publications

Highly Sensitive Dansyl-Based Chemosensor for Detection of Cu<sup>2+</sup> in Aqueous Solution and Zebrafish.

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