Selective and sensitive fluorescence-shift probes based on two dansyl groups for mercury(ii) ion detection

Ma, Lijun; Liu, Jialun; Deng, Lefang; Zhao, Meili; Deng, Zhifu; Li, Xutian; Tang, Jian; Yang, Liting

doi:10.1039/c4pp00094c

Cited by 22 publications

(6 citation statements)

References 40 publications

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“…2,3 The maximum limit of Hg 2+ in drinking water is 2 ppb by the standards of the United States Environmental Protection Agency (1 × 10 −8 M). 4 Therefore, the development of reliable and convenient analytical methods for the determination of Hg 2+ is of great importance and highly desirable. 5,6 Many analytical techniques such as neutron activation analysis, 7 the use of an anodic stripping voltammeter, 8 an inductively coupled plasma mass spectrometer, 9 optical probes, 10 and so on have been developed for Hg 2+ detection.…”

Section: Introductionmentioning

confidence: 99%

An ESIPT-based fluorescent probe for highly selective and ratiometric detection of mercury(ii) in solution and in cells

Huang

et al. 2015

Analyst

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A novel ratiometric fluorescent Hg(2+) detecting system was rationally developed based on the typical excited state intramolecular proton transfer (ESIPT) characteristic of the latent fluorophore, 2-(1-(p-tolyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenol (Pol) and the Hg(2+)-mediated cleavage of the vinyl group. The probe responds selectively to Hg(2+) over various other metal ions with a larger bathochromic shift (∼100 nm). The sensing mechanism was investigated in detail by fluorescence spectroscopy, NMR spectra and mass spectrometry. Taking advantage of the enhancement effect of dichloromethane on the ESIPT efficiency, a facile dichloromethane extraction was introduced in the process of detection of Hg(2+), which affords a high sensitivity for the probe with a detection limit of 7.8 × 10(-9) M for Hg(2+). By using the new strategy, the novel probe can be used for the detection of Hg(2+) in practical water samples with good recovery. Moreover, the probe was successfully applied to the fluorescence image of Hg(2+) in living cells. These results indicated that the probe and the proposed method have promising applications for Hg(2+) sensing in biological and environmental sciences.

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Section: Introductionmentioning

confidence: 99%

An ESIPT-based fluorescent probe for highly selective and ratiometric detection of mercury(ii) in solution and in cells

Huang

et al. 2015

Analyst

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“…[ 1-3 ] Among them, compounds based on 1-(dimethylamino)-naphthalene-5-sulfonyl or dansyl derivatives, have received consistent attention since they often exhibit broad emission spectra, high quantum yields and are robustness enough under different external conditions. [ [4][5][6][7][8][9] This brought up to light a multitude of possible applications, ranging from biological targets such as the detection of oxygen reactive species [ 10 ], imaging [ 8,[11][12][13][14][15] ], and monitoring of organ systems [ 6 ], to the detection of heavy and transition metal ions[ [12][13][14][15][16][17][18][19][20] ] and even water traces [ 4 ].…”

Section: Introductionmentioning

confidence: 99%

Development of fluorochromic polymer doped materials as platforms for temperature sensing using three dansyl derivatives bearing a sulfur bridge.

Duarte

Dobrikov

Kurutos

et al. 2023

Preprint

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Three novel bis-dansyl derivatives bearing a sulfur bridge have been synthesized and fully characterized. Their photophysical characterization has been studied in solution as well as in the solid state. All compounds exhibit fluorescence emission with quantum yields up to 60%, which vary significantly depending on the solvent used, and the inherent molecular structure. Moreover, these compounds demonstrate positive solvatofluorochromic behaviour emitting from bluish-green to yellow. Kamlet-Taft studies were performed to understand the solute-solvent interactions better. Due to the intrinsic characteristics of the compounds, efforts were made to understand their potential usefulness for environmental remediation, and thus metal ion sensing studies were investigated. Compounds L1 and L2 showed high sensitivity to Cu2+ and Hg2+ ions and were found to modulate their emission extensively, with L2 capable of detecting and quantifying up to 4 µM of Hg2+. Considering the solid-state emission of these compounds, the application towards temperature sensing was put forth. L3 was found to quench its emission linearly with temperatures up to 170 ºC. Several doped polymer thin films were fabricated, which served as a platform to establish a linear relation with temperature beyond their melting point. Polymethylmethacrylate (PMMA) films emitted up to temperatures of 218 ºC, which could be fully restored at room temperature. These results suggest the potential application of these bis-chromophoric compounds as molecular thermometers.

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“…[12][13][14] Although many sensors detect Hg 2+ by applying the fluorescence quenching mode, 15 the turn-on detection method is preferable over fluorescence quenching because of advantageous sensitivity. 16 Among the various reaction-based fluorescence sensing strategies reported, the most widely used mercury(II)-promoted intramolecular cyclic guanylation of thiourea into an imidazoline moiety reported by Lee's group attracted our attention. 17 Many sensors with various thiourea-type substituents for detection of Hg 2+ have been reported.…”

Section: Introductionmentioning

confidence: 99%

A dual-mode turn-on fluorescent BODIPY-based probe for visualization of mercury ions in living cells

Wang

Pan

Zhang

et al. 2016

Analyst

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A novel turn-on fluorescent 8-amino BODIPY-based probe carrying a thiourea unit as the mercury ion recognition unit has been developed. Due to the cascade reaction processes, consecutive color changes reflecting the electronic absorption and emission responses were observed upon addition of increased concentrations of mercury(ii) ions. The likely sensing mechanism was proposed as mercury ion-promoted cyclization and subsequent hydrolysis. The probe displayed a selective response to mercury ions over other metal ions. Additionally, experiments with living Human Hepatoma SMMC-7721 cells to visualize intracellular mercury ions in biological systems were carried out with the probe.

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Selective and sensitive fluorescence-shift probes based on two dansyl groups for mercury(ii) ion detection

Cited by 22 publications

References 40 publications

An ESIPT-based fluorescent probe for highly selective and ratiometric detection of mercury(ii) in solution and in cells

An ESIPT-based fluorescent probe for highly selective and ratiometric detection of mercury(ii) in solution and in cells

Development of fluorochromic polymer doped materials as platforms for temperature sensing using three dansyl derivatives bearing a sulfur bridge.

A dual-mode turn-on fluorescent BODIPY-based probe for visualization of mercury ions in living cells

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