A novel dithiourea-appended naphthalimide “on-off” fluorescent probe for detecting Hg2+ and Ag+ and its application in cell imaging

Ye, Fei; Liang, Xuemei; Xu, Kexin; Pang, Xiaoyan; Chai, Qiong; Fu, Ying

doi:10.1016/j.talanta.2019.03.076

Cited by 87 publications

(21 citation statements)

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“… 46 However, some of these naphthalimide-based fluorescent probes for Hg 2+ were constructed by utilizing the fluorescence quenching mechanism and their sensitivity was poor. 35 , 36 In this article, a novel turn-on Hg 2+ fluorescent probe 1 has been developed with a naphthalimide group ( Scheme 1 ). The Hg 2+ fluorescent probe was constructed and reported by applying the well-known specific Hg 2+ -triggered thioacetal deprotection reaction to generate the formyl group.…”

Section: Introductionmentioning

confidence: 99%

A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

Tian

Wang

et al. 2020

ACS Omega

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Hg 2+ has a significant hazardous impact on the environment and ecosystem. There is a great demand for new methods with high selectivity and sensitivity to determine mercury in life systems and environments. In this paper, a novel turn-on Hg 2+ fluorescent probe has been reported with a naphthalimide group. The Hg 2+ fluorescent probe was designed by the inspiration of the well-known specific Hg 2+ -triggered thioacetal deprotection reaction. A 1,2-dithioalkyl group was chosen as the specific recognition site of Hg 2+ . The probe showed weak fluorescence without Hg 2+ , and the color of the solution was light yellow. In the presence of Hg 2+ , the probe reacted specifically with the mercury ion to produce an aldehyde and emitted strong fluorescence, and the color of the solution also turned light green, thus realizing the monitoring of the mercury ion. The Hg 2+ fluorescent probe showed outstanding sensitivity and selectivity toward Hg 2+ . Furthermore, the Hg 2+ fluorescent probe could work in a wide pH range. The linear relationship between the fluorescence intensity at 510 nm and the concentration of Hg 2+ was obtained in a range of Hg 2+ concentration from 2.5 × 10 –7 to 1.0 × 10 –5 M. The detection limit was found to be 4.0 × 10 –8 M for Hg 2+ . Furthermore, with little cell toxicity, the probe was successfully applied to the confocal image of Hg 2+ in PC-12 cells.

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Section: Introductionmentioning

confidence: 99%

A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

Tian

Wang

et al. 2020

ACS Omega

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“…Peaks at m/z 446.0606 and m/z 464.0116 were attributed to [BHM- H + + Al 3+ + NO 3 − + DMF] + (Calcd: m/z 446.0603) and [BHM- H + + Al 3+ + NO 3 − + DMF + H 2 O] + (Calcd: m/z 464.0708), respectively. Moreover, the binding constants of BHM and Al 3+ were 1.88 × 10 4 M −1 (Figure S6) and 7.49 × 10 3 M −1 (Figure S7) based on the Benesi–Hilderbrand plot [39,40] recorded by the fluorescence and absorbance signals, respectively.…”

Section: Resultsmentioning

confidence: 99%

A Benzothiazole-Based Fluorescent Probe for Ratiometric Detection of Al3+ and Its Application in Water Samples and Cell Imaging

Tian

Sun

et al. 2019

IJMS

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An easily prepared benzothiazole-based probe (BHM) was prepared and characterized by general spectra, including 1H NMR, 13C NMR, HRMS, and single-crystal X-ray diffraction. Based on the synergistic mechanism of the inhabitation of intramolecular charge transfer (ICT), the BHM displayed high selectivity and sensitivity for Al3+ in DMF/H2O (v/v, 1/1) through an obvious blue-shift in the fluorescent spectrum and significant color change detected by the naked eye, respectively. The binding ratio of BHM with Al3+ was 1:1, as determined by the Job plot, and the binding details were investigated using FT-IR, 1H NMR titration, and ESI-MS analysis. Furthermore, the BHM was successfully applied in the detection of Al3+ in the Songhua River and on a test stripe. Fluorescence imaging experiments confirmed that the BHM could be used to monitor Al3+ in human stromal cells (HSC).

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“…For example, some fluorescent probes are not sufficiently sensitive, which severely limits their practical application for Hg detection. [23,[32][33][34][35] Other probes are poorly water soluble and cannot be used in cells and organisms. [36,37] Therefore, the development of a sensitive and selective Hg 2+ fluorescent probe that can be applied to environmental and biological samples is still a serious challenge.…”

Section: Introductionmentioning

confidence: 99%

A coumarin‐based fluorescent probe for Hg²⁺ and its application in living cells and zebrafish

Duan

et al. 2020

Luminescence

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Mercury (Hg) is a heavy metal with high toxicity and easy migration; it can be enriched through the food chain, and cause serious threats to the natural environment and human health. So, the development of a method that can be used to detect mercury ions (Hg2+) in the environment, in cells, and in organisms is very important. Here, a new 7‐hydroxycoumarin‐derived carbonothioate‐based probe (CC‐Hg) was designed and synthesized for detection of Hg2+. After addition of Hg2+, a large fluorescence enhancement was observed due to the formation of 7‐hydroxyl, which reinforced the intramolecular charge transfer process. The CC‐Hg probe had good water solubility and selectivity. Moreover, the probe was able to detect Hg2+ quantitatively over the concentration range 0–2 μM and with a detection limit of 7.9 nM. Importantly, we successfully applied the probe to detect Hg2+ in water samples, in living cells, and in zebrafish. The experimental results demonstrated its potential value in practical applications.

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A novel dithiourea-appended naphthalimide “on-off” fluorescent probe for detecting Hg2+ and Ag+ and its application in cell imaging

Cited by 87 publications

References 50 publications

A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

A Benzothiazole-Based Fluorescent Probe for Ratiometric Detection of Al3+ and Its Application in Water Samples and Cell Imaging

A coumarin‐based fluorescent probe for Hg²⁺ and its application in living cells and zebrafish

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A novel dithiourea-appended naphthalimide “on-off” fluorescent probe for detecting Hg2+ and Ag+ and its application in cell imaging

Cited by 87 publications

References 50 publications

A Highly Selective Fluorescent Probe for Hg2+ Based on a 1,8-Naphthalimide Derivative

A Highly Selective Fluorescent Probe for Hg2+ Based on a 1,8-Naphthalimide Derivative

A Benzothiazole-Based Fluorescent Probe for Ratiometric Detection of Al3+ and Its Application in Water Samples and Cell Imaging

A coumarin‐based fluorescent probe for Hg2+ and its application in living cells and zebrafish

Contact Info

Product

Resources

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A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

A Highly Selective Fluorescent Probe for Hg²⁺ Based on a 1,8-Naphthalimide Derivative

A coumarin‐based fluorescent probe for Hg²⁺ and its application in living cells and zebrafish