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Used to detect hg 2+ Aggregation-induced luminescent fluorescent sensor and its preparation method and application

A technology of aggregation-induced luminescence and fluorescence sensor, applied in chemical instruments and methods, luminescent materials, fluorescence/phosphorescence, etc. The effect of permeability

Inactive Publication Date: 2017-07-11
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, the instruments used in these methods are expensive, complex and precise, require extremely high knowledge and skills of users, are time-consuming, and are only suitable for laboratory testing

Method used

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  • Used to detect hg <sup>2+</sup> Aggregation-induced luminescent fluorescent sensor and its preparation method and application
  • Used to detect hg <sup>2+</sup> Aggregation-induced luminescent fluorescent sensor and its preparation method and application
  • Used to detect hg <sup>2+</sup> Aggregation-induced luminescent fluorescent sensor and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0033] Synthesis of Aggregation-Induced Luminescence Fluorescence Sensors

[0034] 1. Add 2g (5mmol) of 4-bromo-tetraphenylene into a Schlenk test tube, followed by 56mg (0.25mmol) of palladium acetate, 157mg (0.6mmol) of triphenylphosphine, 0.8mL (7.5mmol) of 4-vinyl Pyridine and 3 mL (21.5 mmol) of triethylamine were stirred at 100°C for 3 days under nitrogen protection, the reaction solution was cooled to room temperature, and a mixture of petroleum ether, dichloromethane and ethyl acetate in a volume ratio of 10:1:1 was used. Elution with the eluent gave the compound of formula 1 in 77% yield.

[0035] 2. Add 3g (24mmol) of 2-bromoethanol into a 100mL round-bottomed flask, add 30mL of dichloromethane to dissolve, then add 3.62g (24mmol) of tert-butyldimethylsilyl chloride, 2.45g (36mmol) of imidazole, room temperature After stirring for 21 hours, 20 mL of water was added to quench the reaction, dichloromethane was evaporated under reduced pressure, extracted with diethyl ...

Embodiment 2

[0040] The aggregation-induced luminescence type fluorescence sensor of the present invention detects Hg in the aqueous phase 2+ application, the specific method is as follows:

[0041] The aggregation-induced luminescence fluorescence sensor was added to a mixture of deionized water and dimethyl sulfoxide with a volume ratio of 8:2 to prepare a 10 μmol / L fluorescence sensor solution; gradually add 3 mL of 10 μmol / L fluorescence sensor solution Add mercuric chloride aqueous solution to detect Hg in the system 2+ The concentration of 0, 0.01, 0.05, 0.1, 0.3, 0.5, 1, 2, 4, 6, 8, 10, 12, 14, 16, 18, 20 mmol / L, record the change of ultraviolet absorption spectrum and fluorescence of the fluorescence sensor Emission spectrum changes, see figure 1 and figure 2 . Depend on figure 1 It can be seen that with Hg 2+ As the concentration increases, the UV absorption peak of the fluorescence sensor at 400 nm gradually decreases, and when Hg 2+ When the concentration is 20 mmol / L, a...

Embodiment 3

[0043] The aggregation-induced luminescence type fluorescent sensor of the present invention detects Hg in mitochondria 2+ application, the specific method is as follows:

[0044] The commercial mitochondrial dye Mito Tracker Green was co-stained with a 5 μmol / L fluorescent sensor solution and imaged using a confocal laser fluorescence microscope. image 3 The signal of the green channel comes from mitochondrial dye (excitation wavelength is 488nm, emission range is 459-530nm), Figure 4 The orange signal comes from the fluorescence sensor (excitation wavelength is 405nm, emission range is 530-630nm), Figure 5 Yes image 3 and Figure 4 the superposition of Figure 5 It can be clearly seen that the staining position of the fluorescent sensor on cells is almost exactly the same as the staining position of the mitochondrial dye, indicating that the fluorescent sensor of the present invention can specifically target mitochondria in cells.

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Abstract

The invention discloses an Hg2+ detecting aggregation-induced emission type fluorescent sensor and a production method and application thereof. The structural formula of the fluorescent sensor is as shown in specification. The fluorescent sensor is of aggregation-induced emission property and is nonluminous in solution, and its fluorescent light is enhanced in an aggregation state, accordingly, the fluorescent sensor can be applied to recognition of highly specific selectivity and anti-interference performance of Hg2+. Besides, the fluorescent sensor has high biocompatibility and cellular permeability, can target mitochondria in cells and light the Hg2+ in mitochondria by fluorescent light, and accordingly can realize detection of Hg2+ in the mitochondria.

Description

technical field [0001] The invention belongs to the technical field of environmental detection and biological detection, and in particular relates to a 2+ Detected aggregation-induced luminescence type fluorescence sensor and preparation method and application thereof. Background technique [0002] Hg 2+ It is notorious for its great pollution and very serious harm to the human body. Hg 2+ After entering the human body, it will cause damage to the human central nervous system, brain, endocrine system, kidneys, liver, heart and other organs. The chemical properties of mercury in nature depend entirely on its chemical state in nature, inorganic Hg 2+ After entering the water body, it is converted to methylmercury in various ways. Methylmercury has a strong affinity with sulfhydryl groups in proteins and is deposited in organisms, and its concentration increases with the circulation of the food chain. Pregnant women who eat mercury-contaminated marine organisms for a long...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D473/34C09K11/06G01N21/64
CPCC07D473/34C09K11/06C09K2211/1044G01N21/643
Inventor 赵娜李楠巩倩
Owner SHAANXI NORMAL UNIV
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