Hg2+ detecting aggregation-induced emission type fluorescent sensor and production method and application thereof

A technology of aggregation-induced luminescence and fluorescence sensor, applied in chemical instruments and methods, luminescent materials, fluorescence/phosphorescence, etc., can solve the problems of expensive, time-consuming, complex and precise instruments, and achieve the effect of good cell permeability

Inactive Publication Date: 2016-10-12
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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  • Hg2+ detecting aggregation-induced emission type fluorescent sensor and production method and application thereof
  • Hg2+ detecting aggregation-induced emission type fluorescent sensor and production method and application thereof
  • Hg2+ detecting aggregation-induced emission type fluorescent sensor and production method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0033] Synthesis of Aggregation-Induced Luminescent Fluorescent Sensors

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

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

Embodiment 2

[0040] Aggregation-induced luminescent fluorescent sensor of the present invention detects Hg in aqueous phase 2+ application, the specific method is as follows:

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

Embodiment 3

[0043] Aggregation-induced luminescent 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 5 μmol / L fluorescent sensor solution, and imaged by laser confocal fluorescence microscope. image 3 The signal of the green channel comes from the mitochondrial dye (excitation wavelength is 488nm, emission range is 459-530nm), Figure 4 The orange signal comes from a fluorescent sensor (excitation wavelength is 405nm, emission range is 530-630nm), Figure 5 yes image 3 with Figure 4 the superposition of Figure 5 It can be clearly seen that the dyeing position of the fluorescent sensor on the cell is almost completely consistent with that of the mitochondrial dye, indicating that the fluorescent sensor of the present invention can specifically target the mitochondria in the cell.

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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 specifically relates to a method for water phase medium and Hg in mitochondria 2+ Aggregation-induced luminescent fluorescent sensor for detection and its preparation method and application. Background technique [0002] Hg 2+ Notorious for being extremely polluting and very dangerous to humans. Hg 2+ After entering the human body, it will cause damage to the human central nervous system, brain, endocrine system, kidney, 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 will be converted into methylmercury in various ways. Methylmercury has a strong affinity with sulfhydryl groups in proteins and is deposited in living organisms, and its concentration continues to increase along with the circulation of the food chain. Pregn...

Claims

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Application Information

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Patent Type & Authority Applications(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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