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Hydrogen peroxide detecting fluorescent probe and application thereof

A fluorescent probe and hydrogen peroxide technology, applied in the field of analytical chemistry, can solve the problems of poor selectivity of oxidizing substances with different sensitivities, and achieve good selectivity, simple synthesis, and low cytotoxicity

Inactive Publication Date: 2016-12-21
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this fluorescent probe not only responds to intracellular reactive oxygen species, but also responds to other oxidizing substances, and its sensitivity and selectivity to different oxidizing substances are poor.

Method used

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  • Hydrogen peroxide detecting fluorescent probe and application thereof
  • Hydrogen peroxide detecting fluorescent probe and application thereof
  • Hydrogen peroxide detecting fluorescent probe and application thereof

Examples

Experimental program
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Embodiment 1

[0031] Synthesis of Intermediate A-1: ​​To a suspension of 4-diethylaminoketoacid (6.0 g, 19.1 mmol) and p-chlororesorcinol 15 (2.8 g, 19.1 mmol) in TFA (20 mL) was added molecular sieves (2.0 g), then heated to 90 ºC and stirred for 6 hours. After the reaction, the mixture was cooled to room temperature and concentrated to obtain a crude product, which was recrystallized in a 1:1 mixed solution of petroleum ether: ethyl acetate to obtain a red solid A-1 (7.0 g, 95%).

[0032] Synthesis of probe ACR: To a solution of 2-(azidomethyl)benzoic acid (252.25 mg, 1.43 mmol) in dichloromethane (5 mL) was added EDCI (341.50 mg, 1.78 mmol), DMAP (72.54 mg, 0.59 mmol ) and 4-diethylaminoketoacid (500.0 mg, 1.19 mmol), then heated to room temperature and stirred for 12 hours. After the reaction was complete, the resulting solution was poured into water (30 mL) and extracted with dichloromethane (3 × 20 mL), the combined organic layers were washed with saturated brine, and then washed wit...

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Abstract

The invention discloses a hydrogen peroxide detecting fluorescent probe ACR, and belongs to the technical field of analytical chemistry. The hydrogen peroxide detecting fluorescent probe uses a rhodamine derivative as a parent and 2-azide methyl aromatic formic acid ester as a switch, and the chemical structural formula of the hydrogen peroxide detecting fluorescent probe is shown in the specification. The hydrogen peroxide detecting fluorescent probe is simple to synthesize and easy to use, can be specifically reacted with hydrogen peroxide to release fluorescence, and has good hydrogen peroxide selectivity, and in the hydrogen peroxide detection process in the presence of other related oxides, the hydrogen peroxide detecting fluorescent probe has good anti-interference performance, and can detect hydrogen peroxide in living cells.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and relates to a fluorescent probe for detecting hydrogen peroxide and an application thereof. Background technique [0002] Hydrogen peroxide is an important reactive oxygen species, which has extremely important applications in biological body activities and the external environment. In the natural environment, hydrogen peroxide can be used to purify tap water. When organisms carry out life activities, hydrogen peroxide plays the role of immune marker in the process of cell metabolism. Hydrogen peroxide (H2O2) produced during biological metabolism 2 o 2 ) is necessary for life activities, and hydrogen peroxide plays an important role in physiological processes. Studies in recent years have shown that hydrogen peroxide can regulate physiological and pathological processes as a signaling molecule, and is closely related to cell proliferation, differentiation and migration. In addi...

Claims

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Application Information

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IPC IPC(8): C07D493/10C09K11/06G01N21/64
CPCC07D493/10C09K11/06C09K2211/1088G01N21/6428G01N21/6486
Inventor 战付旭杨倩庄志远张启龙宋露露
Owner UNIV OF JINAN
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