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Fluorescent probe for detecting hydrogen peroxide, and synthesis method and application thereof

A fluorescent probe and hydrogen peroxide technology, applied in the field of applied biology, can solve the problems of long synthesis time of fluorescent probes, failure to eliminate the influence of pseudo-Stokes shift, complex preparation, etc., achieve short synthesis time and avoid self-absorption and self-quenching, good selectivity

Active Publication Date: 2018-12-18
HUNAN UNIV OF ARTS & SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Document CN105038762A discloses a ratiometric fluorescent probe for detecting hydrogen peroxide and its application. The synthetic time of the fluorescent probe is long and the preparation is complicated, and the influence of pseudo-Stokes shift on the detection of hydrogen peroxide is not excluded

Method used

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  • Fluorescent probe for detecting hydrogen peroxide, and synthesis method and application thereof
  • Fluorescent probe for detecting hydrogen peroxide, and synthesis method and application thereof
  • Fluorescent probe for detecting hydrogen peroxide, and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] About the synthetic method of fluorescent probe, comprise following experimental steps:

[0038] (1) Compound I (329 mg, 1 mmol), Compound II (437 mg, 1 mmol), dicyclohexylcarbodiimide (206 mg, 1 mmol) and 4-dimethylaminopyridine (12 mg, 0.1 mmol) were dissolved in 10 mL of dichloro In methane, the reaction was stirred at room temperature for 12 hours;

[0039] Wherein the structural formula of compound I is as follows:

[0040]

[0041] The structural formula of compound II is as follows:

[0042]

[0043] (2) After the reaction was completed, the crude product was obtained by evaporation under reduced pressure, and the crude product was treated with silica gel column chromatography (ethyl acetate:petroleum ether=1:2, V:V) to obtain a white product (628mg, yield 84% ), the white product—that is, the synthetic reaction equation of the fluorescent probe is as follows figure 1 shown.

[0044] The NMR H spectrum of the fluorescent probe is:

[0045] 1 H NMR (50...

Embodiment 2

[0047] The experimental procedure of Example 2 is the same as that of Example 1, but the molar ratio of compound I and compound II is changed to 2:1 in step (1).

[0048] It was found through testing that the structure of the final product of Example 2 was consistent with that of Example 1, and the synthesis method of the probe of the present invention is not limited to the method described in the example.

Embodiment 3

[0050] The experimental procedure of Example 3 is the same as that of Example 1, but the molar ratio of compound I and compound II is changed to 1:2 in step (1).

[0051] It was found through testing that the structure of the final product of Example 3 was consistent with that of Example 1, and the synthesis method of the probe of the present invention is not limited to the method described in the example.

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Abstract

The invention discloses a fluorescent probe for detecting hydrogen peroxide, and a synthesis method and an application thereof. The structural formula of the fluorescent probe is shown in the description. The synthesis method comprises the following preparation steps: dissolving a compound I, a compound II, dicyclohexylcarbodiimide and 4-dimethylaminopyridine in an organic solvent, carrying out areaction, and carrying out treatment on the obtained reaction product to obtain the fluorescent probe, wherein a molar ratio of the compound I to the compound II is (1-2):1, a molar ratio of the dicyclohexylcarbodiimide to 4-dimethylaminopyridine to the compound I is 10:(1-2):10, the organic solvent comprises dichloromethane and trichloromethane, the reaction temperature is room temperature, and the reaction time is 12 h; and the treatment includes reduced pressure evaporation and silica gel column chromatography treatment, and ethyl acetate and petroleum ether are used according to a volume ratio of 1:2 in the silica gel column chromatography treatment. The fluorescent probe is used for quantitatively detecting the hydrogen peroxide. The probe has the advantages of simplicity in preparation, fastness in response, good selectivity, low lower detection limit, large anti-Stokes shift, and realization of quantitative detection of hydrogen peroxide.

Description

technical field [0001] The invention relates to the field of applied biology, in particular to a fluorescent probe for detecting hydrogen peroxide, a synthesis method and application. Background technique [0002] Hydrogen peroxide (H 2 o 2 ) is the active oxygen species with the highest content in living organisms, and plays an important role in life activities. normal concentration of H 2 o 2 Beneficial to the normal physiological process of organisms, while excess H in cells 2 o 2 It will cause metabolic disorders of organisms, leading to a series of diseases, such as diabetes, vascular diseases, cancer, heart Alzheimer's syndrome and body aging. Therefore, real-time dynamic monitoring of changes in the concentration of reactive oxygen species in organisms is of great significance for the study of the relationship between reactive oxygen species and the physiological and pathological processes of organisms, as well as the early diagnosis of diseases. [0003] At pr...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/02C09K11/06C09K2211/1044C09K2211/1088C09K2211/1096G01N21/6428
Inventor 申有名唐裕才张春香张向阳周诗彪丁祥靳俊玲黄小兵杨名
Owner HUNAN UNIV OF ARTS & SCI
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