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Fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives and preparation and application thereof

A fluorescent probe and nitric oxide technology, applied in the field of fluorescent probe molecules and preparation, can solve the problems of reducing the specific recognition effect of fluorescent probes on NO gas, easy quenching of fluorescent probe fluorescence, and reduced detection effects, etc., to achieve Good stability of physical and chemical properties, stable light properties, and high sensitivity to fluorescence changes

Pending Publication Date: 2019-04-05
YUNNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] NO is a gas free radical in the living body, and the diffusion and migration speed is very fast, which is very difficult to detect; the interference of other substances such as active oxygen, active nitrogen, and active carbon free radicals reduces the effect of fluorescent probes on specific recognition of NO gas; Some fluorescent probes for detecting NO or the fluorescence is easily quenched, or the fluorescence intensity is weak, which also reduces the detection effect

Method used

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  • Fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives and preparation and application thereof
  • Fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives and preparation and application thereof
  • Fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives and preparation and application thereof

Examples

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Effect test

Embodiment 1

[0035] Example 1: Synthesis of fluorescent probe molecules for nitric oxide detection based on rhodamine derivatives

[0036] For specific synthetic routes, see figure 1 .

[0037] (1) Preparation of Compound 2: Prepare 20 mL of 60% sulfuric acid, add 1.34 g (7.28 mmol) p-bromobenzaldehyde and 2.0 g (14.58 mmol) N, N-diethyl-m-aminophenol, stir for 20 minutes to dissolve , and then slowly heated to 160°C and reacted for 24 hours. After the reaction, adjust the pH to 7 with KOH, filter the obtained purple precipitate with suction, wash with water, and dry. 370 mg of compound 2 was obtained, with a yield of 12%.

[0038] (2) Synthesis of fluorescent probe molecule 1 for nitric oxide detection of rhodamine derivatives: 0.2385 g (0.5 mmol) of compound 1, 0.056 g (1 mmol) of KOH, 0.0049 g (0.05 mmol) of CuCl were added to 1.00 In mL of 2-(2-aminoethoxy)ethanol, react at 90°C for 24 hours. After the reaction was completed, it was extracted three times with brine and dichlorome...

Embodiment 2

[0039] Example 2: Selectivity of Fluorescent Probe Molecules for Nitric Oxide Fluorescent Detection Based on Rhodamine Derivatives

[0040] Ethanol:PBS (0.01mol / L, pH=7.4)=1:99(v:v) solution was used to control the experimental conditions.

[0041] 10 mg of fluorescent probe molecules for nitric oxide detection based on rhodamine derivatives were added to ethanol solvent and the volume was adjusted to 20 mL, and the concentration of fluorescent probe molecules was prepared to be 1 × 10 -3 mol / L solution.

[0042] Divide the sample vials into 12 groups, and add 30 μL to each sample vial at a concentration of 1×10 -3 mol / L of rhodamine derivative-based nitric oxide detection fluorescent probe molecular solution, the first bottle of solution was used as a blank group, and the other 11 groups were added with different amounts of H 2 o 2 , NO 2 - , NO 3 - , ClO - , O 2 ·- , 1 o 2 , NO 2 · , ONOO - , · OH, ROO - , NO solution, and supplemented with PBS solution to a...

Embodiment 3

[0044] Example 3: Quantitative ultraviolet detection of nitric oxide by fluorescent probe molecules based on rhodamine derivatives for nitric oxide detection

[0045] Ethanol:PBS (0.01mol / L, pH=7.4)=1:99(v:v) solution was used to control the experimental conditions.

[0046] 10 mg of fluorescent probe molecules for nitric oxide detection based on rhodamine derivatives were added to ethanol solvent and the volume was adjusted to 20 mL, and the concentration of fluorescent probe molecules was prepared to be 1 × 10 -3 mol / L solution.

[0047] Nitrogen gas was passed into 100mL of PBS solution for 30 minutes, and then NO gas was passed for 30 minutes. It was considered that NO gas was saturated in PBS solution. At this time, the NO concentration in the solution was 1.9mmol / L, and this solution was used as the origin of.

[0048] Divide the sample vials into 13 groups, and add 30 microliters to each sample vial in each group with a concentration of 1×10 -3 mol / L rhodamine deriva...

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Abstract

The invention relates to fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives and preparation and application thereof. The fluorescent probe molecules have a molecularstructure shown as the figure that is shown in the description. The invention also discloses a preparation method of the fluorescent probe molecules for detecting nitric oxide based on rhodamine derivatives, as well as application of the fluorescent probe molecules in the detection of nitric oxide in water samples, cells, nematodes and the like.

Description

technical field [0001] The invention belongs to organic functional materials, and relates to a fluorescent probe molecule for detecting trace substances, a preparation method and an application. Background technique [0002] Nitric oxide (NO) is a colorless, odorless, toxic gas. The endogenous nitric oxide is an important gas messenger molecule. It participates in a large number of physiological regulation activities and plays a key role in the living body. . Studies have shown that nitric oxide is closely related to many human diseases such as cardiovascular disease and diabetes. Therefore, it is of great significance to detect nitric oxide in organisms, and to study and evaluate its connection and function with physiological regulation in the fields of life science and medicine. [0003] NO is a gas free radical in the living body, and the diffusion and migration speed is very fast, which is very difficult to detect; the interference of other substances such as active ox...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/90C09K11/06G01N21/64A61K49/00
CPCA61K49/0021G01N21/6428G01N21/643C09K11/06C07D311/90C09K2211/1088
Inventor 周莹曹洁何艳琪陈秋玲
Owner YUNNAN UNIV
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