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BODIPY fluorescent probe for specifically recognizing superoxide anions as well as preparation method and application thereof

A technology of superoxide anion and fluorescent probe, which is applied in the field of fluorescent probe to achieve high selectivity and high sensitivity

Inactive Publication Date: 2022-02-08
WENZHOU MEDICAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, the fluorescent biological probe core has not been able to apply the excellent performance of BODIPY to the specific recognition of superoxide anion, so it needs to be improved

Method used

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  • BODIPY fluorescent probe for specifically recognizing superoxide anions as well as preparation method and application thereof
  • BODIPY fluorescent probe for specifically recognizing superoxide anions as well as preparation method and application thereof
  • BODIPY fluorescent probe for specifically recognizing superoxide anions as well as preparation method and application thereof

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Embodiment Construction

[0055] The following is attached Figure 1-13 The application is described in further detail.

[0056] The embodiment of the present application discloses a method for preparing a BODIPY fluorescent probe that specifically recognizes superoxide anion.

[0057] The synthetic route of the fluorescent probe is as follows: figure 1 shown.

[0058] A mixture of T-OH (325mg, 1.0mmol, 1.0eq.) and NBS (265mg, 1.5mmol, 1.5eq.) was dissolved in 5mL of dichloromethane, and DMTU (47mg, 0.45mmol, 0.45eq.) was added, at this time The volume molar concentration of the mixed solution was 0.59 mol / L, and stirred at room temperature for 2 hours. After the reaction, the mixed solution was diluted with dichloromethane, then washed with water three times, then the dichloromethane was dried with anhydrous sodium sulfate, and finally the solvent was spin-dried under reduced pressure to obtain 227 mg of intermediate T-Br, with a yield of 70%. Its mass spectrum, such as figure 2 shown.

[0059]...

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Abstract

The invention relates to a BODIPY fluorescent probe for specifically recognizing superoxide anions as well as a preparation method and application thereof. A fluorescence enhancement probe BOIPDY-T which is based on a BODIPY structure and contains a diphenyl phosphate recognition group has high selectivity on superoxide anions. Besides, the probe can detect superoxide anions in an extremely wide pH range, and the fluorescence of the probe is not influenced by the pH of the environment, so that the probe is very beneficial to the practical application of the probe; and the probe BOIPDY-T has excellent optical properties, low pH sensitivity, high sensitivity and high selectivity, and can easily have wide application prospects in the field of chemical analysis and detection.

Description

technical field [0001] The invention relates to the technical field of fluorescent probes, in particular to a BODIPY-type fluorescent probe that specifically recognizes superoxide anions and its preparation method and application. Background technique [0002] Among the various reactive oxygen species (ROS) in organisms, the oxygen (O 2 ) produced superoxide anion is an extremely important bactericidal oxidant in organisms and plays a protective role in human health. However, overproduction of superoxide anion has been linked to a range of pathological diseases, such as Alzheimer's disease, rheumatoid arthritis, heart disease, diabetes, and even cancer. In addition, superoxide anion produced in vivo has a short lifetime and is usually converted into other ROS within tens of micrometers of the production site. Although changes in superoxide anion concentration play a very important role in the body, its low concentration and short lifetime make the detection of superoxide a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6596C09K11/06G01N21/64
CPCC07F9/6596C09K11/06G01N21/6428G01N21/643C09K2211/1007C09K2211/1014C09K2211/1055
Inventor 李志鹏沈建良
Owner WENZHOU MEDICAL UNIV
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