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Fluorescent probe for detecting activity of myeloperoxidase and preparation method thereof and application thereof

A myeloperoxidase and fluorescent probe technology, which is applied in the field of fluorescent probes for detecting myeloperoxidase activity and their preparation, can solve the problems of high cost and long time, and achieve excellent selectivity.

Active Publication Date: 2019-02-15
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the ELISA method has high sensitivity, high selectivity and good repeatability, its shortcomings such as long time-consuming and high cost limit its wide application.

Method used

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  • Fluorescent probe for detecting activity of myeloperoxidase and preparation method thereof and application thereof
  • Fluorescent probe for detecting activity of myeloperoxidase and preparation method thereof and application thereof
  • Fluorescent probe for detecting activity of myeloperoxidase and preparation method thereof and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] The preparation of compound FD-301 with formula I structure and the performance of detecting MPO activity:

[0046] .

[0047] (1) Preparation of compound FD-301

[0048] Add methylene blue (2.0 g, 6.25 mmol) into a three-necked flask and dissolve it with 15 mL of dichloromethane and 40 mL of water. Sodium carbonate (2.65 g, 25.00 mmol) was added to the system, and the system was stirred at 40°C. After nitrogen protection, sodium dithionite (3.26 g, 18.75 mmol) dissolved in 20 mL of water was added dropwise to the system. After the addition was completed, the reaction was carried out for 20 min. At this time, the system clearly separated, and the lower layer was a yellow solution. The system was allowed to stand still, then 10 mL of triphosgene (0.93 g, 3.13 mmol) dissolved in dichloromethane was added dropwise to the system, and after the drop was completed, it was transferred to room temperature and stirred for 1 h. The system was allowed to stand still, and after ...

Embodiment 2

[0063] Preparation of the compound FD-302 with the structure of formula I and its response performance with hypochlorous acid:

[0064] .

[0065] (1) Preparation of Compound FD-302

[0066] Add Basic Blue 3 (2.0 g, 5.56 mmol) into a three-necked flask and dissolve it with 15 mL of dichloromethane and 40 mL of water. Sodium carbonate (2.65 g, 25.00 mmol) was added to the system, and the system was stirred at 40°C. After nitrogen protection, sodium dithionite (3.26 g, 18.75 mmol) dissolved in 20 mL of water was added dropwise to the system. After the addition was completed, the reaction was carried out for 20 min. At this time, the system clearly separated, and the lower layer was a yellow solution. The system was allowed to stand still, then 10 mL of triphosgene (0.93 g, 3.13 mmol) dissolved in dichloromethane was added dropwise to the system, and after the drop was completed, it was transferred to room temperature and stirred for 1 h. The system was allowed to stand stil...

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Abstract

The invention belongs to the technical field of analytic chemistry and specifically relates to a fluorescent probe for detecting activity of myeloperoxidase and a preparation method thereof and application thereof. According to the fluorescent probe for detecting the activity of the myeloperoxidase, a fluorescent probe compound responds to hypochlorous acid to generate fluorescent lights for detecting the activity of the myeloperoxidase and does not respond to other common active oxygen / active nitrogen. The fluorescent probe for detecting the activity of the myeloperoxidase has the advantagesthat the fluorescent probe possesses higher selectivity and sensitivity to hypochlorous acid, the response is fast, the fluorescent probe does not need a complicated instrument, the detection limit tothe activity of the myeloperoxidase is low, and the activity of the myeloperoxidase of a living body level can be detected. The compound can be used as the fluorescent probe to be applied to the field of disease prediagnosis, fluorescence imaging and the like.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a fluorescent probe which can be used to detect the activity of myeloperoxidase (MPO) and its preparation method and application. Background technique [0002] Myeloperoxidase (MPO) is a kind of peroxidase with heme as a cofactor, which exists almost exclusively in bone marrow cells, two kinds of blood leukocytes (neutrophils and monocytes) ) and macrophages under pathological conditions. MPO can catalyze hydrogen peroxide (H 2 o 2 ) and chloride ions (Cl - ) reaction to produce HOCl, MPO is currently the only known enzyme that can catalyze the generation of hypochlorous acid (HOCl) under physiological conditions. In addition to HOCl, MPO can also catalyze the generation of other reactive oxygen species / reactive nitrogen species (ROS / RNS), such as tyrosyl radicals and hydroxyl radicals ( · OH). Abnormal expression of MPO produces excessive ROS / RNS t...

Claims

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Application Information

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IPC IPC(8): C07D265/38C07D279/30C09K11/06G01N21/64
CPCG01N21/643C09K11/06C07D265/38C07D279/30C09K2211/1007C09K2211/1037C09K2211/1033
Inventor 易涛刘玲燕魏鹏刘中宽李若涵曹春艳
Owner FUDAN UNIV