Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Fluorescent probe capable of simultaneously detecting beta amyloid protein deposition plaques and peroxynitrite and preparation method and application thereof

A technology of peroxynitrite and amyloid, applied in chemical instruments and methods, fluorescence/phosphorescence, material analysis through optical means, etc., can solve the problem of few small molecule fluorescent probes, achieve good staining effect, The effect of strong practicability and simple preparation method

Active Publication Date: 2020-10-16
SHANDONG NORMAL UNIV
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the inventors have found that Aβ deposition plaques and ONOO can be detected simultaneously - There are very few small molecule fluorescent probes

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Fluorescent probe capable of simultaneously detecting beta amyloid protein deposition plaques and peroxynitrite and preparation method and application thereof
  • Fluorescent probe capable of simultaneously detecting beta amyloid protein deposition plaques and peroxynitrite and preparation method and application thereof
  • Fluorescent probe capable of simultaneously detecting beta amyloid protein deposition plaques and peroxynitrite and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0052] The preparation method of above-mentioned fluorescent probe, comprises the steps:

[0053] The reaction equation is:

[0054]

[0055] 1) dissolving compound 1 in glacial acetic acid, and adding diethyl ketomalonate therein and stirring evenly to obtain a mixed solution;

[0056] 2) After reacting the mixed solution in 1) for a set time and temperature, it is ready.

[0057] In some embodiments, in step 1), the ratio of compound 1 to diethyl ketomalonate is 1:1-3 to synthesize the target probe BTNPO.

[0058] In some embodiments, in step 2), the reaction temperature is 30-118° C., and the reaction time is 8-18 hours, so as to improve the reaction efficiency.

[0059] In some embodiments, in step 2), the reaction temperature is 90-118° C., and the reaction time is 12-15 hours, so that higher reaction rate and yield can be obtained.

[0060] In some embodiments, step 2) also includes the steps of spinning the reaction product solution to dryness and purifying, so as...

Embodiment 1

[0071] Embodiment 1: the synthesis of fluorescent probe

[0072] Compound 1 (274 mg, 1 mmol) was dissolved in 3 mL of glacial acetic acid, and the above mixture was heated to reflux. Then, a solution of diethyl ketomalonate (348 mg, 2 mmol) in glacial acetic acid (2 mL) was added dropwise to the above mixed solution, and reacted for 15 h. After the reaction was completed, the reaction solution was cooled to room temperature, concentrated and spin-dried to dry the solvent, and the solid was subjected to column chromatography (eluents were dichloromethane:methanol:triethylamine=100:1:1, V / V / V) The product solids were obtained in 324 mg (yield 65%), respectively.

[0073] Mass Spectrometry and NMR Characterization:

[0074] BTNPO: HRMS (ESI): calculated for C 22 h 15 N 2 o 4 S - (M-H) - 403.0747, found 403.0747.

[0075] 1 H NMR (400MHz, DMSO-d 6 )δ10.92(s,1H),8.69(s,1H),8.22(t,J=8.3Hz,2H),8.17(d,J=8.0Hz,1H),8.09(d,J=8.1Hz, 1H), 7.96(d, J=8.8Hz, 1H), 7.57(t, J=7.6Hz, ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a preparation method and application of a fluorescent probe capable of simultaneously detecting beta amyloid protein deposition plaques and peroxynitrite. The structural formula of the fluorescent probe is as follows: the fluorescent probe is named BTNPO, the fluorescent probe takes a naphthalene-benzothiazole derivative as a fluorophore and takes a substituted lactam functional group as an ONOO <-> reaction recognition group, besides quick response with ONOO <->, the probe can also be combined with A beta deposited plaques, the sensitivity is high, and the selectivityis good. The probe can be used as an excellent imaging tool and is applied to simultaneous detection of Abeta deposited plaques and ONOO <-> in living cells and AD model mice.

Description

technical field [0001] The invention belongs to the technical field of fluorescence imaging detection, and in particular relates to a fluorescent probe capable of simultaneously detecting beta amyloid deposition plaques and peroxynitrite, a preparation method and application thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Current studies have shown that the deposition of plaques formed by the aggregation of β-amyloid (Aβ) is one of the key factors leading to the decline of cognitive function. Neurotoxicity in Aβ-deposited plaques can alter mitochondrial calcium homeostasis, induce inflammation, and increase reactive oxygen species (ROS) production. Studies have ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D417/04C09K11/06G01N21/64
CPCC07D417/04C09K11/06C09K2211/1029C09K2211/1037G01N21/6428G01N21/6486G01N2021/6439
Inventor 唐波解希雷刘光照王栩张建焦晓云
Owner SHANDONG NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com