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

A lysosome-targeted hypochlorous acid molecular fluorescent probe and its preparation method and application

A fluorescent probe, hypochlorous acid technology, applied in the field of analytical chemistry, can solve the problems of lack of hypochlorous acid detection tools, lack of targeting of hypochlorous acid, inability to detect hypochlorous acid, etc., and achieve strong resistance to other molecular interference. , the effect of high coincidence rate and simple post-processing process

Inactive Publication Date: 2017-03-29
UNIV OF JINAN
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the current detection of hypochlorous acid lacks targeting, and it cannot detect hypochlorous acid in a specific organelle in the cell, especially the lack of hypochlorous acid probes targeting intracellular lysosomes, so there is a lack of research A detection tool for the change of hypochlorous acid concentration in lysosome during the process of cell pathology

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
  • A lysosome-targeted hypochlorous acid molecular fluorescent probe and its preparation method and application
  • A lysosome-targeted hypochlorous acid molecular fluorescent probe and its preparation method and application
  • A lysosome-targeted hypochlorous acid molecular fluorescent probe and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Preparation of target probe compound Lyso-ClO

[0037] (1) Synthesis of compound Lyso-1

[0038]4-Diethylaminoketonic acid (1.0 g, 3.19 mmol, 1 eq) and 4-benzothiazole-1,3-resorcinol (776 mg, 3.19 mmol, 2 eq) were dissolved in 5 mL of methanesulfonic acid solution , under nitrogen protection, heated at 90°C, and reacted for 24 h. Use a TCL plate to detect the reaction. After the reaction is complete, cool the reaction solution to room temperature, slowly pour the reaction solution into 50 mL of ice water, extract with methanol / dichloromethane = 1:10, dry over anhydrous sodium sulfate, and spin dry under reduced pressure. The crude product was obtained from the solvent, and was separated with a silica gel column, the silica gel particle size was 200-300 mesh, the eluent ratio was methanol / dichloromethane=1:30, and the yield was 64%. The synthetic route is as follows:

[0039]

[0040] (2) Synthesis of compound Lyso-2

[0041] Compound Lyso-1 (300 mg, 0.574 mmol, 1...

Embodiment 2

[0050] Changes in the fluorescence spectrum of the compound Lyso-ClO hypochlorous acid fluorescent probe with the increase in the equivalent of hypochlorous acid

[0051] The Lyso-ClO hypochlorous acid fluorescent probe prepared in Example 1 was dissolved in dimethyl sulfoxide (DMSO) to prepare a 1 mmol / L stock solution. Take 30μL from the stock solution and add it to a 5mL centrifuge tube, add different equivalents (0-30 eq) of hypochlorous acid standard solution, and use PBS buffer solution (0.1mol / L, pH=7.5) and DMSO at a volume ratio of 1 :1 solution diluted to 3 mL, with 365nm as the excitation light, to measure its fluorescence properties. Fluorescence spectra such as figure 2 shown. Depend on figure 2 It can be seen that the fluorescence at 450 nm gradually weakens and the fluorescence at 585 nm increases gradually with the increase of hypochlorous acid equivalent added.

Embodiment 3

[0053] The Selectivity of Compound Lyso-ClO Hypochlorous Acid Fluorescent Probe to Different Molecules or Ions

[0054] Take 30 μL from the fluorescent probe stock solution in Example 2 and add it to a 5mL centrifuge tube, add equimolar amounts of competing molecular standard solutions, one of which is added with equimolar amounts of hypochlorous acid standard solution, and after 30 minutes, use PBS: DMF (1:1) is solvent, and 365nm is excitation light, detects the fluorescence emission spectrum change of solution, and the result is as follows image 3 shown. Simultaneously, the influence of other metal ions on the fluorescence intensity of the probe of the present invention has also been studied. With PBS:DMF (1:1) as the solvent, 410 nm is the excitation light, and the results are as follows: Figure 4 shown. Depend on image 3 and Figure 4 In general, it can be found that other metal ions have almost no effect on the fluorescence of compound Lyso-ClO at 585nm, but the a...

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 discloses a lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, as well as a preparation method and application thereof, and belongs to the technical field of analytical chemistry. The molecular formula of the fluorescence probe is C37H35N5O5S, with a structure represented by formula I shown in the description. The synthesis of the probe includes four steps, and the after-treatment process is relatively simple; the selective quick detection of the hypochlorous acid molecule probe is achieved, the selectivity is good, and the capability of resisting interference from other molecules is strong; in addition, the change in color of the solution can be observed with the naked eyes, and the change in fluorescence color can also be observed under an ultra-violet lamp, therefore, the fluorescence probe for detecting hypochlorous acid molecules is one with the chromogenic sensing function, can be applied to detection of hypochlorous acid in lysosome in the cells of the biological system, and can be used as a probe for detecting hypochlorous acid in lysosome in the cells. The lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, provided by the invention, is a simple, quick and sensitive reagent for detecting the hypochlorous acid molecules, and has a wide application prospect in the field of biomolecule detection.

Description

technical field [0001] The invention relates to a fluorescent probe for rapidly detecting hypochlorous acid in lysosome targets in cells, a preparation method and application thereof, and belongs to the technical field of analytical chemistry. Background technique [0002] Reactive oxygen species (ROS) are some oxygen-containing free radicals (hydroxyl free radicals and superoxide anion free radicals) and non-free radicals (hypochlorous acid and hypochlorous acid, etc.) that play a very important role in many physiological and pathological processes in organisms. ) collectively. Various ROS are produced by enzymatic and non-enzymatic reactions in organisms under physiological and pathological conditions such as oxidative stress and inflammation. Modern biomedical research shows that the ROS produced in the body is closely related to the occurrence and development of some diseases and the aging of the body. Hypochlorous acid, whose chemical formula is HClO, is an unstable w...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 林伟英任明光邓贝贝周凯王建勇刘展榕
Owner UNIV OF JINAN
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