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

Lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, as well as preparations method and application thereof

A fluorescent probe and 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 anti-interference ability of other molecules , high coincidence rate, and simple post-processing

Inactive Publication Date: 2015-11-25
UNIV OF JINAN
View PDF3 Cites 19 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
  • Lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, as well as preparations method and application thereof
  • Lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, as well as preparations method and application thereof
  • Lysosome targeted fluorescence probe for detecting hypochlorous acid molecules, as well as preparations method and application thereof

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-Diethylaminoketoacid (1.0g, 3.19mmol, 1eq) and 4-benzothiazole-1,3-resorcinol (776mg, 3.19mmol, 2eq) were dissolved in 5mL methanesulfonic acid solution, nitrogen Protected, heated at 90°C, and reacted for 24h. 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 the solvent under reduced pressure. The crude product was obtained and 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 (300mg, 0.574mmol, 1eq) was dissolved in 10mL of absolute e...

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 30 μL from the stock solution and add it to a 5mL centrifuge tube, add different equivalents (0-30eq) of hypochlorous acid standard solutions, and use PBS buffer solution (0.1mol / L, pH=7.5) and DMSO at a volume ratio of 1: The solution of 1 was diluted to 3mL, and its fluorescence properties were measured with 365nm as the excitation light. Fluorescence spectra such as figure 2 shown. Depend on figure 2 It can be seen that the fluorescence at 450nm gradually weakens and the fluorescence at 585nm 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 out 30 μ L from the fluorescent probe stock solution in embodiment 2 and join in the middle of the centrifuge tube of 5mL, add the competing molecule standard solution of equimolar quantity respectively, one of them adds the hypochlorous acid standard solution of equimolar quantity, after 30min with PBS: DMF (1:1) is the solvent, and 365nm is the excitation light, and the fluorescence emission spectrum change of the detection solution 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, 410nm 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...

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
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