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

Fluorescent probe for detecting GSH with high specificity and application thereof

A fluorescent probe, high specificity technology, applied in fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve the problems of indistinguishability, and achieve the effect of simple method, good biocompatibility, and high detection sensitivity

Active Publication Date: 2019-05-03
THE AFFILIATED HOSPITAL OF SOUTHWEST MEDICAL UNIV
View PDF1 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, for the currently reported GSH fluorescent probes, most of them detect sulfhydryl groups, and fail to distinguish GSH, CYS (cysteine) and HCYS (homocysteine)

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 for detecting GSH with high specificity and application thereof
  • Fluorescent probe for detecting GSH with high specificity and application thereof
  • Fluorescent probe for detecting GSH with high specificity and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] A fluorescent probe for highly specific detection of GSH, such as figure 1 As shown, the fluorescent probe is 3-benzothiazolyl-coumarin-7-phenol ester derivatives, wherein, R 1 is methyl, R 2 for the chlorine atom. Such as figure 2 As shown, the fluorescent probe uses 3-benzothiazolyl-7-hydroxycoumarin compounds as raw materials to obtain 3-benzothiazolyl-coumarin-7-phenol ester derivatives through esterification . 3-benzothiazolyl-7-hydroxycoumarin is used as a raw material, and 2-chloroacetic acid is esterified to obtain 2-chloroacetic acid 3-benzothiazolyl-coumarin-7-phenol ester. Such as image 3 , Figure 6 As shown, we have successfully prepared 2-chloroacetic acid 3-benzothiazolyl-coumarin-7-phenol ester.

[0050] Compounds with a coumarin core structure all have good fluorescence emission spectrum characteristics (450-650nm). The present invention connects coumarin and benzothiazole as a novel fluorescent probe, through the generation and quenching of fl...

Embodiment 2

[0052] A fluorescent probe for highly specific detection of GSH, such as figure 1 As shown, the fluorescent probe is 3-benzothiazolyl-coumarin-7-phenol ester derivatives, wherein, R 1 is methyl, R 2 for the chlorine atom. Such as figure 2 As shown, the fluorescent probe uses 3-benzothiazolyl-7-hydroxycoumarin compounds as raw materials to obtain 3-benzothiazolyl-coumarin-7-phenol ester derivatives through esterification . 3-benzothiazolyl-7-hydroxycoumarin is used as a raw material, and 3-chloropropionic acid is esterified to obtain 3-benzothiazolyl-coumarin-7-phenol ester of 3-chloropropionic acid. Such as Figure 4 , Figure 7 As shown, we have successfully prepared 3-chloropropionic acid 3-benzothiazolyl-coumarin-7-phenol ester.

[0053] Compounds with a coumarin core structure all have good fluorescence emission spectrum characteristics (450-650nm). The present invention connects coumarin and benzothiazole as a novel fluorescent probe, through the generation and qu...

Embodiment 3

[0055] A fluorescent probe for highly specific detection of GSH, such as figure 1 As shown, the fluorescent probe is 3-benzothiazolyl-coumarin-7-phenol ester derivatives, wherein, R 1 is methyl, R 2 for the chlorine atom. Such as figure 2 As shown, the fluorescent probe uses 3-benzothiazolyl-7-hydroxycoumarin compounds as raw materials to obtain 3-benzothiazolyl-coumarin-7-phenol ester derivatives through esterification . 3-benzothiazolyl-7-hydroxycoumarin is used as a raw material, and is reacted with 3-bromopropionic acid to obtain 3-benzothiazolyl-coumarin-7-phenol ester of 3-bromopropionic acid. Such as Figure 5 , Figure 8 As shown, we have successfully prepared 3-benzothiazolyl-coumarin-7-phenol 3-bromopropionate.

[0056] Compounds with a coumarin core structure all have good fluorescence emission spectrum characteristics (450-650nm). The present invention connects coumarin and benzothiazole as a novel fluorescent probe, through the generation and quenching of ...

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 fluorescent probe for detecting GSH with high specificity and an application thereof. The fluorescent probe is 3-benzothiazolyl-coumarin-7-phenol ester derivatives. The fluorescent probe is used as specific probes for GSH, and ester bonds of the fluorescent probe can recognize sulfhydryl groups in GSH to form substitutes with fluorescent properties, which is off-On type fluorescence reaction. The invention connects coumarin and benzothiazole as a novel fluorescence probe, realizes detection through fluorescence generation and quenching, and has high detection sensitivity. The fluorescent probe provided by the invention has small cytotoxicity, the structure of the fluorescent probe takes coumarin as the mother nucleus, has small toxic effect on cells, has good biocompatibility, and can be widely applied in living cells and tissues. The detection process of the fluorescent probe in the invention is not easy to be interfered by the substrate of the biological system and the impurities, and can be used for quantitative determination of GSH in various biological systems.

Description

technical field [0001] The invention belongs to the technical field of fine chemical industry, and in particular relates to a fluorescent probe for detecting GSH with high specificity and its application. Background technique [0002] GSH is a tripeptide that widely exists in various biological cells and contains sulfhydryl, amino and γ-amide bonds. It is mainly composed of glutamic acid, cysteine ​​and glycine. Oxidants and free radical scavengers are responsible for protecting biological macromolecules such as proteins, reducing free radicals’ invasion of various biological macromolecules and damage to biofilms, maintaining the integrity of red blood cell membranes, and DNA biosynthesis and cellular immunity, etc. Physiological function. In addition, GSH can combine with toxic compounds, heavy metal ions or carcinogens that enter the human body, and promote their excretion from the body, playing the role of neutralization and detoxification. [0003] Studies have confirm...

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
Inventor 梁思成李昊刘增金吕沐瀚吴建明齐晓怡邓明明
Owner THE AFFILIATED HOSPITAL OF SOUTHWEST MEDICAL 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