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

Off-on type molecular fluorescent probe CMTAH and preparation method and application thereof

A fluorescent probe and molecular probe technology, applied in fluorescence/phosphorescence, chemical instruments and methods, analytical materials, etc., can solve the problem of few reports of probes for double metal ion recognition, and achieve good application prospects and synthesis methods. Simple, accurate detection of effects

Active Publication Date: 2020-04-03
WENZHOU MEDICAL UNIV
View PDF3 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, some molecular probes have been reported for the selective detection of metal ions. Although so many metal ion probes have been reported, there are still not many reports of probes capable of dual metal ion recognition. In view of this, the development of a new The bifunctional small molecule fluorescent probe for the detection of copper and zinc ions is of great significance

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
  • Off-on type molecular fluorescent probe CMTAH and preparation method and application thereof
  • Off-on type molecular fluorescent probe CMTAH and preparation method and application thereof
  • Off-on type molecular fluorescent probe CMTAH and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Preparation of Molecular Probe CMTAH in Example 1

[0035] To a solution of coumarin aldehyde (200 mg, 0.81 mmol) in absolute ethanol (EtOH, 30 mL) was added 2-thiophene hydrazide (116 mg, 0.81 mmol). After reflux and mixing at room temperature for 16 hours, filter with a Buchner funnel after the reaction, and wash the filter cake with ethanol to obtain CMTAH as a yellow solid. The above-mentioned yellow solid powder is dissolved in ethanol, then heated and stirred for filtration, and the filtrate is slowly volatilized to obtain 256 mg of yellow solid powder, yield: 85%, can confirm that the product is the target small molecule probe by H NMR spectrum and C NMR spectrum, such as Figure 10-11 shown.

[0036] The roadmap for the synthesis of small molecule probes is shown in figure 1 as shown, figure 1 Represents the roadmap for the synthesis of small molecule probes, where EtOH is ethanol.

[0037] 1 H NMR (500MHz, DMSO) δ12.73–11.05(m,1H),8.68–7.77(m,4H),7.63(d,J=...

Embodiment 2

[0039] The binding mode of molecular probe to copper ion and zinc ion in embodiment 2

[0040] The molecular probe emits green fluorescence at 517nm under the excitation wavelength of 452nm. When it is combined with copper ions, the fluorescence is quenched; when the probe is combined with zinc ions, it emits yellow fluorescence at a wavelength of 564nm, and its binding simulation diagram is as follows figure 2 shown.

Embodiment 3

[0041] Molecular probe in embodiment 3 is to the ultraviolet and fluorescence spectrum of copper ion and zinc ion recognition

[0042] 10 μM Molecular Probes EtOH-H 2 O solution (v / v, = 1:10). A solution of copper ions and zinc ions with the same concentration was added dropwise to the probe solution.

[0043] Such as image 3 As shown in A, after copper ions are added to the probe solution, as the concentration of copper ions increases (0.00-0.90eq), the absorption band at 455nm decreases gradually, and two new absorption peaks appear at 365nm and 530nm, and The maximum absorption peak appears at 365nm, and its absorption intensity increases gradually with the increase of copper ion concentration. At the same time, the naked eye can observe the obvious color change of the probe solution: from green to colorless, and the stoichiometric ratio of the two is 1: 1.

[0044] Such as image 3 As shown in B, after adding zinc ions to the probe solution, with the increase of zinc...

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 an off-on type molecular fluorescent probe CMTAH and a preparation method and application thereof. The probe is used for detecting copper ions and zinc ions in a sample and applied to biological imaging. A main body of the probe comprises coumarin aldehyde and 2-thiophene hydrazide, the molecular probe can realize accurate detection of copper ions and zinc ions by ultraviolet and fluorescence, the method can be used for detecting exogenous copper ions and zinc ions in solutions, living cells and zebra fishes, is simple in synthesis method and convenient to operate, doesnot need harsh conditions, is high in synthesis yield and purity, and has good application prospects in the aspect of copper ion and zinc ion detection.

Description

technical field [0001] The invention relates to the field of fluorescent imaging molecular probes, in particular to a probe for detecting copper ions and zinc ions using fluorescent imaging technology, in particular to an off-on molecular fluorescent probe CMTAH and its preparation method and application. Background technique [0002] Among the analytical methods designed so far, fluorescence imaging is an important method for detecting metal ions. However, this method has certain limitations in terms of sample requirements and working environment. At present, the selectivity and sensitivity of most probes have certain limitations, and it is a technical challenge to develop a probe with high selectivity and sensitivity. Due to the gradual complexity of the environment, metal ion pollution has intensified. Multiple ion identification has gradually attracted the attention of researchers. At present, dual ion detection has broad research prospects and is becoming an important...

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 Applications(China)
IPC IPC(8): C07D409/12C09K11/06G01N21/64A61K49/00
CPCA61K49/0039C07D409/12C09K11/06C09K2211/1088C09K2211/1092G01N21/6428G01N21/6456G01N21/6486G01N2021/6432G01N2021/6443
Inventor 何晓俊沈建良范金益
Owner WENZHOU 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