Self-Assembly of Diphenol Compounds and 2-Formyl Phenylboronic Acid and Its Application as Fluorescent Probe

A aldehyde phenylboronic acid and self-assembly technology, applied in the field of biological analysis, can solve the problems of low detection limit, complexity, and long time consumption, and achieve good sensitivity and selective response, rapid detection, and simple structure.

Active Publication Date: 2019-05-10
NORTHWEST A & F UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although some of these methods can provide portable, highly sensitive and rapid detection methods, they are expensive, time-consuming and complicated, and are not suitable for real-time analysis and on-site detection.
[0005] As a micro-analysis technology with high sensitivity, good selectivity and low detection limit, fluorescent chemical sensor can detect single (multiple) objects in real time and on-line, which overcomes the cumbersome steps, long time-consuming and incapable of real-time detection of traditional monitoring methods. Disadvantages of online analysis

Method used

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  • Self-Assembly of Diphenol Compounds and 2-Formyl Phenylboronic Acid and Its Application as Fluorescent Probe
  • Self-Assembly of Diphenol Compounds and 2-Formyl Phenylboronic Acid and Its Application as Fluorescent Probe
  • Self-Assembly of Diphenol Compounds and 2-Formyl Phenylboronic Acid and Its Application as Fluorescent Probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1: The response analysis of the self-assembly of the diphenol compound (3) and 2-aldehyde phenylboronic acid to hypochlorous acid and peroxynitroso.

[0037] Take 3μL of diphenol compound (3) mother liquor and add 3mL phosphate buffer (10mM, pH=8.0), add 30μL 2-aldehyde phenylboronic acid to form a self-assembled system, and detect the change of fluorescence intensity; then add concentration 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 110, 115, 120μM hypochlorous acid, detect fluorescence intensity Change, with the increase of hypochlorous acid concentration, the fluorescence intensity increases obviously, see figure 1 . The self-assembly of diphenol compound (3) and 2-aldehyde phenylboronic acid can be used as a fluorescent probe for the detection of hypochlorous acid.

[0038] Take 3μL of diphenol compound (3) mother liquor and add 3mL phosphate buffer (10mM, pH=8.0), add 30μL 2-aldehyde phenylboronic acid to form a self-as...

Embodiment 2

[0039] Example 2: The quantitative detection of hypochlorous acid by self-assembly of the diphenol compound (3) and 2-aldehyde phenylboronic acid.

[0040] Take 3μL of diphenol compound (3) mother liquor into 3mL phosphate buffer (10mM, pH=8.0), add 30μL of 2-aldehyde phenylboronic acid to form a self-assembled system, and then add different concentrations of hypochlorous acid (0,5 , 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95, 100, 105, 110, 115, 120μM), the detection is in Fluorescence intensity at emission wavelength 493nm under different hypochlorous acid concentration, get linear relationship graph, see image 3 . The concentration of hypochlorous acid is on the horizontal axis (in μM), and the fluorescence intensity at 493 nm is on the vertical axis. Among them, the fluorescence intensity (y) and hypochlorous acid concentration (x) satisfy the linear equation of one element: y=292.062+23.003×x, the correlation index R 2 = 0.989. The self-assembl...

Embodiment 3

[0041] Example 3: The self-assembly of diphenol compound (3) and 2-aldehyde phenylboronic acid to quantitatively detect peroxynitroso groups.

[0042] Take 3μL of diphenol compound (3) mother liquor and add 3mL phosphate buffer (10mM, pH=8.0), add 30μL of 2-aldehyde phenylboronic acid to form a self-assembled system, and then add different concentrations of peroxynitroso (0 ,5,10,15,20,25,30,35,40,45μM), detect the fluorescence intensity at the emission wavelength of 493nm under different peroxynitroso groups concentration, and get the linear relationship diagram, see Figure 4 . The concentration of peroxynitroso groups is on the horizontal axis (in μM), and the fluorescence intensity at 493 nm is on the vertical axis. Fluorescence intensity (y) and hypochlorous acid concentration (x) in the concentration range of 0-15μΜ satisfy a linear equation of one element: y=213.4+7.457×x, correlation index R 2 = 0.996. Fluorescence intensity (y) and hypochlorous acid concentration (x) in...

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Abstract

The invention relates to self-assembly systems formed by diphenol compounds and 2-formylbenzeneboronic acid and an application of the self-assembly systems as a fluorescence probe. According to the invention, two diphenol compounds respectively form the self-assembly systems with the 2-formylbenzeneboronic acid, the self-assembly systems can be taken as the fluorescence probe, the self-assembly systems are formed by adding the diphenol compounds and 2-formylbenzeneboronic acid in a phosphoric acid buffer, quantitative determination is carried out on free radical hypochloric acid and peroxynitrite, the probe has the advantages that the self fluorescence is weak, the fluorescence is obviously enhanced after effecting with a to-be-measured object, and compared with other detection free radical fluorescence quenching-type probes, the fluorescence probe has the characteristics of higher signal to noise ratio, rapidity, sensitivity, simpleness, and high efficiency.

Description

Technical field [0001] The invention relates to the technical field of biological analysis, in particular to a self-assembly formed by a diphenol compound and 2-aldehyde phenylboronic acid and its application as a fluorescent probe. Background technique [0002] Hypochlorous acid (HClO), as one of the important reactive oxygen species (ROX) in the human body (Journal of Biochemical and Biophysical Methods, 2005, 65(2): 45-80.), plays an extremely important role in the life activities of living organisms. effect. As a weak acid (pKa=7.6), it can produce hydrogen peroxide and chloride ions through myeloperoxidase. It is mainly distributed in the acidic organelles of macrophages, lysosomes, and plays a role in immune defense against invasive bacteria and other pathogens. To the key role, under normal circumstances, the appropriate content of hypochlorous acid is beneficial to the human body. As a product of macrophages in tissues, hypochlorous acid can induce vascular endothelial ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/02C09K11/06C09K2211/1096G01N21/6428
Inventor 徐勇前孙世国王德佳赵宏伟
Owner NORTHWEST A & F UNIV
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