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High-selectivity ultrasensitive peroxided nitrite ratio fluorescence probe

A compound, branched chain alkoxy technology, applied in the field of highly selective ultrasensitive peroxynitrite ratio fluorescent probes, can solve the problems of complex synthesis, poor water solubility, poor selectivity, etc., and achieve simple synthesis, sensitive response, and stability good sex effect

Inactive Publication Date: 2018-09-28
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are still some defects in the reported fluorescent probe analysis methods, such as low sensitivity, poor selectivity, poor water solubility, complex synthesis, etc.

Method used

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  • High-selectivity ultrasensitive peroxided nitrite ratio fluorescence probe
  • High-selectivity ultrasensitive peroxided nitrite ratio fluorescence probe
  • High-selectivity ultrasensitive peroxided nitrite ratio fluorescence probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033]

[0034] Dissolve 200mg (0.38mmol) of benzothiazole-rhodamine compounds in 15mL of absolute ethanol, then add 57mg (1.14mmol) of hydrazine hydrate, reflux for 6h, and spin evaporate the solvent under reduced pressure. If a purer product is to be obtained, the crude product can be separated by column chromatography with a mixed system of dichloromethane and methanol (for example, v / v, 100:1) to obtain a pure product, and 110 mg of a light yellow pure product is obtained, and the productive rate is 54 %.

[0035] 1 H NMR verified the correctness of the product structure.

Embodiment 2

[0037] Figure 1a is the fluorescence spectrum of the probe (5 μM) before and after adding peroxynitrite (0-60 μM). Figure 1b It is a linear relationship graph of different concentrations of peroxynitrite (0-20 μM) to probe (5 μM).

[0038] Configure multiple parallel samples with a probe concentration of 5 μM in a 10mL colorimetric tube, then add different concentrations of peroxynitrite into the test system, shake it evenly and let it stand. The above-mentioned determination is carried out in DMSO: water=3: 7 (20mMPBS, pH7.4) system, the probe used is the probe prepared in Example 1, and all spectral tests are all in Measured at 25°C.

[0039] Fluorescence intensity changes were measured with a fluorescence spectrometer, from Figure 1a It can be clearly seen that as the concentration of peroxynitrite increases, the fluorescence intensity at 454 nm decreases, and the fluorescence intensity at 581 nm increases gradually. and, by Figure 1b It can be seen that after the fl...

Embodiment 3

[0041] figure 2 is the response time of the probe (5 μM) after addition of peroxynitrite (50 μM). Take 50 μL from the probe mother solution and place it in 10 mL of the test system, then add 50 μM peroxynitrite into the test system, shake it evenly, and measure the change of its fluorescence intensity with a fluorescence spectrometer immediately. The above-mentioned determination is carried out in DMSO: water=3: 7 (20mM PBS, pH7.4) system, the probe used is the probe prepared in Example 1, and all spectral tests are Measured at 25°C.

[0042] It can be clearly seen from the figure that after the addition of peroxynitrite, the fluorescence intensity reaches the maximum value and remains unchanged after detection for about 6 minutes, which indicates that the probe reacts rapidly with peroxynitrite and can be used for peroxynitrite. The determination of nitrate provides a rapid analytical method.

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PUM

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Abstract

The invention relates to a high-selectivity ultrasensitive peroxided nitrite ratio fluorescence probe. Particularly, the probe is a benzothiazole-rhodamine-like compound which can serve as the peroxided nitrite ratio fluorescence probe applied to detection of peroxided nitrites. The probe can achieve at least one of the following advantages that peroxided nitrites are highly selectively identified; fast response to peroxided nitrites can be achieved; ultrasensitive analysis of peroxided nitrites can be achieved; ratio quantitative analysis of peroxided nitrites can be achieved; the propertiesare stable, and the probe can be preserved for a long time for use.

Description

technical field [0001] The invention relates to a benzothiazole-rhodamine compound as a peroxynitrite ratio fluorescent probe, capable of highly selective and ultrasensitive analysis of peroxynitrite, or it can measure the concentration of peroxynitrite in a sample. Background technique [0002] Reactive oxygen and reactive nitrogen species are involved in a variety of physiological processes in living systems, including signal transduction, inflammation, and resistance to oxidative damage. As a strong oxidizing substance in active oxygen and active nitrogen, peroxynitrite is produced by the reaction of nitric oxide and superoxide radicals, and has high reactivity and instability. It is used in living systems It plays an important role in signal transduction and antibacterial effect. However, due to its nitration damage to proteins, nucleic acids, lipids, etc., peroxynitrite is also considered harmful, and abnormal accumulation of peroxynitrite in cells will lead to many di...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06C09K2211/1029C09K2211/1037C09K2211/1088G01N21/6402
Inventor 贾盼庄子涵柳彩云袁瑞芳王瑞康房钊彤朱宝存
Owner UNIV OF JINAN
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