A kind of hclo fluorescent probe designed based on ict mechanism, its synthesis method and its application

A technology of fluorescent probe and synthesis method, applied in the field of HClO fluorescent probe, can solve the problems of poor membrane permeability, poor compatibility with living cells, low water solubility, etc., and achieve the effects of high selectivity, easy purification and high sensitivity

Active Publication Date: 2022-05-10
INST OF PHARMACY SHANDONG PROV ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some fluorescent probes exhibit different undesirable properties, such as poor compatibility with living cells, low water solubility, or poor membrane permeability

Method used

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  • A kind of hclo fluorescent probe designed based on ict mechanism, its synthesis method and its application
  • A kind of hclo fluorescent probe designed based on ict mechanism, its synthesis method and its application
  • A kind of hclo fluorescent probe designed based on ict mechanism, its synthesis method and its application

Examples

Experimental program
Comparison scheme
Effect test

experiment example 1

[0049] Experimental example 1 (selective experiment)

[0050] Fluorescent probe compounds obtained in the preparation examples were prepared under different ROS (ClO - 、H 2 o 2 , 1 o 2 ,OH), RNS(NO,NO 3 - 、ONO 2 - ) and other ions (F - ,Br - ,NO 3 - ,NO 2 - ,N 3 - , SO 4 2- , SO 3 2- , CO 3 2- ,PO 4 3- ,CH 3 COO - , Na + , Ag + ,Al 3+ , Ca 2 + ,Cr 3+ ,Co 2+ ,Fe 2+ ,Fe 3+ ,Mn 2+ , Ni 2+ ,Pb 2+ ,Zn 2+ ,Cu 2+ ) in the presence of absorption and emission spectra were measured. As shown in Figures 1 and 2, other ROS and RNS will not significantly change the spectrum of the fluorescent probe compound, but in the presence of HClO, the absorption spectrum will be blue-shifted and the fluorescence spectrum will be quenched.

experiment example 2

[0051] Experimental example 2 (determination of photophysical properties):

[0052] Fix the fluorescent probe compound concentration (1 × 10 -5 ), change the concentration of HClO, and detect the changes of the absorption spectrum and fluorescence intensity of the probe in 5% DMSO-95% PBS solution (pH 7.4). as attached image 3 , 4 As shown, as the concentration of HClO increases, the peak of the absorption spectrum at 400nm gradually decreases, while the peak at 350nm gradually increases, and an iso-extinction point appears at 375nm. The ratio of the two has a linear relationship with the concentration of HClO. Moreover, with the increase of HClO concentration, the fluorescence intensity gradually decreased and finally almost quenched.

experiment example 3

[0053] Experimental example 3 (pH stability experiment)

[0054] Such as Figure 5 As shown, between 4-8.0, the fluorescent probe compound obtained in the preparation example has no obvious change in fluorescence intensity, indicating that the probe remains stable in this wide pH range.

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Abstract

The invention relates to a novel HClO fluorescent probe represented by structural formula (I) designed based on ICT mechanism, its synthesis method and application, belonging to the field of chemical synthesis and fluorescence detection. The chemical and optical stability of the fluorescent probe is very good, it has high selectivity and high sensitivity to HClO under physiological conditions, and has important application value.

Description

technical field [0001] The invention relates to the field of chemical synthesis and fluorescence detection, in particular to an HClO fluorescent probe designed based on ICT mechanism, its synthesis method and its application. Background technique [0002] Hypochlorous acid (HClO) is a weakly acidic reactive oxygen species with a pKa value of 7.6, so it can be partially dissociated into hypochlorite anions under physiological conditions (pH=7.2-7.4). Within a certain concentration range, due to its strong oxidizing properties, HClO is widely used in daily life as an effective antibacterial agent and bleaching agent; in addition, HClO is also one of the by-products of normal cell metabolism, which has an important impact on organisms. In leukocytes including macrophages, monocytes and neutrophils, chloride ions react with hydrogen peroxide under the catalysis of myeloperoxidase (MPO) to produce endogenous hypochlorous acid. Although HClO contributes to the destruction of bact...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D417/04C09K11/06G01N21/64
CPCC07D417/04C09K11/06G01N21/6428C09K2211/1029C09K2211/1037G01N2021/6432
Inventor 王延风杨路平矫春鹏刘媛媛张平平路文娟薛林
Owner INST OF PHARMACY SHANDONG PROV ACAD OF MEDICAL SCI
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