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An ultrasensitive and highly selective fluorescent probe for real-time analysis of hypochlorous acid

A technology for hypochlorous acid and compounds, which is applied in the field of fluorescent probes for ultra-sensitive and high-selectivity real-time analysis of hypochlorous acid, can solve the problems of poor water solubility, complex synthesis, insufficient selectivity, etc., and achieves good stability and simple synthesis. Effect

Active Publication Date: 2021-09-24
姜懿珊
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the currently reported fluorescent probes for hypochlorous acid still have some defects, including insufficient selectivity, insufficient sensitivity, poor water solubility, and complex synthesis.

Method used

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  • An ultrasensitive and highly selective fluorescent probe for real-time analysis of hypochlorous acid
  • An ultrasensitive and highly selective fluorescent probe for real-time analysis of hypochlorous acid
  • An ultrasensitive and highly selective fluorescent probe for real-time analysis of hypochlorous acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033]

[0034] (Scheme 1) 472mg (2mmol) 2-benzylidene-5-hydroxyl-1-indanone was dissolved in 10mL dichloromethane, then added 496mg (4mmol) dimethylaminothioformyl chloride, then added DIPEA 516mg ( 4mmol) was refluxed for 10h, and then rotary evaporation was performed using a rotary evaporator to obtain a crude product. If you want to get a purer product, you can use a mixed system of dichloromethane and petroleum ether (for example, v / v, 2: 1) to carry out chromatographic column separation to obtain a pure product, and obtain 460 mg of a pure product with a yield of 71.2%.

[0035] (Scheme 2) Dissolve 472mg (2mmol) of 2-benzylidene-5-hydroxy-1-indanone in 10mL of dichloromethane, then add 744mg (6mmol) of dimethylaminothioformyl chloride, and then add DIPEA 774mg (6mmol) was refluxed for 16h, and then rotary evaporation was performed using a rotary evaporator to obtain a crude product. If you want to get a purer product, you can use a mixed system of dichloromethane and...

Embodiment 2

[0040] figure 1 is the response time of the probe (5 μM) after adding hypochlorous acid (1 μM). Take 50 μL from the probe mother solution and place it in a 10 mL test system, then add 1 μM hypochlorous acid into the test system, shake it evenly, and measure the change of its fluorescence intensity with a fluorescence spectrometer immediately. The above determinations were carried out in pure water (5 mM PBS, pH 7.4), the probe used was the probe prepared in Example 1, and all spectral tests were measured at 25°C.

[0041] It can be clearly seen from the figure that after the addition of hypochlorous acid, the fluorescence intensity reaches the maximum value and remains unchanged within 3 seconds after detection, which shows that the probe reacts rapidly with hypochlorous acid and can provide rapid detection of hypochlorous acid. analysis method.

Embodiment 3

[0043] figure 2 It is the change graph of the fluorescence spectrum of the hypochlorous acid fluorescent probe (5 μM) added to the hypochlorous acid (0-5 μM). image 3 It is a linear relationship graph of different concentrations of hypochlorous acid (0-1 μM) to probe (5 μM).

[0044] Configure multiple parallel samples with a probe concentration of 5 μM in a 10mL colorimetric tube, then add different concentrations of hypochlorous acid into the test system, shake it evenly and let it stand for 1 minute. The above determinations were carried out in pure water (5 mM PBS, pH 7.4), the probe used was the probe prepared in Example 1, and all spectral tests were measured at 25°C.

[0045] Fluorescence intensity changes were measured with a fluorescence spectrometer, from figure 2 It can be clearly seen that with the increase of the concentration of hypochlorous acid added, the fluorescence intensity at 505 nm is gradually enhanced. and, by image 3 It can be seen that at 505 ...

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Abstract

The invention relates to an ultrasensitive and highly selective fluorescent probe for real-time analysis of hypochlorous acid. Specifically, the probe of the present invention is a class of indanone compounds, which can be used as a hypochlorous acid fluorescent probe for the detection of hypochlorous acid. This type of probe can achieve at least one of the following technical effects: highly selective recognition of hypochlorous acid; immediate response to hypochlorous acid; ultrasensitive analysis of hypochlorous acid; stable properties and long-term preservation use.

Description

technical field [0001] The invention relates to an indanone compound used as a fluorescent probe for hypochlorous acid, which can quickly identify hypochlorous acid with high selectivity and ultrasensitivity, or it can instantly measure the concentration of hypochlorous acid in an actual water sample. Background technique [0002] Reactive oxygen species, as signaling molecules in living systems, are closely related to physiological and pathological processes. Among the highly reactive reactive oxygen species, hypochlorous acid is produced from hydrogen peroxide and chloride ions under the action of peroxidase, which plays a key role in signal transduction and innate immune response in biological systems, in biological and The medical field has received extensive attention. Although hypochlorous acid has a certain protective effect on human health, however, because hypochlorous acid has a strong oxidation ability to various biomolecules, excessive hypochlorous acid can caus...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C333/04C09K11/06G01N21/64
CPCC07C333/04C09K11/06C09K2211/1007C09K2211/1011G01N21/643
Inventor 姜懿珊
Owner 姜懿珊