Copper ion and sulfide ion dual-target fluorescent probe based on quinoline skeleton and its preparation method and application
A fluorescent probe and dual-target technology, applied in the field of biological fluorescent probes, can solve the problems of simultaneous detection of imaging and identification of fluorescent probes, and achieve the effect of simple synthesis
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[0035] The present invention also provides a method for preparing the above-mentioned dual-target fluorescent probe, the method comprising:
[0036] In the presence of an organic solvent, the compound shown in the formula II is contacted with quinalcidin acid chloride to react to obtain the compound shown in the formula I,
[0037]
[0038] The organic solvent may be a conventional aprotic organic solvent in the art, preferably at least one of dichloromethane, toluene and n-hexane. In the process of organic synthesis, all the above-mentioned organic solvents used need to be dried.
[0039] Preferably, the molar ratio of the compound represented by the formula II to quinalcidin acid chloride is 1:0.8-1.2.
[0040] Preferably, the method comprises: adding dropwise a mixed solution of quinalcidin acid chloride and an organic solvent into a mixed solution of the compound represented by formula II and an organic solvent.
[0041] Preferably, the dropwise addition is performed ...
Embodiment approach
[0047] According to a preferred embodiment of the present invention, the reaction equation of the method is as follows,
[0048]
[0049] Include the following steps:
[0050] The compound represented by formula II was dissolved in dichloromethane, added into the reaction bottle, stirred at room temperature, and then placed in an ice bath for stirring. Dissolve quinalcidin acid chloride in dichloromethane, and add it dropwise to the above reaction flask with a constant pressure dropping funnel. After the dropwise addition was completed, the mixture was stirred in an ice bath. Subsequently, the solvent dichloromethane was removed by rotary evaporation to obtain the product as a brown solid, which was separated and purified by column chromatography to obtain QLBA as a light yellow solid powder.
[0051] The present invention is further illustrated by the following examples.
Embodiment 1
[0053] The compound represented by formula II (1.05g, 5mmol) was dissolved in dichloromethane (30mL), added to a 200mL two-neck flask, placed in a magnetic rotor, stirred at room temperature for 10 minutes, and then placed in an ice bath for stirring. Dissolve the previously prepared equivalent amount of quinaldimic acid chloride in 20 mL of dichloromethane, and add it dropwise to the above reaction flask using a constant pressure dropping funnel. After the dropwise addition was completed, the mixture was stirred for 5 hours in an ice bath. Subsequently, the solvent dichloromethane was removed by rotary evaporation to obtain a brown solid product, which was separated and purified by column chromatography to obtain 1.12 g of light yellow solid powder QLBA with a yield of 62%.
[0054] figure 1 (a) and figure 1 (b) is the hydrogen spectrum of QLBA. figure 2 (a) and figure 2 (b) is the carbon spectrum of QLBA.
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