Perylene diimide-based compounds and methods for regulating their fluorescent signals, methods for detecting bioactive molecules, and applications
A perylene diimide and compound technology, which is applied in the field of detection of bioactive molecules, can solve the problems of self-assembly, fluorescence behavior cannot be affected by bioactive molecules, and poor water dispersibility of perylene diimide derivatives to achieve good dispersibility , the effect of good application prospects
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preparation example Construction
[0058] The preparation method shown in above-mentioned equation 1 and equation 2 all comprises two reaction steps: the step (1) that acid anhydride reacts with amino compound to generate perylene imide structure; The step (2) that tertiary amine reacts with halogenated hydrocarbon to generate quaternary ). The reaction conditions of each step reaction can be selected according to the prior art, and the required raw materials can also be selected according to the general formula of each raw material in Equations 1 and 2. The raw materials for each of the above reactions can be obtained commercially or synthesized through experiments.
[0059] The compound of the present invention has good water dispersibility, and its fluorescence behavior can be regulated by bioactive molecules in a supramolecular manner.
[0060] The second aspect of the present invention provides a method for regulating the fluorescence signal of the compound described in the first aspect of the present inv...
preparation example 1
[0082] Compound 1 (PDI-PBA) was prepared according to the synthetic scheme shown in Equation 3.
[0083]
[0084] formula 3
[0085] 0.785 g of compound a (2 mmol) was dispersed in 30 ml of deionized water, 0.882 g of compound b (10 mmol) was added to the resulting solution and the temperature was raised to 100° C. for 24 hours. After the reaction stopped, wash with 1% potassium hydroxide aqueous solution and filter to obtain a filter residue. The obtained filter residue was washed with deionized water (50 ml×3 times), and dried in vacuo to obtain 0.82 g of purple-black compound c with a yield of 77%.
[0086] 0.213 g of compound c (0.4 mmol) was dissolved in 20 ml of tetrahydrofuran, and 0.214 g of compound d (1 mmol) was added to the resulting solution followed by reflux reaction for 24 hours. After the reaction was stopped, the reaction solution was filtered to obtain a filter residue, which was washed with acetonitrile (20 ml × 3 times) and ether (20 ml × 3 times), and...
preparation example 2
[0091] Compound 2 was prepared with reference to the method of Preparation Example 1, and the obtained product was tested by proton nuclear magnetic spectrum and mass spectrometry. ] 2+ It was 457.23, and the peak at 457.16 was detected. From the above, it can be seen that the obtained product is compound 2.
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