Soluble two-photon fluorescent probe for detecting benzoyl peroxide in flour and living bodies and preparation method and application thereof
A two-photon fluorescence and benzoyl peroxide technology is applied in the field of chemical analysis and detection, and achieves the effects of broad application prospects, simple synthesis and low synthesis cost.
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Embodiment 1
[0037] This embodiment provides a method for preparing a soluble two-photon fluorescent probe for flour and in vivo detection of benzoyl peroxide, comprising the following steps:
[0038] S1. Synthesis of crude product: 0.193g (1.00mmol) 4-(diethylamino)-salicylaldehyde, 0.186g p-benzyl bromide phenyl borate (1.00mmol), 0.294g (3mmol) K 2 CO 3 and 40mL CH 3 CN was added to a 100-ml round-bottomed flask, equipped with a circulating condensing device, the mixture was stirred at 65 ° C, and the reaction was followed by thin-layer chromatography until 4-(diethylamino)-salicylaldehyde was completely reacted; the final mixture Pour into an appropriate amount of ice water, and suction filter to obtain a yellow solid. The solid is washed 3 times with cold water, and the solid is dried in a constant temperature drying oven to obtain a solid crude product that is directly used in the next reaction. The structure of the crude product is as shown in formula (II). Shown, yield 90%.
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Embodiment 2
[0044] The present embodiment is a probe molecular detection test, and the results are as follows: image 3 shown. in:
[0045] (a) UV-Vis absorption spectra normalized for CM-1 and CM-1+BPO.
[0046] (b) is the fluorescence spectrogram of the response of the probe molecule (1 μM) to BPO, BPO (0-35 μM), the titration experiment between the BPO fluorescent probe and BPO. Use a fluorescence spectrometer to test the fluorescence spectrum under different concentrations of BPO. The excitation wavelength of the fluorescence spectrum is 380nm, the emission wavelength is 500nm, and the detection wavelength is 400-650nm. With the increase of the concentration of BPO, the fluorescence intensity at the wavelength of 500nm gradually increases. , indicating that the fluorescent probe prepared by the present invention can respond to BPO.
[0047] (c) is the calibration curve.
[0048] (d) is a linear response.
[0049] (e) and (f) are the visual detection of BPO by fluorescent probes. ...
Embodiment 3
[0051] This embodiment is a selectivity test for fluorescent probe detection of BPO, and the test results are as attached Figure 4 shown.
[0052] Under the same test conditions, the fluorescence spectrum after adding 35 micromoles of BPO or 100 micromoles of other analytes to 1 micromoles of probe molecules, wherein: the excitation wavelength of the fluorescence spectrum is 380nm, the emission wavelength is 500nm, and the detection wavelength is 400-650nm. The results are attached Figure 4 (a) shown.
[0053] attached by Figure 4 (a) It can be seen that numbers 1 to 16 represent blanks (probe molecules) respectively, and S 2 o 3 2- , S 2 o 4 2- , S 2 o 5 2- , SO 3- , GSH, Cys, Hcy, Na 2 S, Ca 2+ , Mg 2+ , Na + , K + , Cu 2+ , Zn 2+ , and Fe 3+ . The fluorescence intensity is only significantly enhanced by BPO, and other bioactive small molecules and other analytes do not interfere with the detection results, indicating that the fluorescent probe prepar...
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