Preparation and application of hypochlorous acid fluorescence probe of novel targeted lysosome
A fluorescent probe and hypochlorous acid technology, which is applied in the fields of fluorescence/phosphorescence, luminescent materials, and material analysis through optical means, achieving the effect of simple synthesis method and broad application prospects
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Embodiment 1
[0025] Embodiment 1: the synthetic route of probe is as follows:
[0026] Compound 1 (1 mmol), Lawson's reagent (1 mmol) and 40 mL of toluene were placed in a 100 mL round bottom flask and heated to reflux for 4 hours, and then the solvent was distilled off under reduced pressure to obtain dark red solid compound 2 (not isolated and purified, used directly in the next reaction).
[0027] Compound 3 (1 mmol) and 5 mL SOCl 2 Place in a 25 mL round bottom flask, stir at room temperature for 4 hours, and then distill off the solvent under reduced pressure to obtain compound 4 as a yellow solid. Add 10 mL of dry dichloromethane and 0.5 mL of triethylamine into the reaction flask to obtain a yellow solution, then add this solution to the above solid compound 2, stir at room temperature for 5 hours, and perform column chromatography (dichloromethane: methanol = 50 : 1) purification to obtain a yellow solid which is the hypochlorous acid fluorescent probe of the present invention. ...
Embodiment 2
[0032] Example 2: Fluorescent analysis of the probes of the present invention interacting with different concentrations of hypochlorous acid.
[0033] Prepare 11 parts of 10 mL of 2 μM probe in PBS buffer solution (containing 30% ethanol, pH 6.00). Add 0 μM, 0.5 μM, 1.0 μM, 1.5 μM, 2.0 μM, 2.5 μM, 3.0 μM, 3.5 μM, 4.0 μM, 4.5 μM, 5.0 μM hypochlorous acid solution to the above buffer solution, and then perform fluorescence analysis, λex = 370 nm. see results figure 2 .
Embodiment 3
[0034] Example 3: Selectivity of the probes of the present invention.
[0035] Prepare 16 parts of 10 mL of 2 μM probe in PBS buffer solution (containing 30% ethanol, pH 6.00). Add a certain amount of intracellular active substances respectively, and then carry out fluorescence test analysis on the above samples, the results are shown in image 3 . 1: Blank, 2: H 2 o 2 , 3: t -BuOOH, 4: t -BuO•, 5: 1 o 2 , 6: - o 2 , 7: ON, 8: NO 2 - , 9: ONOO - , 10: OH, 11: AcO - , 12:Br - ,13: Cl - , 14:I - , 15: CO 3 2- , 16: SO 4 2- , 17: HOCl. The concentration of active oxygen / nitrogen is 40 µM, and the concentration of anion is 50 µM.
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