Application of a two-photon ratiometric fluorescent probe in the detection of monoamine oxidase b
A technology of monoamine oxidase and fluorescent probe, which is applied in the fields of fluorescence/phosphorescence, organic chemistry, measuring devices, etc., can solve the problems of poor spatial resolution and failure to provide real-time information of enzymes, and achieve high sensitivity, high photostability, and good selection sexual effect
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Embodiment 1
[0027] 1) Synthesis of compound FTP-B1:
[0028] Dissolve Np-Rhod dye (1.2 mmol, 1 eq), potassium carbonate (3 mmol, 2.5 eq) in 20 mL of anhydrous N,N-dimethylformamide, and then add 1,3-bis Propane bromide (3.5 mmol, 3 eq), stirred at room temperature for 4 h, then heated to 60°C and refluxed for 12 h. Monitor the reaction with a TCL plate. After the reaction is complete, extract with dichloromethane, dry over anhydrous sodium sulfate, evaporate under reduced pressure, and separate with a silica gel column. The silica gel particle size is 200-300 mesh to obtain compound FTP-B1, which is light red Solid, the ratio of eluent is methanol:dichloromethane=1:120, and the yield is 80%.
[0029] 2) Synthesis of Compound FTP-B:
[0030] Add sodium azide (3.4 mmol, 4 eq), potassium carbonate (3.6 mmol, 4.2 eq) to 10 mL of FTP-B1 (0.85 mmol, 1 eq) in anhydrous N,N-dimethylformamide to make The reaction mixture was stirred at 70 °C for 10 h. The reaction was monitored with a TCL plat...
Embodiment 2
[0032] Compound FTP-B fluorescent probe with different concentrations of MAO-B (0-30 U) I 542 nm / I 448 nm Ratiometric Fluorescence Emission Changes
[0033] The FTP-B fluorescent probe prepared in Example 1 was dissolved in PBS (10 mM, pH 7.4) containing EtOH as a co-solvent (PBS / EtOH=10:1, v / v) to prepare a 1 mmol / L stock solution. Take 10 μL from the stock solution and add it to a 5 mL centrifuge tube, add different amounts (0-30 U) of MAO-B standard solution, and use PBS buffer solution (0.1 mol / L, pH 7.5) and EtOH at a volume ratio of The 10:1 solution was diluted to 3 mL and its fluorescence properties were measured. Using 370 nm as the excitation light, as the amount of MAO-B increased, the fluorescence intensity at 448 nm decreased sharply, and a red-shifted fluorescence peak appeared at 542 nm, providing a visualized ratiometric fluorescence signal (I 542 nm / I 448 nm ).
Embodiment 3
[0035] Measurement of Fluorescent Linear Range of Compound FTP-B Fluorescent Probe
[0036]Prepare 10 parts of 2 mL FTP-B fluorescent probe solution (10 μM), add MAO-B (0-20 U) respectively, and perform fluorescence detection (λ ex =370 nm), calculate the fluorescence intensity in each system, by analyzing the I 542 nm / I 448 nm The relationship between the fluorescence intensity and the concentration of MAO-B was used to evaluate the response performance of the probe to MAO-B. It shows that the probe has a linear relationship in the range of MAO-B concentration 0.1-1.5 U, and the linear correlation coefficient is R 2 =0.99688, and the detection limit of the probe for MAO-B was 10 ng / mL.
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