A kind of broad-spectrum protein fluorescent probe and its preparation method and application
A protein fluorescence and fluorescent probe technology, applied in the field of medical detection, can solve the problems of protein quantitative analysis, low sensitivity, and a small number of fluorescent probes, and achieve the effects of fast response rate, strong practical application, and easy separation and purification.
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Embodiment 1
[0049] Example 1 Synthesis of PYPOS
[0050] (1) Synthesis of Compound A
[0051]
[0052]Into a 100 mL round-bottomed flask, 0.27 g (2 mmol) of 4-hydroxyphenylacetonitrile, 0.24 g (2 mmol) of 1,3-propanesultone, and 30 mL of toluene were added successively, and the stirring was turned on, heated to 110° C., and the reaction was terminated after refluxing for 8 h. . Then, the reaction solution was cooled to room temperature, and a white solid was precipitated, which was filtered off and dried to obtain compound A, which was subjected to the next reaction.
[0053] (2) Synthesis of fluorescent probe PYPOS
[0054]
[0055] 0.23 g (1 mmol) of 1-pyrenecarboxaldehyde, 0.26 g (1 mmol) of compound A, 0.17 g (2 mmol) of piperazine, and 30 mL of ethanol were successively added to a 50 mL round-bottomed flask. Turn on stirring, heat to boiling, and stop the reaction after refluxing for 8 h. After the reaction solution was cooled to room temperature and an orange solid was pre...
Embodiment 2
[0059] Example 2 AIE properties of PYPOS
[0060] The DMSO stock solution (concentration of 1 mM) of PYPOS prepared in Example 1 was added to a 2 mL EP tube, and then different volume fractions of toluene and tetrahydrofuran (V 甲苯 : V 四氢呋喃 = 0:10, 1:9, 2:8, 3:7, 4:6, 5:5, 6:4, 7:3, 8:2, 9:1, 10:0). The total volume of the solution was 1 mL, and the final concentration of PYPOS was 10 μM. The above solution was placed at room temperature for 1 h and its fluorescence spectrum (excitation wavelength 405 nm) was measured.
[0061] image 3 is the fluorescence spectrum of PYPOS in a toluene-tetrahydrofuran mixture with a toluene volume fraction of 0-100%. like image 3 As shown, tetrahydrofuran and toluene are used as benign and poor solvents for PYPOS, respectively. As the volume fraction of toluene in the toluene-tetrahydrofuran mixed solution increases, the solubility of PYPOS decreases gradually. When the volume fraction of toluene increases from 0 to 50% , the fluorescen...
Embodiment 3
[0062] Example 3 Spectral Responsiveness of PYPOS to INS
[0063] The DMSO stock solution (concentration of 1 mM) of PYPOS prepared in Example 1 was added to a 2 mL EP tube, and then deionized water, Tris-HCl buffer solution (concentration of 100 mM, pH=7) and different volumes were added to the tube in sequence. INS stock solution (concentration of 0.5mg / mL), the total solution volume is 1mL, the final concentration of PYPOS is 10μM, the final concentration of Tris-HCl buffer solution (pH=7) is 10mM, and the final concentration of INS is 0-50μg / mL, The above solution was placed at room temperature for 1 h and its fluorescence spectrum (excitation wavelength 405 nm) was measured.
[0064] Figure 4 (A) is the fluorescence spectrum of PYPOS after adding 0-50 μg / mL INS; Figure 4 (B) is the linear relationship between the fluorescence intensity of PYPOS at 540 nm and the INS concentration after adding 0-16 μg / mL INS. like Figure 4 (A) and Figure 4 As shown in (B), with th...
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