Small-molecule fluorescent probe for realizing dynamic imaging of lipid droplets in cells as well as preparation method and application of small-molecule fluorescent probe
A fluorescent probe, dynamic imaging technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of poor photostability, biological safety defects, etc., and achieve the effect of high biological safety
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Embodiment 1
[0033] Embodiment 1: the preparation of the fluorescent probe shown in formula (I):
[0034] Add 1.0g (1.8mmol, 1.0equiv) of the compound shown in formula (II), 0.74g (1.8mmol, 1.0equiv) of the compound shown in formula (III), and BOP0.81g (1.8mmol, 1.0 equiv), DIPEA0.8mL (4.6mmol, 2.5equiv) and DMF 30mL. After the addition was complete, the above reaction solution was protected by argon and stirred at 25 °C for 12 h. After the reaction was completed, the reaction solution was poured into 300 mL of water, the resulting solution was extracted with ethyl acetate (100 mL×3), and the organic phases were combined. The obtained organic phase was dried overnight with anhydrous sodium sulfate, filtered, and spin-dried to obtain a crude yellow oil. The obtained crude product was prepared by silica gel column chromatography (PE / EA=1 / 1) to obtain 1.2 g of the target probe Cou-H with a yield of 79%. MS (ESI + ): 830.3[M+H] + ; 1 H-NMR (CDCl 3 , 400Hz) δ (ppm): 9.37 (brs, 1H, NH), 8...
Embodiment 2
[0035] Embodiment 2: in the present invention, measure the ultraviolet-visible spectrum ( Figure 4 a) and fluorescence spectrum ( Figure 4 b) Figure:
[0036]The instrument used for the determination of ultraviolet-visible absorption spectrum is Shimadzu UV-2600 ultraviolet-visible spectrophotometer; the instrument used for determination of fluorescence absorption spectrum is HORIBA Duetta fluorescence spectrophotometer.
[0037] Dissolve the probes in H 2 O, PBS, acetonitrile, ethanol and DMSO are configured into a solution with a concentration of 50 μM, and the maximum absorption wavelength of the probe in different solvents measured by an ultraviolet spectrophotometer is 430 nm ( Figure 4 a). The above solutions are detected respectively with a fluorescence spectrophotometer (excitation wavelength is 430nm), and it is found that the probe is in the aqueous solution (H 2 O and PBS) in the maximum emission wavelength of 480nm, blue light is emitted under the irradiatio...
Embodiment 3
[0038] Embodiment 3: In the present invention, measure the ultraviolet-visible spectrum and the fluorescence spectrogram of organic small molecule fluorescent probe in the mixed solution of different acetonitrile / water:
[0039] Using different gradients of acetonitrile / water (v / v) as solvents, the probe molecules were configured into solutions with a concentration of 50 μM, and the probes were found to be in different proportions of acetonitrile / water solutions by ultraviolet-visible spectrophotometer detection. The maximum absorption wavelength does not change significantly, both are 430nm ( Figure 5 a). Detect by fluorescence spectrophotometer again (excitation wavelength is 430nm), the result shows that when the acetonitrile content in the solvent where probe molecule is located is greater than 40%, the maximum absorption wavelength of probe molecule is 480nm, sends blue light under ultraviolet etc., and When the acetonitrile content is less than 20%, the maximum absorpt...
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