Flavone derivative fluorescent probe for detecting beta-galactosidase, preparation method and application of flavone derivative fluorescent probe, kit and use method of kit
A technology of galactosidase and fluorescent probe, which is applied in the preparation of sugar derivatives, biochemical equipment and methods, sugar derivatives, etc., can solve the problems of poor fluorescent probe effect, and is conducive to large-scale application , small damage, strong penetrating power
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Embodiment 1
[0043] This embodiment is a preparation method of a flavonoid derivative fluorescent probe for detecting β-galactosidase, and the synthetic route is as follows:
[0044]
[0045] (1) Synthesis of compound EPH
[0046]Take a 100mL round-bottomed flask, add EPC (7660.05mg, 30mmol) and 2-hydroxyacetophenone (7147.88mg, 52.5mmol), add 50mL methanol, make it fully dissolved, add potassium hydroxide (3786.75mg, 67.5 mmol), the reaction was refluxed at 50 °C, and the TLC was monitored until the reaction was completed. After the reaction was completed, the solvent was removed under reduced pressure, and the crude product was purified by column chromatography to obtain a dark red solid EPH 2879.45 mg with a yield of 25.7%. NMR analysis: 1 H NMR (500MHz, CDCl 3 )δ12.92(s,1H),7.92(d,J=7.7Hz,1H),7.85(d,J=14.3Hz,1H),7.52–7.43(m,3H),7.38(d,J=5.9 Hz, 1H), 7.13(d, J=7.2Hz, 2H), 7.02(d, J=8.3Hz, 1H), 6.94(t, J=7.5Hz, 1H), 6.84(d, J=7.1Hz, 3H), 3.12-3.10 (m, 2H), 0.97 (t, J=7.3Hz, 3H). ...
Embodiment 2
[0054] This embodiment is the fluorescence response experiment of the fluorescent probe EPTC to β-gal, and the specific operations are as follows:
[0055] Take 5.50 mg of fluorescent probe EPTC and carefully transfer it to a 10 mL volumetric flask. At room temperature, add DMSO to dissolve and make up to 10 mL. After inverting and mixing, the EPTC mother solution of 1 mmol / L was obtained. Take 10 μL of LEPTC stock solution (1 mmol / L), and take different amounts of β-gal stock solution, and use PBS buffer solution (10 mmol / L, pH=7.4) to finally configure a series of fluorescent probes with a concentration of 10 μmol / L and β-gal concentration respectively. It is the detection system of 0U / L, 1U / L, 2U / L, 5U / L, 10U / L, 15U / L, 20U / L, 30U / L, 50U / L, 75U / L, 100U / L. After incubation for 20 min, the fluorescence spectrum of the solution was detected using a fluorescence spectrophotometer. The result is as figure 1 As shown, when the β-gal concentration was 0, the fluorescent probe E...
Embodiment 3
[0057] This example is a selective experiment of fluorescent probe EPTC on β-gal, and the specific operations are as follows:
[0058] Take 10 μL of EPTC stock solution (1mmol / L), and take different amounts of trypsin, reductase, lysozyme, esterase, cysteine, homocysteine, reduced glutathione, hydrogen peroxide and β -gal stock solution, using PBS buffer solution (10mmol / L, pH=7.4) to finally configure a series of fluorescent probe concentrations of 10μmol / L, trypsin, reductase, lysozyme, esterase, cysteine, homocysteine In a detection system with a concentration of 100 U / L of amino acid, reduced glutathione and hydrogen peroxide, and a concentration of 10 U / L of β-gal, after incubation for 20 min, the fluorescence spectrum of the solution was detected by a fluorescence spectrophotometer. The result is as image 3 As shown, trypsin, reductase, lysozyme, esterase, cysteine, homocysteine, reduced glutathione, and hydrogen peroxide could not cause significant changes in the fluo...
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