A Hydrogen Peroxide Enhanced Fluorescent Probe Based on Rhodamine Derivatives
A fluorescent probe and hydrogen peroxide technology, applied in the field of analytical chemistry, can solve the problems of short excitation wavelength and unsuitability for small animals, and achieve the effects of rapid detection, simple and easy synthesis process, and easy preparation
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Embodiment 1
[0028] Preparation of fluorescent probes:
[0029] Dissolve intermediate 1 (1 mmol), N,N-bis(trifluoromethanesulfonyl)aniline (1 mmol) and N,N-diisopropylethylamine (2 mmol) in 5 ml DMF and react 6 at room temperature After 1 hour, 5 ml of water was added, extracted with 5 ml of ethyl acetate, and the oil phase was vacuum-dried to obtain a crude product. The crude product was purified by column chromatography (eluent: ethyl acetate:petroleum ether = 1:5) to obtain the pure intermediate 2 (yield 73%). Intermediate 2 (1 mmol), bis-linked pinacol borate (1 mmol), 1,1-bis(diphenylphosphino)ferrocenedichloropalladium dichloromethane complex (0.2 mmol) and potassium acetate (1.5 mmol) were dissolved in 10 ml of toluene, and refluxed for 6 h under nitrogen protection. After the reaction, the solvent was removed in vacuo to obtain a crude product. The crude product was purified by column chromatography (eluent: ethyl acetate:petroleum ether = 1:4) to obtain a pure probe (yield 69%)...
Embodiment 2
[0031] Selective Identification of Different Substances by Fluorescent Probes
[0032] Prepare 10 parts of 5 mL of 5 μM fluorescent probe PBS solution (containing 5% methanol) in advance, and then add 50 μL of 100 μM hydrogen peroxide, sodium hypochlorite, nitric oxide, semi Cystine, hydroxyl radical, di-tert-butyl peroxide, di-tert-butanol peroxide, glutathione, vitamin C and sodium nitrate in PBS. Perform fluorescence detection (λ Ex = 580 nm); calculate the fluorescence intensity I at 638 nm in each system 638 , see the result image 3 . It shows that the fluorescent probe has better selectivity to hydrogen peroxide.
Embodiment 3
[0034] Linear relationship between fluorescent probe and hydrogen peroxide
[0035] Prepare 1 mL of PBS solution system of hydrogen peroxide with a gradient concentration, and then add 9 mL of probe PBS solution (containing 5% methanol) with a concentration of 50 μM to perform fluorescence detection (λ Ex = 580 nm, λ Em = 638 nm), calculate the fluorescence intensity in each system, and the fluorescence intensity I at 638 nm 638 , to establish a standard curve of fluorescence intensity and hydrogen peroxide concentration, the standard curve is shown in Figure 4 . The detection limit of the fluorescent probe of the present invention is 0.071 μM (S / N = 3).
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