zn 2+ Ratiometric fluorescent probes, preparation and applications
A ratiometric fluorescent probe, fluorescent probe technology, applied in the field of fluorescent probes, can solve problems such as cell dysfunction, interference, susceptibility to instrument efficiency, probe concentration, and cell microenvironment.
Active Publication Date: 2021-09-07
SHANXI UNIV
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Problems solved by technology
However, the most commonly used ligands for zinc ions, bis(2-pyridylmethyl)amine (DPA), N,N,N',-tris(2-pyridylmethyl)ethylenediamine (TPEN), N, N-bis(2-pyridylmethyl)ethylenediamine (DPEN), although with Zn 2+ Has strong coordination, but is also susceptible to other ions (e.g., Cd 2+ ) interference, resulting in false signals; in addition, based on fluorescent off-on probes in the quantitative detection of intracellular Zn 2+ The concentration is easily affected by the efficiency of the instrument, the concentration of the probe, and the microenvironment of the cell; in addition, the Zn in the imaging cell 2+ When , a molecular probe will chelate a molecule of Zn 2+ , may cause cell dysfunction
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Embodiment 1
[0040] The preparation method of fluorescent probe, the steps are as follows:
[0041] (1) Preparation of silpirorubone
[0042] Under nitrogen protection, 4,4'-methylenebis(N,N-dimethylaniline) (6.00 g, 14.6 mmol) was dissolved in ultra-dry tetrahydrofuran (about 200 mL), and the temperature of the reaction solution was controlled to -78 After ℃, add n-butyllithium (n-hexane solution, 24.3 mL, 58.3 mmol) dropwise to the above solution, and stir at this temperature for 2 hours; then slowly add dichlorodimethylsilane (3.2 mL, 26.28 mmol) , the reaction solution was slowly raised to room temperature and stirred for 2 hours; hydrochloric acid aqueous solution was carefully added to the reaction solution, and the organic phase was extracted, washed and dried to obtain an intermediate; the intermediate was roughly dissolved in acetone, and the temperature of the reaction solution was controlled to - After 15°C, potassium permanganate powder (5.75g) was slowly added, and the reacti...
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The present invention provides a Zn 2+ Ratiometric fluorescent probe, preparation and application, the structural formula is as follows: . Zn 2+ The preparation method of the ratiometric fluorescent probe, the steps are as follows: at 0 ℃, in a nitrogen environment, dissolve silapyrrolidone in CH 3 In CN, after stirring for 10min, trifluoromethanesulfonic anhydride was added dropwise, and N,N,-bis(2-pyridylmethyl)ethylenediamine was added in the stirring reaction for 10min, the mixture was stirred at room temperature overnight, the solvent was removed under reduced pressure, and the fluorescence was obtained by column chromatography. probe. The invention utilizes the hydrolysis principle to realize ratio detection, belongs to irreversible reaction, and can quantitatively detect zinc ions.
Description
technical field [0001] The invention relates to the field of fluorescent probes, in particular to a Zn 2+ Ratiometric fluorescent probes, preparation and applications. Background technique [0002] In the human body, zinc is the second most abundant transition metal after iron, with a total content of about 2 g. 90% of zinc ions are tightly bound to metalloproteins. Zinc ions exist in more than 3,000 proteins with incomplete statistics. In Zn, it has catalytic, structural, and regulatory functions, and participates in many life processes such as gene transcription, metalloenzyme regulation, and nerve signal transmission; while loosely bound or free zinc ions exist in various biological tissues, such as the brain, retina, pancreas, and intestines Wait. Zinc is an important trace element in organisms and has important physiological functions. The disorder of zinc ion metabolism can cause many diseases, such as embryonic dysplasia, Alzheimer's disease, prostate cancer, diabet...
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IPC IPC(8): C07F7/08C09K11/06G01N21/64A61K49/00
CPCA61K49/0021A61K49/0052C07F7/0816C07F7/083C09K11/06C09K2211/1029C09K2211/1096G01N21/6428G01N21/643G01N21/6486G01N2021/6432
Inventor 刘景张洪星郭炜
Owner SHANXI UNIV