Divalent copper ion fluorescent probe and its preparation method and application
A divalent copper ion and fluorescent probe technology, applied in the field of fluorescent probes, can solve the problems of few types of probes, cumbersome synthesis and preparation steps, and insufficient detection specificity, and achieve strong anti-interference ability and selectivity of other metal ions Good, excellent effect
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Embodiment 2
[0036] The preparation method of the divalent copper ion fluorescent probe of the embodiment of the present invention is characterized in that it comprises the following steps:
[0037] Step 1: Dissolve 2'-hydroxyacetophenone and 4-(N,N-diethyl)aminobenzaldehyde in ethanol at room temperature, use 10% NaOH as a catalyst, and purify and separate after reaction to obtain the intermediate chalcone 1;
[0038] Step 2: Add 30% H 2 o 2 Oxidize the intermediate product chalcone to obtain the intermediate 3-hydroxyflavone 2;
[0039] Step 3: Dissolve 3-hydroxyflavone, EDCI, DMAP and picolinic acid in dichloromethane at normal temperature, undergo condensation reaction, purify and separate by column chromatography to obtain divalent copper ion fluorescent probe 3.
[0040] Its preparation route is as follows:
[0041]
[0042] Specifically, the preparation method of the divalent copper ion fluorescent probe comprises the following steps:
[0043] Step 1: At room temperature, di...
Embodiment 2
[0047] see figure 1 , the fluorescent probe detects the change of the fluorescence intensity of divalent copper ions with time
[0048] Take 1.25mg CuSO 4 Dissolved in distilled water to make 0.5mM CuSO 4 The stock solution was placed in an environment of 4°C for standby; a phosphate buffered saline solution (PBS, pH=7.4) was prepared, and 2mM CTAB was added to obtain a test solution system PBS (2mM CTAB, pH=7.4); the probe molecules were dissolved with DMSO, and prepared Make a 0.5mM probe stock solution and store it in the refrigerator for later use.
[0049] Accurately measure a certain amount of probe molecule stock solution, dilute it to 20 μM with the test solution DMSO / PBS (2mM CTAB, pH=7.4, v / v=3 / 7), and accurately measure a certain amount of CuSO 4 Stock solution, diluted to 20 μM with distilled water. Take the same volume of probe solution and CuSO 4 The solutions were mixed thoroughly, and the working concentration was 10 μM. At 25° C., at regular intervals, t...
Embodiment 3
[0051] see figure 2 , Fluorescence reflectance spectra of fluorescent probes reacting with different concentrations of divalent copper ions
[0052] Accurately measure the probe molecule stock solution in Example 2, dilute it with the test solution DMSO / PBS (2mM CTAB, pH=7.4, v / v=3 / 7), and mix with different concentrations of CuSO 4 The solution (5–50 μM) was mixed well, the final working concentration was 10 μM, reacted at 25° C. for 12 minutes, and detected the fluorescence signal intensity of the reaction solution at an excitation wavelength of 480 nm. Depend on figure 2 Visible, fluorescent probes with different concentrations of Cu 2+ After the reaction, the fluorescence was greatly enhanced at 535nm, and the fluorescence intensity increased with Cu 2+ enhanced with increasing concentration. Therefore, the fluorescent probe of the present invention can be applied as a qualitative or quantitative detection reagent.
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