A kind of organosilicon Schiff base fluorescent probe and its application
A technology of fluorescent probes and silicon Schiff bases, applied in the field of analytical chemistry, can solve the problems of lack of reports on biological imaging applications, and achieve the effects of enhancing the ability to penetrate cell membranes, low preparation costs, and easy promotion
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Embodiment 1
[0027] Example 1 Synthesis of Fluorescent Probes
[0028]
[0029] Aminopropyldisiloxane (1.24 g 5 mmol), 4-dianilinobenzaldehyde (2.73 g 10 mmol) and dichloromethane (40.0 ml) were added to a 100 mL single-necked flask at a ratio of 1.0:2.0, and Appropriate amount A 4 Molecular sieves were used to remove the water produced in the reaction, and stirred with a magnetic stirrer for 24 hours at room temperature. After the reaction was completed, excess impurities were removed by filtration with suction filter paper, and excess solvent was removed by rotary evaporation to obtain compound P 1 , and the yield was 86%. The fluorescent probe Psi was prepared. The above fluorescent probe Psi 1 HNMR spectrum see figure 1 , 13 C NMR spectrum see figure 2 .
Embodiment 2
[0030] Embodiment 2 Fluorescence probe pair Cr 6+ the response to
[0031] The fluorescent probe Psi was made into a 10 mmol / L stock solution with ethanol as a solvent, and 2 μL of the stock solution was dissolved in 2 mL H 2 O (25 μM PBS buff, pH = 7.4, 10% ethanol) solution, with deionized water to prepare 10 mmol Cr 6+ , taking different concentration gradients of Cr 6+ (0-25 μm) was added to the well-mixed ionic liquid, and the fluorescence performance of silicone Schiff base Psi (λ ex =365 nm, slit width: excitation 5 mm, emission 5 mm), the results are shown in image 3 . With Cr 6+ Fluorescence intensity decreased with increasing concentration.
Embodiment 3
[0032] Example 3 Selectivity of fluorescent probes to different ions
[0033] Use ethanol as a solvent to prepare a 10 mmol mother solution, take 2 μL of the mother solution and dissolve it in 2 mL H 2 O (25 μM PBS solution, pH = 7.4, 10% ethanol) mixed solution, 15 equivalents of various metal ions were added to the mixed solution to fully react, and the fluorescence performance was tested with a fluorescence spectrophotometer. (λex =365 nm, slit width: excitation 5 mm, emission 5 mm) see Figure 4 , 1-16 are blank, Cr respectively 6+ , Fe 3+ , Mg 2+ 、Al 3+ , Sn 2+ , Zn 2+ 、Cu 2+ 、Ni 2+ 、Ba 2+ , Ca 2+ 、Cr 3+ , Mn 2+ 、Cd 2+ 、Ag + 、Co 2+ . Depend on Figure 4 It can be seen that the fluorescence intensity of the fluorescent probe is basically not affected after mixing with other substances, while the addition of Cr 6+ Afterwards, the fluorescence intensity decreased significantly.
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