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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

Inactive Publication Date: 2021-09-07
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

About Cr 6+ Bioimaging applications in living cells are still poorly reported

Method used

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  • A kind of organosilicon Schiff base fluorescent probe and its application
  • A kind of organosilicon Schiff base fluorescent probe and its application
  • A kind of organosilicon Schiff base fluorescent probe and its application

Examples

Experimental program
Comparison scheme
Effect test

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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Abstract

The invention provides an organosilicon Schiff base fluorescent probe, the chemical structural formula of which is: . The above-mentioned fluorescent probe can be obtained by reacting aminopropyldisiloxane and 4-dianilinobenzaldehyde. This fluorescent probe can be used to detect Cr in solution, cells or organisms 6+ . The probe of the present invention has high emission quantum yield, radiation resistance and corrosion resistance, strong ability to penetrate cell membrane, excellent biocompatibility, strong anti-interference ability and little influence by environmental changes. The fluorescent probe of the invention can be synthesized by a "one-pot method", the synthesis process is simple and easy, the raw materials are cheap and easy to obtain, the preparation cost is low, and it is easy to popularize.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to an organosilicon Schiff base fluorescent probe and an application thereof. Background technique [0002] Hexavalent chromium (Cr 6+ ) is a highly toxic substance that is extremely harmful to the ecological environment and organisms. In particular, industries such as electrochrome plating, metal surface treatment, pigment manufacturing and leather tanning manufacture and discard large quantities of 6+ highly toxic waste. On the other hand, hexavalent chromium is an internationally recognized carcinogen, Cr 6+ It is highly oxidizing and carcinogenic, when Cr 6+ After entering the organism, the organism removes and metabolizes hexavalent chromium very slowly, and it is easy to accumulate in the organism and cause respiratory tract cancer. The current routine analysis of Cr 6+ Highly skilled personnel and advanced equipment are required, such as atomic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/08C09K11/06G01N21/64
CPCC07F7/0838C07F7/0874C09K11/06C09K2211/1007C09K2211/1014G01N21/6486
Inventor 林伟英王小妮左育静张宇杨婷新
Owner UNIV OF JINAN
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