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Application of methyl-2-imidazoline as pH value and Fe<3+> dual-functional fluorescent probe and fluorescent probe prepared from methyl-2-imidazoline

A methyl imidazoline, fluorescent probe technology, applied in the application field of pH probe and metal ion recognition, can solve the problems of complex synthesis process, high toxicity, self-aggregation, etc., and achieves good selectivity, less toxic and side effects, and water solubility. high effect

Inactive Publication Date: 2018-01-26
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the traditional fluorescent probes with typical chromophores are complex in the synthesis process, easy to self-aggregate in water, and have high toxicity, which limits their application in water phase.
At present, researchers have found that some nitrogen-containing small molecules containing simple functional groups such as primary amines, secondary amines, tertiary amines, and amides also have fluorescent properties. The relationship is still being explored, so it has not been widely used

Method used

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  • Application of methyl-2-imidazoline as pH value and Fe&lt;3+&gt; dual-functional fluorescent probe and fluorescent probe prepared from methyl-2-imidazoline
  • Application of methyl-2-imidazoline as pH value and Fe&lt;3+&gt; dual-functional fluorescent probe and fluorescent probe prepared from methyl-2-imidazoline
  • Application of methyl-2-imidazoline as pH value and Fe&lt;3+&gt; dual-functional fluorescent probe and fluorescent probe prepared from methyl-2-imidazoline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The embodiment of the present invention uses 2-methylimidazoline as a fluorescent probe, and its chemical structural formula is

[0028]

[0029] The 2-methylimidazoline with a specific structure is synthesized according to the method described in the literature "Synthetic Communications, 1997, 27, (15): 2701-2707", and belongs to a published chemical substance, 2-methylimidazoline As an important chemical product intermediate, imidazoline is widely used in medicine, veterinary medicine, dyes and other fields, but there is no data to find its excellent fluorescence properties and its application in pH detection and ion recognition. 2-Methylimidazole The application of morphine in this field is still the first.

[0030] At room temperature, the relative fluorescence quantum yield of 2-methylimidazoline was determined using quinine sulfate (φ=0.54) as a reference substance. Comparing the integrated fluorescence intensity of the dilute solution and the absorbance of th...

Embodiment 2

[0038] The determination of the linear relationship of the fluorescent probe in the range of pH=2.0~5.0:

[0039] Refer to Example 1 for the preparation of the solution, the adjustment steps of the pH value and the acquisition of the fluorescence spectrum. Take 2-methylimidazoline aqueous solutions with pH=2.0, 2.5, 3.0, 3.5, 4.0, 4.5, 5.0 respectively and measure their fluorescence emission spectra. Depend on image 3 It can be seen that the fluorescence intensity of the solution with pH equal to 2.0-5.0 has a linear relationship at 427nm, and the linear correlation coefficient R 2 =0.99036, its wider pH detection range makes it more widely used.

Embodiment 3

[0041] Fluorescent probe 2-methylimidazoline solution on Fe 3+ The selectivity test is carried out as follows:

[0042] 1) To simulate a normal physiological environment, prepare 100mL of phosphate buffer solution with a pH of 7.4, add 0.08g of 2-methylimidazoline to make the concentration reach 10mmol / L, and stir well.

[0043] 2) Take 2mL of the solution to be tested and place them in fluorescent quartz cuvettes, and add 20µL of metal ions (Al 3+ , Br 2+ ,Co 2+ , Cu 2+ , Fe 3+ , Hg 2+ , K + , Ni 2+, Zn 2+ ), and detect the change of the fluorescence emission spectrum of the solution immediately after mixing evenly, the results are as follows Figure 4 shown. Depend on Figure 4 It can be seen that, compared with the blank sample, when adding Fe 3+ After ions, the emission peak of the fluorescent probe solution at 427nm is significantly reduced; however, other metal ions, such as Al 3+ , Br 2+ ,Co 2+ , Cu 2+ , Hg 2+ , K + , Ni 2+ , Zn 2+ After that, the fl...

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Abstract

The invention relates to the application field of a pH probe and metal ion recognition, in particular to an application of methyl-2-imidazoline as a pH value and Fe<3+> dual-functional fluorescent probe and the dual-functional fluorescent probe prepared from methyl-2-imidazoline and used for pH sensing and Fe<3+> detection. The fluorescent probe has the benefits as follows: the fluorescent substance methyl-2-imidazoline has small toxic or side effects, good selectivity and high sensitivity, is firstly found to have good fluorescence characteristics and is applied to the field of fluorescent probes. The synthesis mechanism of a fluorescent compound is manure, the fluorescent compound is low in cost and high in water solubility, and measurement of acidic pH (2.0-5.0) of a water solution as well as recognition and quantitative detection of Fe<3+> in the physiological environment can be realized.

Description

technical field [0001] The invention relates to the field of application of pH probes and metal ion recognition, in particular, to a small molecule 2-methylimidazoline without typical fluorescent groups as the pH value and Fe 3+ Application of bifunctional fluorescent probes. Background technique [0002] It is well known that the change in fluorescence properties of some organic compounds with pH can be used to indicate changes in pH in the target medium. At present, fluorescent probes are mainly used in the fields of bioanalytical chemistry and cell biology. Abnormal pH changes will lead to cell dysfunction, especially when the intracellular pH is acidic, the weakening of the cells will cause their metabolism to slow down. Organ function is affected to some extent. Fluorescent probes can be used to monitor the dynamic distribution and regional changes of intracellular pH in real time by using a mild mode of operation to measure pH. Similarly, iron is one of the most ess...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06G01N21/64
Inventor 聂晨关瑞芳
Owner UNIV OF JINAN
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