Ratiometric fluorescent probe compound and method used for detecting zinc ion ratio in aqueous solution

Abstract

The invention discloses a ratiometric fluorescent probe compound and a method used for detecting zinc ion ratio in aqueous solution, and belongs to the field of fluorescent probe. The chemical molecular formula of the ratiometric fluorescent probe compound used for detection zinc ions is C20H16N3O3Cl, and is prepared through derivatization of 2-(2'-hydroxyphenyl) benzoxazole compound which is taken as a matrix structure. The ratiometric fluorescent probe compound is high in selectivity on zinc ions, wide in detection range, high in sensitivity, excellent in anti-influence capacity on other metal ions, and is suitable for detection of Zn<2+> in aqueous solutions in the fields of biochemistry and environment chemistry.

Description

technical field

[0001] The invention belongs to the field of fluorescent probes, in particular to a method for zinc ions (Zn 2+ ) detection fluorescent probe compound and detection method thereof. Background technique

[0002] Zinc is an important trace element and the second most abundant transition metal element in the human body. It is widely distributed in the cells and body fluids of the human body and plays an important role in the regulation of physiological functions and cell construction. [1] . Zinc deficiency in the human body can cause various diseases, such as immune system dysfunction, anorexia, growth retardation, diabetes, Alzheimer's disease, etc. However, excessive intake of zinc in the human body will cause poisoning. Excessive Zn in the environment 2+ It will also cause pollution and affect the growth and development of plants, so the highly selective identification and detection of Zn 2+ , which is of great significance to the fields of biology, clinic...

Examples

Embodiment 1

[0025] Add to 3mL the aqueous solution of probe compound N-(4-2'-benzoxazole-3-hydroxyphenyl)carbamoylpicoline chloride salt (concentration is 3×10 -5 mol / L) were added to 30 μL aqueous solution of different metal ions (concentration is 9×10 -2 mol / L), after fully mixing, measure the fluorescence absorption spectrum of each solution under the excitation wavelength of 328nm (such as figure 1 ). The results showed that the probe compound on Na + 、K + , Mg 2+ , Ca 2+ 、Ba 2+ 、Cd 2+ , Pb 2+ , Mn 2+ The response was weak, Co 2+ 、Ni 2+ , Fe 2+ Can slightly quench the fluorescence emission of the probe compound, while only Zn 2+ While the fluorescence emission peak at 458nm was quenched, a new peak appeared at 423nm, showing the characteristics of ratio fluorescence. Therefore, the probe compound has the ability to detect Zn 2+ Basic conditions for ratiometric fluorescent probes.

Embodiment 2

[0027] The preparation concentration was 1×10 -1 , 1×10 -2 , 1×10 -3 mol / L Zn 2+ aqueous solution. First, add 3 mL of the aqueous solution (3×10 - 5mol / L), successively drop the concentration of 1×10 -3 mol / L Zn 2+ 24, 3, 3 μL of aqueous solution, mixed thoroughly and then scanned under the excitation of 328nm excitation light; then add 3mL of the aqueous solution of the probe compound (3×10 -5 mol / L), successively drop the concentration of 1×10 -2 mol / L Zn 2+ 3 μL of aqueous solution, mixed thoroughly, and then scanned under the excitation of 328nm excitation light, added dropwise 10 times; finally, added 3 mL of the aqueous solution of the probe compound (3×10 -5 mol / L), successively drop the concentration of 1×10 -1 mol / L Zn 2+ 3 μL of aqueous solution, mixed thoroughly and then scanned under the excitation of 328nm excitation light, added dropwise 10 times (such as figure 2 ). With Zn 2+ With the increase of the concentration, the fluorescence peak intensity...

Embodiment 3

[0029] This embodiment examines probe compound to Zn 2+ Recognition selectivity. To 3mL aqueous solution of probe compound (concentration is 3×10 -5 mol / L) was added at a concentration of 9×10 -2 mol / L Zn 2+ 30 μL aqueous solution, and then add 30 μL Na + 、K + , Mg 2+ , Ca 2+ 、Ba 2+ , Mn 2+ , Fe 2+ 、Co 2+ 、Ni 2+ 、Cd 2+ or Pb 2+ Metal ion aqueous solution (concentration is 9×10 -2 mol / L), fully mixed and scanned under the excitation of 328nm excitation light, different metal ions and Zn 2+ The influence of coexistence on the fluorescence intensity of the mixed system is as follows: Figure 4 . The experimental results showed that the probe compound was used as a fluorescent probe for the determination of Zn in aqueous solution 2+ The sensitivity is high, the ions in other water interfere less with the determination results, and the results are stable and reliable.

technical field

[0001] The invention belongs to the field of fluorescent probes, in particular to a method for zinc ions (Zn 2+ ) detection fluorescent probe compound and detection method thereof. Background technique

[0002] Zinc is an important trace element and the second most abundant transition metal element in the human body. It is widely distributed in the cells and body fluids of the human body and plays an important role in the regulation of physiological functions and cell construction. [1] . Zinc deficiency in the human body can cause various diseases, such as immune system dysfunction, anorexia, growth retardation, diabetes, Alzheimer's disease, etc. However, excessive intake of zinc in the human body will cause poisoning. Excessive Zn in the environment 2+ It will also cause pollution and affect the growth and development of plants, so the highly selective identification and detection of Zn 2+ , which is of great significance to the fields of biology, clinic...

Examples

Embodiment 1

[0025] Add to 3mL the aqueous solution of probe compound N-(4-2'-benzoxazole-3-hydroxyphenyl)carbamoylpicoline chloride salt (concentration is 3×10 -5 mol / L) were added to 30 μL aqueous solution of different metal ions (concentration is 9×10 -2 mol / L), after fully mixing, measure the fluorescence absorption spectrum of each solution under the excitation wavelength of 328nm (such as figure 1 ). The results showed that the probe compound on Na + 、K + , Mg 2+ , Ca 2+ 、Ba 2+ 、Cd 2+ , Pb 2+ , Mn 2+ The response was weak, Co 2+ 、Ni 2+ , Fe 2+ Can slightly quench the fluorescence emission of the probe compound, while only Zn 2+ While the fluorescence emission peak at 458nm was quenched, a new peak appeared at 423nm, showing the characteristics of ratio fluorescence. Therefore, the probe compound has the ability to detect Zn 2+ Basic conditions for ratiometric fluorescent probes.

Embodiment 2

[0027] The preparation concentration was 1×10 -1 , 1×10 -2 , 1×10 -3 mol / L Zn 2+ aqueous solution. First, add 3 mL of the aqueous solution (3×10 - 5mol / L), successively drop the concentration of 1×10 -3 mol / L Zn 2+ 24, 3, 3 μL of aqueous solution, mixed thoroughly and then scanned under the excitation of 328nm excitation light; then add 3mL of the aqueous solution of the probe compound (3×10 -5 mol / L), successively drop the concentration of 1×10 -2 mol / L Zn 2+ 3 μL of aqueous solution, mixed thoroughly, and then scanned under the excitation of 328nm excitation light, added dropwise 10 times; finally, added 3 mL of the aqueous solution of the probe compound (3×10 -5 mol / L), successively drop the concentration of 1×10 -1 mol / L Zn 2+ 3 μL of aqueous solution, mixed thoroughly and then scanned under the excitation of 328nm excitation light, added dropwise 10 times (such as figure 2 ). With Zn 2+ With the increase of the concentration, the fluorescence peak intensity...

Embodiment 3

[0029] This embodiment examines probe compound to Zn 2+ Recognition selectivity. To 3mL aqueous solution of probe compound (concentration is 3×10 -5 mol / L) was added at a concentration of 9×10 -2 mol / L Zn 2+ 30 μL aqueous solution, and then add 30 μL Na + 、K + , Mg 2+ , Ca 2+ 、Ba 2+ , Mn 2+ , Fe 2+ 、Co 2+ 、Ni 2+ 、Cd 2+ or Pb 2+ Metal ion aqueous solution (concentration is 9×10 -2 mol / L), fully mixed and scanned under the excitation of 328nm excitation light, different metal ions and Zn 2+ The influence of coexistence on the fluorescence intensity of the mixed system is as follows: Figure 4 . The experimental results showed that the probe compound was used as a fluorescent probe for the determination of Zn in aqueous solution 2+ The sensitivity is high, the ions in other water interfere less with the determination results, and the results are stable and reliable.

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