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Aluminum ion fluorescent probe and preparation method and application thereof

A technology of fluorescent probes and aluminum ions, which is applied in the field of fluorescent probe detection, can solve problems such as complex preparation processes, and achieve the effects of simple synthesis methods, high yields, and good specificity

Inactive Publication Date: 2021-03-26
BEIJING INSTITUTE OF GRAPHIC COMMUNICATION +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, more organic solvents are used in the synthesis process of this fluorescent probe, and the preparation process is relatively complicated.

Method used

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  • Aluminum ion fluorescent probe and preparation method and application thereof
  • Aluminum ion fluorescent probe and preparation method and application thereof
  • Aluminum ion fluorescent probe and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] see figure 1 It is a product schematic diagram of the aluminum ion fluorescent probe prepared in the present invention, and the molecular formula of the aluminum ion fluorescent probe is C 16 h 12 N 2 o 2 S 1 ; The structural formula of the aluminum ion fluorescent probe is:

[0026]

[0027] The invention also discloses a method for preparing an aluminum ion fluorescent probe, which specifically includes the following steps:

[0028] (1) Under heating and stirring conditions, 2-thienyl hydrazide (142 mg, 1 mmol) and 2-hydroxy-1-naphthaldehyde (172 mg, 1 mmol) were dissolved in ethanol (10 mL);

[0029] (2) Slowly add the 2-hydroxy-1-naphthaldehyde solution dissolved in ethanol dropwise to the 2-thienyl hydrazide solution dissolved in ethanol, add 200 μL of catalyst glacial acetic acid, condense and reflux for 3-3.5 hours;

[0030] (3) After the reaction is completed, cool to obtain pale yellow needle-like crystals, filter and wash the crystals with ethanol, dr...

Embodiment 2

[0036] This example provides a test of the aluminum ion detection performance using the aluminum ion fluorescent probe prepared in Example 1: first prepare a fluorescent probe dimethyl sulfoxide (DMSO) stock solution with a concentration of 2 mM and different metals with a concentration of 4 mM Ions (Na + , Mg 2+ 、K + , Ga 2+ , Zn 2+ 、Al 3+ , Fe 3+ and Cu 2+ ) deionized water stock solution; then use it to configure 1mL fluorescent probe concentration of 20 μM and different metal ion concentrations of 40 μM DMSO solution, deionized aqueous solution, and observe and take pictures under ultraviolet light, as Figure 4 As shown, among them, Figure 4 A is DMSO, deionized water, Na + , Mg 2+ 、K + , Ga 2+ , Zn 2+ 、Al 3+ , Fe 3+ and Cu 2+ , the ultraviolet light excitation pictures of DMSO solution at a wavelength of 365nm arranged from left to right; Figure 4 B is DMSO, deionized water, Na + , Mg 2+ 、K + , Ga 2+ , Zn 2+ 、Al 3+ , Fe 3+ and Cu 2+ , from left to...

Embodiment 3

[0039] This example is a study on the cytocompatibility of the aluminum ion fluorescent probe prepared according to Example 1; the fluorescent probe with a gradient concentration (0-60 μmol / L, with an interval of 10 μM) was co-cultured with Hela cells for 1 day, and tested OD value of cellular protein concentration, from Figure 6 It can be seen that the cytocompatibility of the fluorescent probe is good, and the survival rate is higher than 95%. Therefore, the aluminum ion fluorescent probe prepared in the present invention can be used for intracellular fluorescence imaging to detect the concentration of aluminum ion.

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Abstract

The invention provides an aluminum ion fluorescent probe with a molecular formula of C16H12N2O2S1, and also provides a preparation method of the aluminum ion fluorescent probe. The preparation methodcomprises the following steps: respectively dissolving 2-thiophene formhydrazide and 2-hydroxyl-1-naphthaldehyde in ethanol under the conditions of heating and stirring; slowly dropwise adding a 2-hydroxy-1-naphthaldehyde solution dissolved in ethanol into a 2-thiophene formhydrazide solution dissolved in ethanol, adding a catalyst, and carrying out reflux condensation for 3-3.5 hours; after the reaction is finished, cooling to obtain light yellow acicular crystals, filtering, cleaning the crystals with ethanol, drying and storing to obtain the aluminum ion fluorescent probe. The aluminum ionfluorescent probe prepared by the invention has strong selectivity and good specificity on aluminum ions, only specifically recognizes and detects the aluminum ions without being interfered by other metal cations, and is suitable for detecting trace aluminum ions under various conditions.

Description

technical field [0001] The invention relates to an aluminum ion fluorescent probe and its preparation method and application, belonging to the technical field of fluorescent probe detection. Background technique [0002] In recent years, the recognition of metal ions has gradually become an important branch of supramolecular chemistry, and various fields of production and life involve the specific recognition and detection of metal ions. Aluminum is the most abundant metal element on the earth. As a common metal in daily life, aluminum is widely used by people, and occupies an important position in industry and agriculture. However, excessive aluminum ions will not only cause environmental pollution, but also affect the human body. Hazards to health and plant growth; Among them, the sanitary standard for drinking water stipulates that the maximum allowable content of aluminum is 0.20 mg / L; excessive intake of aluminum can damage the human brain, heart, liver function and imm...

Claims

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Application Information

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IPC IPC(8): C07D333/38C09K11/06G01N21/64
CPCC07D333/38C09K11/06C09K2211/1011C09K2211/1092G01N21/6428G01N21/643
Inventor 胡堃王峻东李路海危岩
Owner BEIJING INSTITUTE OF GRAPHIC COMMUNICATION