CN110487858B - Electrochemical ratio sensor for detecting peroxynitrite anions, and preparation and application thereof - Google Patents
Electrochemical ratio sensor for detecting peroxynitrite anions, and preparation and application thereof Download PDFInfo
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Abstract
The invention provides an electrochemical ratio sensor for detecting peroxynitrite anions, which is characterized in that a platinum/conjugated organic microporous material Pt-CMP is dispersed in acetic acid solution of chitosan to prepare a Pt-CMP with the concentration of 0.2-10 mg/mL‑1The dispersion of (1); and the dispersion liquid is dripped on a pretreated bare glassy carbon electrode and dried at room temperature, and the prepared modified electrode Pt-CMP-CTS/GCE is the electrochemical ratio sensor. A modified electrode Pt-CMP-CTS/GCE electrode is used as a sensing platform, and peroxynitrite anions and potassium ferricyanide are used as two active substances. Scanning by differential pulse voltammetry at a working potential of-0.2-1.0V; in a particular ONOO‑In the concentration range of (A), ONOO‑In response to current (I)ONOO ‑) And K3[Fe(CN)6]In response to current (I)Fe) Ratio of (A) to (B) ONOO‑The concentration is in a good linear relationship.
Description
Technical Field
The invention relates to a preparation method of an electrochemical ratio sensor for detecting peroxynitrite anions.
Background
Peroxynitroso anion (ONOO)-) Is formed by nitric oxide free radical (NO)•) With superoxide anion (O)2 •-) Formed by a rapid reaction, exhibit a wide range of biochemical reactions including (a) nitrated proteins (tyrosine residues), carbohydrates and nucleic acids, (b) oxidized lipids, sulfhydryl, Fe/S and Zn/S centers, (c) conversion of oxyhemoglobin to methemoglobin. Due to its broad reactivity, ONOO-It is associated with several pathological conditions, such as acute ischemia-reperfusion injury, arthritis, carcinogenesis, Alzheimer's disease and Parkinson's disease, and AIDS. Therefore, more and more scholars are devoted to the detection and study of peroxynitroso anions. Reported detection methods for peroxynitroso anions include oxidation of fluorescent probes, chemiluminescence, and immunohistochemistry. However, the device is not suitable for use in a kitchenHowever, due to their inherent complexity, these methods are difficult to apply to real-time quantization.
For a conventional sensor with a single signal output, the signal strength is difficult to measure because it is susceptible to intrinsic or extrinsic factors, such as sensor concentration, environmental conditions, and instrument efficiency. This limitation can be effectively overcome using a rate two signal strategy. Electrochemical ratiometric sensors containing different electroactive species have dual signal outputs and the analyte can be determined by measuring the ratio of the peak intensities of the dual oxidation currents at different redox potentials, improving the accuracy and sensitivity of the electrochemical sensing. Therefore, develop sensitive and convenient ONOO-Electrochemical ratiometric sensors are particularly important.
With the development of nanotechnology, nanomaterials, especially noble metal nanoparticles, play a crucial role in improving sensor performance. Due to its special surface properties, it has better catalytic properties than noble metal electrodes of conventional size. The conjugated organic microporous material or the Conjugated Microporous Polymer (CMP) is used as a three-dimensional polymer network skeleton constructed by conjugated units, shows excellent porosity, stable skeleton structure and diversified functions, and shows application values and wide prospects in various fields. However, its poor dispersibility in water greatly limits its applications.
Disclosure of Invention
The invention aims to provide a preparation method of an electrochemical ratio sensor for detecting peroxynitrite anions.
Preparation of one, peroxide nitroso anion electrochemical ratio sensor
(1) Preparation of platinum/conjugated organic microporous material (Pt-CMP): reacting the reactant H2PtCl6Mixing and dissolving a surfactant triton-100 and hydrochloric acid under ultrasound, adding a reducing agent Ascorbic Acid (AA), heating the solution mixture to 30-90 ℃ by using a water bath under ultrasound treatment, and keeping the temperature for 3-8 hours; after the reaction is finished, cooling to room temperature, and centrifugally washing for 3-7 times; drying and grinding the product to obtain noble metal Pt; then the noble metal Pt is mixed with a conjugated organic microporous material (CMP) to obtain a platinum/conjugated organic microporous material (Pt-CMP).
H2PtCl6The surfactant triton-100 and the hydrochloric acid have the following molar ratios: 1:2:203 ~1:8:104。
The reducing agent Ascorbic Acid (AA) is used in an amount of the reactant (H)2PtCl6) 4-9 times of the molar weight.
The mass ratio of the noble metal Pt to the conjugated organic microporous material (CMP) is 1: 1-1: 8.
(2) Preparation of electrochemical ratio sensor: dispersing the Pt-CMP prepared in the step (1) in acetic acid solution of chitosan to prepare Pt-CMP with the concentration of 0.2-10 mg.mL-1The dispersion of (1); and the dispersion liquid is dripped on a pretreated bare glassy carbon electrode and dried at room temperature, and the prepared modified electrode Pt-CMP-CTS/GCE is the electrochemical ratio sensor.
In the acetic acid solution of chitosan, the volume percentage of chitosan is 0.01-0.3%, and the volume percentage of acetic acid is 0.1-1%.
The thickness of the platinum/conjugated organic microporous material/chitosan (Pt-CMP-CTS) coating on the modified electrode (Pt-CMP-CTS/GCE) is 150-1500 nm.
Performance of electrochemical ratio sensor
FIG. 1 shows various electrodes (bare electrode GCE (a), modified electrode CMP/GCE (b), CTS/GCE (c), CMP-CTS/GCE (d), Pt/GCE (e) and Pt-CMP-CTS/GCE (f) in a mixture containing 6.11X 10-6 ONOO of M- And 0.5mM K3[Fe(CN)6]0.2M PBS (pH = 7.68). As can be seen from FIG. 1, two oxidation peaks appear on the six curves, wherein about 0.8V is ONOO-Oxidation peak of about 0.2V corresponds to K3[Fe(CN)6]Oxidation of (2). This indicates that two electrochemical signals can be generated at both electrodes. By comparison, ONOO-The electrochemical response signal on the modified electrode Pt-CMP-CTS/GCE (figure 1f curve) is obviously the highest, and the oxidation peak potential is the most negative, which indicates that the platinum/conjugated organic microporous material/chitosan (Pt-CMP-CTS) is opposite to ONOO-Has remarkable promoting and catalyzing effects.
FIG. 2 is a graph of modified electrode Pt-CMP-CTS/GCE versus different concentrations of ONOO- Detected differential pulse patterns (A, C) and ONOO- Concentration of (A) and ONOO-Response current sum of3[Fe(CN)6]A linear relationship between the ratios of the response currents of (B, D). As can be seen from FIGS. A and C, with the ONOO-Increase in concentration, ONOO-The oxidation peak current of (A) will increase continuously, and K3[Fe(CN)6]The oxidation peak current of (a) is continuously reduced. As can be seen from FIG. B, D, ONOO-The linear range of (a) is divided into two sections: when ONOO-The concentration is 3.09X 10-10~8.32×10-8When M is within the range, ONOO-Response current sum of3[Fe(CN)6]Ratio of response currents (I)ONOO -/IFe) And ONOO-The concentration is in a good linear relation, and the linear regression equation is as follows: i isONOO -/ IFe =6.81 [ONOO-](μM)+0.0899，R2= 0.9990. While acting as ONOO-The concentration is 2.19X 10-7~1.20×10-4When M is within the range, ONOO-Response current sum of3[Fe(CN)6]Ratio of response currents (I)ONOO -/IFe) And ONOO-The concentration is also in a good linear relationship, and the linear regression equation is as follows: i isONOO -/IFe =0.00538 [ONOO-] (μM)+0.673，R2= 0.9969. Thus, ONOO-The linear range of detection is 3.09X 10-10~1.20×10-4 M, detection limit of 1.03 × 10-10M。
In summary, compared with the prior art, the invention has the following advantages:
1. the invention utilizes ONOO-And K3[Fe(CN)6]The dual signal ratio of (A) to (B) to produce a detection ONOO- The electrochemical ratio sensor has the characteristics of wide detection range, low detection limit, simple detection process, high sensitivity and the like;
2. electrochemical ratio sensor pair prepared by the inventionONOO-The kit has sensitive electrochemical response, strong anti-interference performance, good stability and reproducibility and can carry out real-time detection;
3. the invention has simple preparation process, low cost and easy operation, and can be used for a long time.
Drawings
FIG. 1 shows a modified electrode comprising 6.11X 10-6 ONOO of M- And 0.5mM K3[Fe(CN)6]0.2M PBS (pH = 7.68).
FIG. 2 is a graph of Pt-CMP-CTS/GCE versus ONOO at various concentrations- Detected differential pulse pattern and ONOO- Concentration of (A) and ONOO-Response current sum of3[Fe(CN)6]Is shown in a linear relationship between the ratios of the response currents.
Detailed Description
The preparation of the electrochemical ratiometric sensor for detecting peroxynitrite anions of the invention is further illustrated by the following specific examples.
Example 1 preparation of electrochemical ratiometric sensor
(1) Preparation of platinum/conjugated organic microporous material (Pt-CMP): reacting the reactant H2PtCl6Mixing and dissolving surfactant triton-100 and hydrochloric acid in a molar ratio of 1:3:5000 under ultrasound; adding Ascorbic Acid (AA) with the total molar amount of reactants being 0.0013 times, and heating the solution mixture to 45 ℃ by using a water bath under ultrasonic treatment and keeping for 5 hours; after the reaction is finished, cooling to room temperature, and centrifugally washing for 4 times; the product is dried and ground and then mixed with a conjugated organic microporous material (CMP) according to the mass ratio of 1:3 to obtain the platinum/conjugated organic microporous material (Pt-CMP).
(2) Pretreating a glassy carbon electrode: polishing the glassy carbon electrode into a mirror surface by using 0.30 mu m and 0.05 mu m aluminum oxide suspension in sequence, and then ultrasonically cleaning the mirror surface by using 95% ethanol and secondary distilled water in sequence to obtain a treated glassy carbon electrode; then, a three-electrode system with a glassy carbon electrode as a working electrode, a platinum column as a counter electrode and a saturated calomel electrode as a reference electrode is used for carrying out cyclic voltammetry scanning (the scanning speed is 50 mV/s) in 0.1M potassium chloride electrolyte solution containing 1.0mM potassium ferricyanide probe molecules, and finally, the electrodes are taken out, washed by secondary distilled water and dried;
(3) preparation of electrochemical ratio sensor: dispersing the Pt-CMP prepared in the step (1) in a chitosan acetic acid solution to prepare a solution with the concentration of 1 mg/mL-1The dispersion liquid is dripped on a pretreated bare glassy carbon electrode and dried at room temperature to prepare a modified electrode Pt-CMP-CTS/GCE, namely an electrochemical ratio sensor. In the chitosan acetic acid solution, the volume percentage of chitosan is 0.1%, and the volume percentage of acetic acid is 0.5%. The thickness of the platinum/conjugated organic microporous material/chitosan (Pt-CMP-CTS) coating on the modified electrode (Pt-CMP-CTS/GCE) is 1000 nm.
Example 2 electrochemical ratiometric sensor (Pt-CMP-CTS/GCE) detection of ONOO in solution-Concentration of
(1) Preparation of sample solution: under the condition of ice bath and stirring 1.3M H2O2And 0.1M HCl followed by 1.0M NaNO2In (1). The pH of the solution was then adjusted to 3 and stirring was continued for 5 minutes. Then the same volume of 7M NaOH was added. Next, 0.70g of MnO was added2Powdering to remove excess H2O2. The product was stored at 4 ℃ and its concentration was determined by UV-visible absorption spectroscopy at 302.0 nm. Mixing the known concentration of ONOO-The solution was diluted to 3.51X 10-9 M。
(2) In solution ONOO-And (3) detection of concentration: the modified electrode Pt-CMP-CTS/GCE prepared in the example is used as a working electrode, a platinum column is used as a counter electrode, a saturated calomel electrode is used as a reference electrode to form a three-electrode system, the prepared sample solution is added into a phosphate buffer solution containing potassium ferricyanide and having the pH of 0.2M =7.68, and the phosphate buffer solution is used as an electrolyte, wherein ONOO-Potassium ferricyanide is used as a reference element (the concentration is 0.1-3 mM) as a detection object; scanning by differential pulse voltammetry at a working potential of-0.2 to 1.0V. According to ONOO-Response current sum of3[Fe(CN)6]Ratio of response currents (I)ONOO -/ IFe) And ONOO-The linear regression equation for concentration is: i isONOO -/ IFe =6.81 [ONOO-](μ M) +0.0899 the ONOO was calculated-The concentration of (c). And (3) detection results: ONOO in sample solution-The concentration is 3.48X 10-9 M.
Example 3 electrochemical ratiometric sensor (Pt-CMP-CTS/GCE) detection of ONOO in solution-Concentration of
(1) Preparation of sample solution: under the condition of ice bath and stirring 1.3M H2O2And 0.1M HCl followed by 1.0M NaNO2In (1). The pH of the solution was then adjusted to 3 and stirring was continued for 5 minutes. Then the same volume of 7M NaOH was added. Next, 0.70g of MnO was added2Powdering to remove excess H2O2. The product was stored at 4 ℃ and its concentration was determined by UV-visible absorption spectroscopy at 302.0 nm. Mixing the known concentration of ONOO-The solution was diluted to 5.68X 10-5M。
(2) In solution ONOO-And (3) detection of concentration: the modified electrode Pt-CMP-CTS/GCE prepared in the example is used as a working electrode, a platinum column is used as a counter electrode, a saturated calomel electrode is used as a reference electrode to form a three-electrode system, the prepared sample solution is added into a phosphate buffer solution containing potassium ferricyanide and having the pH of 0.2M =7.68, and the phosphate buffer solution is used as an electrolyte, wherein ONOO-Potassium ferricyanide is used as a reference element (the concentration is 0.1-3 mM) as a detection object; scanning by differential pulse voltammetry at a working potential of-0.2 to 1.0V. According to ONOO-Response current sum of3[Fe(CN)6]Ratio of response currents (I)ONOO -/ IFe) And ONOO-The linear regression equation for concentration is: i isONOO -/ IFe =0.00538 [ONOO-]The ONOO was calculated as (. mu.M) +0.673-The concentration of (c). And (3) detection results: ONOO in sample solution-The concentration is 5.70X 10-5M。
The instruments and medicines used in the implementation process of the invention are as follows:
CHI 660C electrochemical workstation (Shanghai Chenghua instruments) was used to perform differential pulse voltammetry experiments, and a quartz tube heated automatic double pure water distiller (1810B, Shanghai Asia Technological glass Co.) was used to evaporate ultrapure water. An electronic balance (beijing sidoris instruments ltd) for weighing the medicine. Ultrasonic cleaner (Kunshan ultrasonic instruments Co., Ltd.). The alumina milling powder (0.30 μm, 0.05 μm, Shanghai Chenghua instruments and reagents Co.) was used to treat the glassy carbon electrode. Saturated calomel reference electrode, platinum counter electrode, potassium chloride, sodium dihydrogen phosphate, disodium hydrogen phosphate (west ampere chemical reagent factory); chloroplatinic acid (Shanghai Ji to Biochemical technology, Inc.); triton-100 (alatin); ascorbic acid (Shanghai, Qin chemical Co., Ltd.); potassium ferricyanide (Guangzhi development Co., Ltd., Tianjin).
Claims (9)
1. A preparation method of an electrochemical ratio sensor for detecting peroxynitrite anions comprises the following process steps:
(1) preparation of platinum/conjugated organic microporous material Pt-CMP: reacting the reactant H2PtCl6Mixing and dissolving a surfactant triton-100 and hydrochloric acid under ultrasound, adding a reducing agent ascorbic acid, heating the solution mixture to 30-90 ℃ by using a water bath under ultrasound treatment, and keeping the temperature for 3-8 hours; after the reaction is finished, cooling to room temperature, and centrifugally washing for 3-7 times; drying and grinding the product to obtain noble metal Pt; then mixing noble metal Pt with the conjugated organic microporous material CMP to obtain platinum/conjugated organic microporous material Pt-CMP;
(2) preparation of electrochemical ratio sensor: dispersing the Pt-CMP prepared in the step (1) in acetic acid solution of chitosan to prepare Pt-CMP with the concentration of 0.2-10 mg.mL-1The dispersion of (1); and the dispersed liquid is dripped on a pretreated bare glassy carbon electrode and dried at room temperature to prepare a Pt/conjugated organic microporous material/chitosan Pt-CMP-CTS coating modified electrode Pt-CMP-CTS/GCE which is the electrochemical ratio sensor.
2. A method for preparing an electrochemical ratiometric sensor for the detection of peroxynitrite anions according to claim 1, characterized in that: in the step (1), the dosage of the reducing agent ascorbic acid is reactant H2PtCl64-9 times of the molar weight.
3. A method for preparing an electrochemical ratiometric sensor for the detection of peroxynitrite anions according to claim 1, characterized in that: in the step (1), the mass ratio of the noble metal Pt to the conjugated organic microporous material CMP is 1: 1-1: 8.
4. A method for preparing an electrochemical ratiometric sensor for the detection of peroxynitrite anions according to claim 1, characterized in that: in the chitosan acetic acid solution in the step (2), the volume percentage of the chitosan is 0.01-0.3%, and the volume percentage of the acetic acid is 0.1-1%.
5. A method for preparing an electrochemical ratiometric sensor for the detection of peroxynitrite anions according to claim 1, characterized in that: and (3) on the modified electrode Pt-CMP-CTS/GCE in the step (2), the thickness of the Pt/conjugated organic microporous material/chitosan Pt-CMP-CTS coating is 150-1500 nm.
6. The electrochemical ratiometric sensor for detecting peroxynitrite anion, prepared according to the method of claim 1, comprising ONOO in a detection solution−The use of concentration.
7. The use of claim 6, wherein: forming a three-electrode system by taking Pt-CMP-CTS/GCE as a working electrode, a platinum column as a counter electrode and a saturated calomel electrode as a reference electrode; by containing ONOO-And potassium ferricyanide phosphate buffer solution with 0.2M pH =7.68 as electrolyte, and scanning by differential pulse voltammetry at a working potential of-0.2-1.0V; in a particular ONOO-In the concentration range of (A), ONOO-In response to current IONOO -And K3[Fe(CN)6]In response to current IFeRatio of (A to (B))ONOO -/ IFeAnd ONOO-The concentration is in a good linear relationship.
8. The use of claim 7, wherein: when ONOO-Concentration of (2)At 3.09X 10-10~8.32×10-8M is, ONOO-Response current sum of3[Fe(CN)6]Response current ratio of (I)ONOO -/IFeAnd ONOO-The concentration is in a good linear relation, and the linear regression equation is as follows: i isONOO -/ IFe =6.81 [ONOO-](μM)+0.0899，R2=0.9990。
9. The use of claim 7, wherein: when ONOO-The concentration is 2.19X 10-7~1.20×10-4When M is within the range, ONOO-Response current sum of3[Fe(CN)6]Response current ratio of (I)ONOO -/IFeAnd ONOO-The concentration is in a good linear relation, and the linear regression equation is as follows: i isONOO -/ IFe =0.00538 [ONOO-] (μM)+0.673，R2=0.9969。
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109187687A (en) * | 2018-10-22 | 2019-01-11 | 西北师范大学 | It is conjugated the preparation of organic poromerics modified electrode and the application as peroxynitrite electrochemical sensor |
| CN110066399A (en) * | 2019-04-23 | 2019-07-30 | 西北师范大学 | A kind of preparation and its application of chitosan-modified microporous polymer nano material |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109187687A (en) * | 2018-10-22 | 2019-01-11 | 西北师范大学 | It is conjugated the preparation of organic poromerics modified electrode and the application as peroxynitrite electrochemical sensor |
| CN110066399A (en) * | 2019-04-23 | 2019-07-30 | 西北师范大学 | A kind of preparation and its application of chitosan-modified microporous polymer nano material |
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| A Novel Superoxide Anion Radical Nonenzymatic Electrochemical Sensor Based on PtRuCu Ternary Alloy Nanoparticles/Graphene Composite Modified Electrode;Jujie Ren等;《NANO》;20161209;第12卷(第1期);第1750006-1至1750006-10页 * |
| Real-time Monitoring of Peroxynitrite (ONOO-) in the Rat Brain by Developing a Ratiometric Electrochemical Biosensor;Feiyue Liu等;《Analyst》;20190131;第1-9页 * |
| 基于氯化血红素复合材料的过氧亚硝酸阴离子;任聚杰等;《分析化学研究报告》;20170131;第45卷(第1期);第104-110页 * |
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