CN110596226A - Construction method of molecularly imprinted Au nanoparticle chiral interface - Google Patents

Construction method of molecularly imprinted Au nanoparticle chiral interface Download PDF

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CN110596226A
CN110596226A CN201910958326.8A CN201910958326A CN110596226A CN 110596226 A CN110596226 A CN 110596226A CN 201910958326 A CN201910958326 A CN 201910958326A CN 110596226 A CN110596226 A CN 110596226A
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chiral
trp
glassy carbon
carbon electrode
mixed solution
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莫尊理
王嘉
牛小慧
杨星
帅超
刘桂桂
郭瑞斌
刘妮娟
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Northwest Normal University
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    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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    • G01N27/26Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
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    • G01N27/48Systems using polarography, i.e. measuring changes in current under a slowly-varying voltage

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Abstract

The invention discloses a method for constructing a molecularly imprinted Au nanoparticle chiral interface, HAuCl4·4H2O, L-tryptophan and pyrrole are dissolved in hydrochloric acid to obtain a first mixed solution; putting a glassy carbon electrode; HAuCl4·4H2O, D dissolving tryptophan and pyrrole in hydrochloric acid to obtain a second mixed solution; putting another glassy carbon electrode; applying voltage to two ends of the glassy carbon electrode, and keeping constant potential for a period of time; and then applying 1.0V voltage to two glassy carbon electrodes, keeping the potential constant, removing the L-Trp and the D-Trp and peroxidating polypyrrole to construct a molecularly imprinted Au nanoparticle chiral interface. After the template molecules are removed, the chiral microenvironment is reserved on the chiral imprinting Au, and the chiral imprinting Au is used for the electrochemical enantioselective recognition of the Trp enantiomer. The molecularly imprinted Au nanoparticles constructed by the method have better electron transmission performance, and can be used in the fields of supercapacitors, electrochemical sensors, nano materials and the like.

Description

Construction method of molecularly imprinted Au nanoparticle chiral interface
Technical Field
The invention relates to preparation of a molecularly imprinted metal material, in particular to a method for constructing a molecularly imprinted Au nanoparticle chiral interface.
Background
Molecular imprinting techniques have been widely used in the development of Molecularly Imprinted Polymers (MIPs). However, it is somewhat limited due to problems in terms of small blot recognition sites, low binding energy and slow mass transfer that exist in template removal. The chiral cavities are easily destroyed when the template is removed under certain harsh conditions. The use of initiators in the synthesis of MIPs is a cumbersome process that takes a long time. One novel strategy is to create a chiral microenvironment on the metal interface. Metal interfaces with chirality have been studied in the last years, which can be obtained by cleaving large volumes of metal along low symmetry surfaces, resulting in chiral metal surfaces.
Disclosure of Invention
The invention aims to provide a construction method of a molecularly imprinted Au nanoparticle chiral interface.
The invention also aims to provide application of the imprinting material constructed by the construction method in an electrochemical sensor.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows: a construction method of a molecularly imprinted Au nanoparticle chiral interface specifically comprises the following steps:
1) adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of L-tryptophan (L-Trp) and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a first mixed solution; placing a glassy carbon electrode in the first mixed solution, adding-0.2V voltage to two ends of the glassy carbon electrode, keeping constant potential for 300-310 seconds to electrodeposit Au nano particles, simultaneously enriching L-Trp, and polymerizing pyrrole;
adding 0.2-0.25 mmol of HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of D-tryptophan (D-Trp) and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a second mixed solution; placing the other glassy carbon electrode in the second mixed solution, adding-0.2V voltage to the two ends of the other glassy carbon electrode, keeping constant potential for 300-310 seconds to electrodeposit Au nano particles, simultaneously enriching D-Trp, and polymerizing pyrrole;
2) and applying a voltage constant potential of 1.0V to the two glassy carbon electrodes for 300 seconds to remove the L-Trp and the D-Trp (namely removing the template molecules after elution) and simultaneously peroxide polypyrrole (PPy) to construct a molecularly imprinted Au nanoparticle chiral interface, wherein a complementary chiral cavity is formed due to extraction of the chiral template molecules.
To ensure removal of L-Trp and D-Trp, all chiral imprinted Au electrodes were detected by Differential Pulse Voltammetry (DPV) in 60mmol hydrochloric acid solution.
Characterization of molecularly imprinted Au nanoparticles
1. Transmission electron micrograph
FIG. 1 is a transmission electron micrograph of the surface of L-Trp and D-Trp imprinted metals, and it can be seen from the transmission electron micrograph of the surface of the L-Trp imprinted metals (FIG. 1A) that Au nanoparticles are dispersed on the PPy matrix. Similar morphology is shown in transmission electron microscopy images (FIG. 1B) of D-Trp imprinted metal surfaces, with Au nanoparticles dispersed on the PPy matrix, indicating successful imprinting.
Secondly, testing the electrochemical performance of the molecularly imprinted Au nano-particle
1. Preparation of modified electrode
Adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of L-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a mixed solution I; and (2) placing a first glassy carbon electrode in the mixed solution I, adding-0.2V voltage to two ends of the first glassy carbon electrode, keeping constant potential for 300 seconds to electrodeposit Au nanoparticles, enriching L-Trp and polymerizing pyrrole to obtain the glassy carbon electrode (LMS/GCE) decorated by imprinting L-Trp.
Adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of L-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a mixed solution II; and placing a second glassy carbon electrode in the mixed solution II, applying a voltage of-0.2V to the two ends of the second glassy carbon electrode, keeping the constant potential for 300 seconds to electrodeposit Au nano particles, simultaneously enriching L-Trp and polymerizing pyrrole, and then applying a voltage of 1.0V to the second glassy carbon electrode, keeping the constant potential for 300 seconds to remove the L-Trp template and simultaneously carrying out peroxidation of Ppy to prepare the L-Trp imprinted chiral Au electrode (LCMS/GCE).
Adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of D-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a mixed solution III; and (3) placing a third glassy carbon electrode in the mixed solution III, adding-0.2V voltage to the two ends of the third glassy carbon electrode, keeping the constant potential for 300 seconds to electrodeposit Au nano particles, enriching D-Trp and polymerizing pyrrole to obtain a glassy carbon electrode (DMS/GCE) decorated by imprinting D-Trp.
Adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of D-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a mixed solution IV; and (3) placing a fourth glassy carbon electrode in the mixed solution IV, applying a voltage of-0.2V to the two ends of the fourth glassy carbon electrode, keeping the constant potential for 300 seconds to electrodeposit Au nano particles, simultaneously enriching D-Trp and polymerizing pyrrole, and then applying a voltage of 1.0V to the fourth glassy carbon electrode, keeping the constant potential for 300 seconds to remove the D-Trp template and simultaneously carrying out peroxidation of Ppy to prepare a D-Trp imprinted chiral Au electrode (DCMS/GCE).
2. Modifying the electrochemical performance of an electrode
GCE and prepared electrodes LCMS/GCE, DCMS/GCE, LMS/GCE and DMS/GCE were immersed in 5mM Fe (CN)6 4−/3−0.1M potassium chloride as supporting electrolyte, with a sweep potential of-0.2V to 0.6V and a sweep rate of 0.05V/s. The electrochemical performance of the material is measured by cyclic voltammetry. CV curve of modified electrodeThe lines are shown in figure 2. As can be seen from FIG. 2, the peak currents are LCMS/GCE > DCMS/GCE > LMS/GCE > DMS/GCE > GCE in the order of magnitude. Under the condition that LCMS (chiral Au of L-Trp imprinting) and DCMS (chiral Au of D-Trp imprinting) exist, the peak current of the glassy carbon electrode is nearly 1.55-1.65 times larger than that of naked GCE, because after the L-Trp or D-Trp template is removed, the cavities of the LCMS and the DCMS are enlarged to have more active areas, and the chiral recognition efficiency of the Trp enantiomer can be promoted.
3. Recognition of tryptophan isomer by chiral recognition modified electrode
Placing the chiral recognition modified electrode LCMS/GCE and DCMS/GCE in an L-tryptophan solution with the concentration of 5-6 mM/L; scanning and identifying by using Differential Pulse Voltammetry (DPV), wherein the scanning potential is-0.2-0.6V. Placing the chiral recognition modified electrode LCMS/GCE and DCMS/GCE in a D-tryptophan solution with the concentration of 5-6 mM/L; scanning and identifying by using Differential Pulse Voltammetry (DPV), wherein the scanning potential is-0.2-0.6V. FIGS. 3A and 3B are DPV graphs of different electrode recognition tryptophan isomers. As can be seen, the template molecule imprinted on the Au surface has obvious oxidation peak current difference between L-Trp and D-Trp. Chiral Au-modified GCE imprinted with L-Trp has higher electro-oxidative activity on L-Trp than D-Trp (I)L-Trp / ID-Trp = 2.778) (fig. 3A). In contrast, electrocatalytic oxidation of D-Trp by chiral Au-modified GCE imprinted by D-Trp showed higher activity (I)D-Trp /ILTrp = 3.186) (fig. 3B). This also indicates that the chiral Au electrode of the D-Trp blot has better recognition of tryptophan isomers.
The construction method successfully impresses chiral molecules on the surface of Au by constructing the novel molecularly imprinted metal in the presence of polypyrrole (PPy) and tryptophan (Trp) enantiomers (chiral template molecules). Au was chosen because of its higher stability. Thus, by means of PPy, the chiral template molecules can be more efficiently retained in the inner surface of the Au phase by electrochemical deposition. After removal of the template molecules, the chiral microenvironment remains on the chiral imprinted Au, which is then used for electrochemical enantioselective recognition of the Trp enantiomer. Electrochemical performance detection shows that the molecularly imprinted Au nanoparticles prepared by the method have better electron transmission performance and can be applied to the fields of supercapacitors, electrochemical sensors, nano materials and the like.
Drawings
FIG. 1 is a transmission electron microscope image of the molecularly imprinted Au material prepared by the preparation method of the invention.
FIG. 2 shows Fe (CN)6 4−/3−Cyclic voltammograms at different modified electrodes.
FIG. 3 is a DPV graph of L-tryptophan and D-tryptophan recognition by LCMS/GCE and DCMS/GCE.
Detailed Description
The invention is further illustrated by the following specific examples.
Example 1
0.2mmol of HAuCl4·4H2Dissolving O, 0.02mmol of L-tryptophan and 0.01mol of pyrrole in 100mL of 0.1M hydrochloric acid to prepare a first mixed solution; placing a glassy carbon electrode in the first mixed solution, adding-0.2V voltage to two ends of the glassy carbon electrode, keeping constant potential for 300 seconds to electrodeposit Au nano particles, simultaneously enriching L-Trp, and polymerizing pyrrole; 0.2mmol of HAuCl4·4H2Dissolving O, 0.02mmol of D-tryptophan and 0.01mol of pyrrole in 100mL of 0.1M hydrochloric acid to prepare a second mixed solution; placing the other glassy carbon electrode in the second mixed solution, adding-0.2V voltage to the two ends of the other glassy carbon electrode, keeping constant potential for 300 seconds to electrodeposit Au nano particles, simultaneously enriching D-Trp and polymerizing pyrrole; and applying a voltage constant potential of 1.0V to the two glassy carbon electrodes for 300 seconds to remove the L-Trp and the D-Trp and simultaneously peroxide polypyrrole (PPy) to construct a molecularly imprinted Au nanoparticle chiral interface.
Example 2
0.25mmol of HAuCl4·4H2Dissolving O, 0.025mmol of L-tryptophan and 0.015mol of pyrrole in 105mL of hydrochloric acid with the concentration of 0.15M to prepare a first mixed solution; placing a glassy carbon electrode in the first mixed solution, applying-0.2V voltage to two ends of the glassy carbon electrode, maintaining constant potential for 310 seconds, and electrodepositing Au nano-particlesGranules, simultaneously enriched with L-Trp, and polymerizing the pyrrole; 0.25mmol of HAuCl4·4H2Dissolving O, 0.025mmol of D-tryptophan and 0.015mol of pyrrole in 105mL of hydrochloric acid with the concentration of 0.15M to prepare a second mixed solution; placing the other glassy carbon electrode in the second mixed solution, adding-0.2V voltage to the two ends of the other glassy carbon electrode, keeping constant potential for 310 seconds to electrodeposit Au nanoparticles, simultaneously enriching D-Trp and polymerizing pyrrole; and applying a voltage constant potential of 1.0V to the two glassy carbon electrodes for 300 seconds to remove the L-Trp and the D-Trp and simultaneously peroxide polypyrrole (PPy) to construct a molecularly imprinted Au nanoparticle chiral interface.
Example 3
0.225mmol of HAuCl4·4H2Dissolving O, 0.0225mmol of L-tryptophan and 0.0125mol of pyrrole in 102.5mL of hydrochloric acid with the concentration of 0.125M to prepare a first mixed solution; placing a glassy carbon electrode in the first mixed solution, adding-0.2V voltage to the two ends of the glassy carbon electrode, keeping the constant potential for 305 seconds to electrodeposit Au nano particles, simultaneously enriching L-Trp and polymerizing pyrrole; 0.225mmol of HAuCl4·4H2Dissolving O, 0.0225mmol of D-tryptophan and 0.0125mol of pyrrole in 102.5mL of hydrochloric acid with the concentration of 0.125M to prepare a second mixed solution; placing the other glassy carbon electrode in the second mixed solution, adding-0.2V voltage to the two ends of the other glassy carbon electrode, keeping the constant potential for 305 seconds to electrodeposit Au nano particles, simultaneously enriching D-Trp and polymerizing pyrrole; and applying a voltage constant potential of 1.0V to the two glassy carbon electrodes for 300 seconds to remove the L-Trp and the D-Trp and simultaneously peroxide polypyrrole (PPy) to construct a molecularly imprinted Au nanoparticle chiral interface.

Claims (2)

1. A construction method of a molecularly imprinted Au nanoparticle chiral interface is characterized by comprising the following steps:
1) adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of L-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a first mixed solution; will be onePlacing a glassy carbon electrode in the first mixed solution, applying a voltage of-0.2V to two ends of the glassy carbon electrode, and keeping a constant potential for 300-310 seconds;
adding 0.2-0.25 mmol HAuCl4·4H2Dissolving O, 0.02-0.025 mmol of D-tryptophan and 0.01-0.015 mol of pyrrole in 100-105 mL of hydrochloric acid with the concentration of 0.1-0.15M to prepare a second mixed solution; placing the other glassy carbon electrode in the second mixed solution, adding-0.2V voltage to two ends of the other glassy carbon electrode, and keeping constant potential for 300-310 seconds;
2) and applying a voltage constant potential of 1.0V to the two glassy carbon electrodes for 300 seconds to construct a molecularly imprinted Au nanoparticle chiral interface.
2. The method for constructing the molecularly imprinted Au nanoparticle chiral interface of claim 1, wherein the method comprises the following steps: to ensure removal of the template molecules after elution, all the chiral imprinted Au electrodes were detected by differential pulse voltammetry in a hydrochloric acid solution with a concentration of 60 mmol.
CN201910958326.8A 2019-11-18 2019-11-18 Construction method of molecularly imprinted Au nanoparticle chiral interface Pending CN110596226A (en)

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WO2022091078A2 (en) 2020-10-26 2022-05-05 Yaron Paz Photocatalytic system for enantio-selective enrichment

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022091078A2 (en) 2020-10-26 2022-05-05 Yaron Paz Photocatalytic system for enantio-selective enrichment

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CN110596226A (en) Construction method of molecularly imprinted Au nanoparticle chiral interface

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Application publication date: 20191220