CN113567530A - Preparation and application of self-assembled film with dopamine oxidation regulation function - Google Patents
Preparation and application of self-assembled film with dopamine oxidation regulation function Download PDFInfo
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Abstract
The invention discloses preparation and application of a self-assembled film with a function of regulating and controlling dopamine oxidation, and relates to the technical field of electrochemistry. A preparation method of a self-assembled film with a function of regulating and controlling dopamine oxidation comprises the following steps: immersing a clean gold electrode into an ethanol solution of dodecyl mercaptan for monomolecular assembly, then immersing the gold electrode in ethanol for a long time for molecular rearrangement, washing with water, and then treating the gold electrode with ultrasound to obtain a single-component dodecyl mercaptan self-assembled film; then immersing the membrane into a homocysteine aqueous solution for single molecule assembly and rearrangement again; finally washing with water and storing in ultrapure water. The self-assembled film with the function of regulating and controlling the oxidation of dopamine can regulate surface charges and electron transfer on the surface of the film, so that the film has the function of regulating and controlling a molecular switch of the oxidation of dopamine.
Description
Technical Field
The invention belongs to the technical field of electrochemistry, and particularly relates to preparation and application of a self-assembled film with a function of regulating and controlling dopamine oxidation.
Background
Parkinson's disease is a common neurodegenerative disease, which causes inconvenience to normal life, and the exact cause and effective treatment of the disease are not clear at present. In recent years, dopamine oxidation has been considered as one of the causes of parkinson's disease. Dopamine is often stored in synaptic vesicles and has high chemical activity. The phenolic hydroxyl group on dopamine is often oxidized to generate active oxygen and toxic quinone compounds to damage the neurotransmission process, and the oxidation of dopamine in synaptic vesicles is considered to be one of the causes of parkinson's disease. Therefore, the exploration of a controllable dopamine oxidation molecular switch is of great physiological significance. In a narrow sense, a switch is merely a means for controlling the opening and closing of an electrical circuit, while in biochemistry, a molecular switch refers broadly to a chemical system that is structurally organized with an "on/off" function.
In recent years, the development of specific functions of the surface of self-assembled films on a molecular scale has resulted in good research results in the past, particularly in molecular switches made using self-assembled film materials. The self-assembled film refers to a thermodynamically stable and lowest-energy ordered film formed by molecules spontaneously adsorbed on a solid-liquid or gas-solid interface through chemical bond interaction, and has a thickness of from a few tenths of nanometers to several nanometers. For example, the Christian a. nijhuis team designed "molecular diodes" and discusses the effect of the tilt angle of the self-assembled film terminal functional groups on the molecular diode function. The Huazhong Yu team designs a biosensing interface based on a two-dimensional self-assembled film, and realizes quantitative analysis of DNA and the like. CN112748165A provides an aptamer sensor with a self-assembled film and its electrochemical performance detection, which utilizes organic thiol substances to study the electrochemical detection performance of the aptamer sensor in a complex system. Therefore, the development of the special function of the surface of the self-assembled film on the molecular scale has been greatly developed, but there is still a certain difficulty in realizing an adjustable molecular switch on the surface of the self-assembled film. This difficulty depends on three aspects: first, how effectively two extreme states of "on" and "off" of a molecular switch are exhibited; secondly, how to establish an evaluation method of the molecular switch effect; third, how to determine the stability and uniformity of molecular switching.
Disclosure of Invention
The invention provides preparation and application of a self-assembled film with a function of regulating and controlling dopamine oxidation.
The invention firstly relates to a self-assembly film with a function of regulating and controlling dopamine oxidation, which comprises a gold disc electrode, dodecyl mercaptan and homocysteine, wherein the gold disc electrode is a carrier of the self-assembly film with the function of regulating and controlling dopamine oxidation, and the dodecyl mercaptan and the homocysteine are assembled and rearranged on the surface of the gold disc electrode.
The invention provides a preparation method of a self-assembled film with a function of regulating and controlling dopamine oxidation, which comprises the following steps:
s1, taking a gold disk electrode for polishing, washing the polished gold disk electrode with pure water, and treating the surface of the gold disk electrode with ultrasonic waves;
this eliminates the impurity layer adsorbed on the surface of the gold disk electrode.
S2, placing the gold disk electrode subjected to ultrasonic treatment in a dilute sulfuric acid solution, and activating the surface of the gold disk electrode by adopting a cyclic voltammetry method;
thus, the gold atoms of the gold disk electrode can be oxidized and then reduced to release active sites.
S3, immersing the activated gold disc electrode into an ethanol solution of dodecyl mercaptan at room temperature for assembly to prepare a dodecyl mercaptan self-assembled film, and then washing the film by using ethanol and carrying out ultrasonic treatment;
thus, dodecyl mercaptan can be assembled on the gold disk electrode to prepare the dodecyl mercaptan self-assembled film.
S4, soaking the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S3 in ethanol, and then washing with water and carrying out ultrasonic treatment;
this allows rearrangement of the dodecyl mercaptan.
S5, placing the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S4 in a homocysteine water solution to obtain the self-assembled film with the function of regulating and controlling dopamine oxidation.
This allows assembly and rearrangement of homocysteine.
Further, the diameter of the gold disk electrode was 2 mm.
Further, the sweep range of cyclic voltammetry is 0-1.6V, and the potential sweep rate of cyclic voltammetry is 0.2 V.s-1。
Further, in step S3, the gold disc electrode is assembled in the ethanol solution of dodecyl mercaptan for 5-10min, and the concentration of the ethanol solution of dodecyl mercaptan is 0.05-0.06 mol.L-1。
Further, in step S4, the dodecyl mercaptan self-assembled film is soaked in ethanol for 18-24 h.
Further, in step S5, the dodecyl mercaptan self-assembled film is soaked in the aqueous solution of homocysteine for 24-36h, wherein the concentration of the aqueous solution of homocysteine is 0.5-0.6 mol.L-1。
Further, the self-assembled film having the function of controlling dopamine oxidation, which is prepared in step S5, is washed with water, subjected to ultrasonic treatment, and then stored in water.
The self-assembled film with the function of regulating and controlling the oxidation of the dopamine, which is prepared by the method disclosed by the invention, can fully play the synergistic effect of homocysteine and dodecyl mercaptan, can be used for dopamine, and is used as a 'molecular switch' for regulating and controlling the oxidation of the dopamine.
Advantageous effects
The invention provides preparation and application of a self-assembled film with a function of regulating and controlling dopamine oxidation, and compared with the prior art, the self-assembled film has the following beneficial effects:
1. the preparation method of the self-assembled film with the function of regulating and controlling dopamine oxidation is simple and convenient to operate, low in preparation cost and good in effect.
2. The self-assembled film with the function of regulating and controlling the oxidation of dopamine, which is prepared by the invention, has the function of regulating and controlling the oxidation of dopamine on the surface, and can be used as a 'molecular switch' for regulating and controlling the oxidation of dopamine.
3. The self-assembled membrane with the function of regulating and controlling dopamine oxidation prepared by the invention has potential application value in the fields of monomolecular recognition, regulation and control, physiological substance analysis and the like.
Drawings
FIG. 1 is an atomic force microscope image of a self-assembled film with dopamine-oxidizing modulating function;
FIG. 2 is an attenuated total reflection infrared spectrum of a self-assembled film with dopamine oxidation modulating function;
FIG. 3 is a water contact angle diagram of a self-assembled film with dopamine oxidation regulating function;
FIG. 4 is a cyclic voltammogram of reductive desorption of a self-assembled film with a function of regulating dopamine oxidation;
FIG. 5 is a schematic diagram of dopamine oxidation "molecular switch" and asymptotic curve in feedback mode of a scanning electrochemical microscope;
FIG. 6 is an experimental curve of a dopamine oxidation "molecular switch" in a substrate generation-probe collection mode of operation with scanning electrochemical microscopy;
fig. 7 is an image of the dopamine oxidizing "molecular switch" in the scanning imaging mode of operation of the scanning electrochemical microscopy technique.
Detailed Description
The invention is described in further detail below with reference to the following figures and detailed description:
the invention discloses a self-assembly film with a function of regulating and controlling dopamine oxidation, which comprises a gold disc electrode, dodecyl mercaptan and homocysteine, wherein the gold disc electrode is a carrier of the self-assembly film with the function of regulating and controlling dopamine oxidation, and the dodecyl mercaptan and the homocysteine are assembled and rearranged on the surface of the gold disc electrode.
The invention provides a preparation method of a self-assembled film with a function of regulating and controlling dopamine oxidation, which comprises the following steps:
s1, taking a gold disk electrode for polishing, washing the polished gold disk electrode with pure water, and treating the surface of the gold disk electrode with ultrasonic waves;
s2, placing the gold disk electrode subjected to ultrasonic treatment in a dilute sulfuric acid solution, and activating the surface of the gold disk electrode by adopting a cyclic voltammetry method;
s3, immersing the activated gold disc electrode into an ethanol solution of dodecyl mercaptan at room temperature for assembly to prepare a dodecyl mercaptan self-assembled film, and then washing the film by using ethanol and carrying out ultrasonic treatment;
s4, soaking the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S3 in ethanol, and then washing with water and carrying out ultrasonic treatment;
s5, placing the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S4 in a homocysteine water solution to obtain the self-assembled film with the function of regulating and controlling dopamine oxidation.
Example one
And (3) preparing the self-assembled film with the function of regulating and controlling dopamine oxidation.
Polishing a gold disk electrode with the diameter of 2 mm to a mirror surface, washing with pure water, and treating the surface of the gold disk electrode with ultrasonic waves; placing the gold disk electrode after ultrasonic treatment in a dilute sulfuric acid solution, activating the surface of the gold disk electrode by cyclic voltammetry, wherein the scanning range of the cyclic voltammetry is 0-1.6V, and the potential scanning speed of the cyclic voltammetry is 0.2 V.s-1(ii) a Immersing the activated gold disk electrode in 0.06 mol.L at room temperature-1Standing the solution for 10min to obtain a dodecyl mercaptan self-assembled film, washing the film with ethanol, and performing ultrasonic treatment; after ultrasonic treatment, immersing the dodecyl mercaptan self-assembled film into ethanol, standing for 24h, then washing with water and carrying out ultrasonic treatment; then immersing the dodecyl mercaptan self-assembled film into 0.6 mol.L-1Standing for 36h in the homocysteine aqueous solution to prepare the self-assembled membrane with the function of regulating and controlling dopamine oxidation.
After the preparation is finished, the self-assembled membrane electrode with the function of regulating and controlling dopamine oxidation is placed in ultrapure water for storage and standby.
Characterization of self-assembled film with dopamine oxidation regulating and controlling function
Atomic force microscope image analysis: after the self-assembled film with the function of regulating and controlling the oxidation of dopamine, which is prepared by the invention, is cleaned by ultra-pure water in an ultrasonic mode, nitrogen is dried by blowing, then the surface of the self-assembled film with the function of regulating and controlling the oxidation of dopamine is scanned by an atomic force microscope, and a scanned image is shown in figure 1. Fig. 1 shows the uniformity of the surface of the self-assembled film with the function of regulating and controlling dopamine oxidation.
And (3) attenuated total reflection infrared spectrum analysis: the self-assembled film with the function of regulating and controlling the oxidation of the dopamine is cleaned by ultra-pure water in an ultrasonic mode, then is dried by nitrogen, and then the surface of the self-assembled film with the function of regulating and controlling the oxidation of the dopamine is analyzed by attenuated total reflection infrared spectroscopy. As shown in FIG. 2, 2919cm in FIG. 2-1And 2856cm-1The peak of (a) can be attributed to stretching vibration of the methylene group; 3000-3300 cm-1The broad peak of (a) can be classified as the stretching vibration of the amino group; 1481cm-1And 1584cm-1The peak of (a) can be assigned to the symmetric bending vibration of the amino and carboxyl groups. The above results show that homocysteine molecules and dodecyl mercaptan molecules are successfully modified on the surface of the gold electrode.
And (3) hydrophilic analysis: the self-assembled membrane with the function of regulating and controlling dopamine oxidation prepared by the invention is respectively washed with a bare gold electrode, a single-component homocysteine self-assembled membrane and a single-component dodecyl mercaptan self-assembled membrane electrode in ultrapure water and then dried by nitrogen. Then, 5 μ L of ultrapure water was respectively sucked and dropped on the surfaces of the four electrodes by using a pipette gun, and the change of the contact angle between the self-assembled film having the function of controlling dopamine oxidation and water was photographed, as shown in fig. 3. The water contact angle of the surface of the bare gold is 65.5 degrees, the water contact angle of the surface of the single-component dodecyl mercaptan self-assembled film is 74.0 degrees, the water contact angle of the surface of the single-component homocysteine self-assembled film is 48.5 degrees, and the water contact angle of the surface of the self-assembled film with the function of regulating and controlling dopamine oxidation is 64.3 degrees. According to the Kaiser's law, analysis of the change of hydrophilicity shows that the self-assembled film with the function of regulating and controlling dopamine oxidation of the invention has homocysteine and dodecyl mercaptan, and the ratio of two molecules on the surface of the self-assembled film with the function of regulating and controlling dopamine oxidation of the invention is respectively: homocysteine 41.1%, dodecyl mercaptan 58.9%.
Electrochemical desorption characterization experiment: the self-assembled membrane with the function of regulating and controlling dopamine oxidation, which is prepared by the invention, is respectively placed in 0.5mol/L sodium hydroxide aqueous solution together with a single-component homocysteine self-assembled membrane and a single-component dodecyl mercaptan self-assembled membrane electrode. Applying a unidirectional scanning potential of 0 to-1.3V to the electrode at a scanning speed of 0.05 V.s-1. The electrochemical reduction desorption experimental graph is shown in fig. 4, and it can be seen from the graph that the electric quantity for the surface reduction desorption of the monocomponent homocysteine self-assembled film, the monocomponent dodecyl mercaptan self-assembled film and the binary self-assembled film of the present invention is 1.19 × 10-6C，1.78×10- 6C，2.79×10-6C. Therefore, the surface coverage of the above three self-assembled films was calculated to be 3.93 × 10-10mol·cm-2，5.87×10-10mol·cm-2，9.21×10-10mol·cm-2. According to the results of hydrophilicity characterization experiments, the self-assembled films with the function of regulating and controlling dopamine oxidation respectively contain 41.1% of homocysteine, and the surface concentration of the homocysteine is 3.79 multiplied by 10-10mol·cm-258.9% of dodecyl mercaptan, surface concentration 5.42X 10-10mol·cm-2。
Application example one
The feedback mode of the scanning electrochemical microscope technology monitors the 'molecular switch' action of the binary self-assembled film.
The self-assembled membrane electrode with the function of regulating and controlling dopamine oxidation is arranged at the position of a substrate electrode of a scanning electrochemical microscope, and an ultramicro probe electrode with the radius of 12.5 mu m is arranged at the position about 1mm above the self-assembled membrane electrode. Both electrodes were placed in a mixed solution of 1mM dopamine and 0.2M potassium chloride. The parameters of the scanning electrochemical microscope are set as follows: the substrate potential is 0.6V, the probe potential is 0V, the probe asymptotic velocity is 5 μm.s-1. The pH of the solution was adjusted to 7.42 and 3.80 with dilute hydrochloric acid and dilute sodium hydroxide, respectively, to make asymptotic curves, as shown in FIG. 5. The results show that the binary self-assembled film of the present invention electrically charges the probe at pH 7.42The flow has a positive feedback effect, the current shows a sharp increasing trend when the normalized radius is less than 5, namely, the 'molecular switch' function of the binary self-assembled film is in an open state, and the dopamine can generate oxidation behavior on the surface of the dopamine. When the pH value is 3.80, the binary self-assembled film has negative feedback effect on probe current, and the current shows a tendency of sharp reduction when the normalized radius is less than 5, namely the 'molecular switch' action of the binary self-assembled film is in a closed state, and dopamine cannot generate oxidation behavior on the surface of the dopamine.
Application example two
Scanning electrochemical microscopy substrate generation/probe collection mode quantitative analysis of the "molecular switching" effect.
The self-assembled membrane electrode with the function of regulating and controlling dopamine oxidation is arranged at the position of a substrate electrode of a scanning electrochemical microscope, and an ultramicro probe electrode with the radius of 12.5 mu m is arranged at a position 5 mu m away from the substrate through an asymptotic curve. Both electrodes were placed in a mixed solution of 1mM dopamine and 0.2M potassium chloride. The parameters of the scanning electrochemical microscope are set as follows: the substrate potential is 0.6V, the probe potential is 0.4-0V, and the scanning rate is 0.02 V.s-1. The results of the substrate generation/probe collection experiments using dilute hydrochloric acid and dilute sodium hydroxide solutions to adjust the pH of the solutions to 7.42 and 3.80, respectively, are shown in fig. 6. The results show that the limiting steady state diffusion current collected by the probe was 9.1nA at pH 7.42, and 5.1nA at pH 3.80. Namely, when the 'molecular switch' function on the surface of the binary self-assembled film is switched from off to on, the oxidation amount of dopamine is increased by 178%.
Application example three
The scanning electrochemical microscope technology image mode analyzes the homogeneity of the molecular switch.
The self-assembled membrane electrode with the function of regulating and controlling dopamine oxidation is arranged at the position of a substrate electrode of a scanning electrochemical microscope, and an ultramicro probe electrode with the radius of 12.5 mu m is arranged at a position 5 mu m away from the substrate through an asymptotic curve. Both electrodes were placed in a mixed solution of 1mM dopamine and 0.2M potassium chloride. Scanning electrodeChemical microscope parameters were set as: the substrate potential is 0V, the probe potential is 0V, and the probe scanning speed is 5 μm · s-1The scanning range of the probe is 80 μm × 80 μm. The pH of the solution was adjusted to 7.42 and 3.80 with dilute hydrochloric acid and dilute sodium hydroxide, respectively, as shown in FIG. 7 by scanning electrochemical microscopy. When the molecular switch is in the open state, the current of the probe is about 3.86 to 4.21nA, and the positive feedback effect is achieved. When the molecular switch is in the closed state, the current of the probe is about 1.21 to 1.31nA, and the negative feedback effect is realized. Thus, the molecular switches on the surface of the self-assembled film of the present invention are uniformly distributed.
The foregoing is merely an example of the present invention and common general knowledge of known specific structures and features of the embodiments is not described herein in any greater detail. It should be noted that, for those skilled in the art, without departing from the structure of the present invention, several changes and modifications can be made, which should also be regarded as the protection scope of the present invention, and these will not affect the effect of the implementation of the present invention and the practicability of the patent. The scope of the claims of the present application shall be determined by the contents of the claims, and the description of the embodiments and the like in the specification shall be used to explain the contents of the claims.
Claims (9)
1. A self-assembled film with a function of regulating and controlling dopamine oxidation is characterized in that: the membrane comprises a gold disc electrode, dodecyl mercaptan and homocysteine, wherein the gold disc electrode is a carrier of the self-assembled membrane with the function of regulating and controlling dopamine oxidation, and the dodecyl mercaptan and the homocysteine are assembled and rearranged on the surface of the gold disc electrode.
2. The method for preparing the self-assembled film with the function of regulating and controlling dopamine oxidation according to claim 1, characterized by comprising the following steps:
s1, taking a gold disk electrode for polishing, washing the polished gold disk electrode with pure water, and treating the surface of the gold disk electrode with ultrasonic waves;
s2, placing the gold disk electrode subjected to ultrasonic treatment in a dilute sulfuric acid solution, and activating the surface of the gold disk electrode by adopting a cyclic voltammetry method;
s3, immersing the activated gold disc electrode into an ethanol solution of dodecyl mercaptan at room temperature for assembly to prepare a dodecyl mercaptan self-assembled film, and then washing the film by using ethanol and carrying out ultrasonic treatment;
s4, soaking the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S3 in ethanol, and then washing with water and carrying out ultrasonic treatment;
s5, placing the dodecyl mercaptan self-assembled film subjected to ultrasonic treatment in the step S4 in a homocysteine water solution to obtain the self-assembled film with the function of regulating and controlling dopamine oxidation.
3. The method for preparing a self-assembled film with dopamine oxidation regulating function according to claim 2, wherein the method comprises the following steps: the diameter of the gold disk electrode was 2 mm.
4. The method for preparing a self-assembled film with dopamine oxidation regulating function according to claim 2, wherein the method comprises the following steps: the scanning range of the cyclic voltammetry is 0-1.6V, and the potential scanning speed of the cyclic voltammetry is 0.2 V.s-1。
5. The method for preparing a self-assembled film with dopamine oxidation regulating function according to claim 2, wherein the method comprises the following steps: the gold disc electrode is assembled in the ethanol solution of dodecyl mercaptan for 5-10min in the step S3, and the concentration of the ethanol solution of dodecyl mercaptan is 0.05-0.06 mol.L-1。
6. The method for preparing a self-assembled film with dopamine oxidation regulating function according to claim 2, wherein the method comprises the following steps: and in the step S4, soaking the dodecyl mercaptan self-assembled film in ethanol for 18-24 h.
7. Preparation of self-assembled film with dopamine oxidation regulating function according to claim 2The method is characterized in that: in the step S5, the dodecyl mercaptan self-assembled film is soaked in the aqueous solution of homocysteine for 24-36h, wherein the concentration of the aqueous solution of homocysteine is 0.5-0.6 mol.L-1。
8. The method for preparing a self-assembled film with dopamine oxidation regulating function according to claim 2, wherein the method comprises the following steps: and (S5) washing the self-assembled film with the function of regulating and controlling dopamine oxidation with water, carrying out ultrasonic treatment, and then placing the film in water for storage.
9. The application of the self-assembled film with the function of regulating and controlling the oxidation of dopamine is characterized in that: the self-assembled film with the function of regulating dopamine oxidation according to claim 1 is applied to dopamine to be used as a 'molecular switch' for regulating dopamine oxidation.
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| US20150246876A1 (en) * | 2012-10-15 | 2015-09-03 | Tosoh Organic Chemical Co., Ltd. | High-purity sodium p-styrenesulfonate with excellent hue, method for producing the same, poly (sodium p-styrenesulfonate) with excellent hue using the same, and dispersant and synthetic starch for clothing finishing using the poly ( sodium p-styrenesulfonate) |
| CN108070826A (en) * | 2017-11-20 | 2018-05-25 | 西北工业大学 | A kind of method for preparing gold electrode surfaces dopamine self-assembled monolayer |
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