CN106124462A - A kind of preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor - Google Patents
A kind of preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor Download PDFInfo
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- CN106124462A CN106124462A CN201610408114.9A CN201610408114A CN106124462A CN 106124462 A CN106124462 A CN 106124462A CN 201610408114 A CN201610408114 A CN 201610408114A CN 106124462 A CN106124462 A CN 106124462A
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
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Abstract
A kind of preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor.The invention discloses a kind of preparation method based on cytochrome C Yu the artemisinin molecularly imprinted Optical Electro-Chemistry sensor of Pyronine B effect, step is as follows: 1) on glass-carbon electrode, electrochemical polymerization goes out molecular imprinted polymer membrane, and template molecule is afforded imprinted cavity；2) imprinted polymer immersion is contained the hole sheltering blotting membrane in the solution of arteannuin, put in the template molecule solution containing cytochrome C labelling, so that the template molecule generation competitive reaction in replacement imprinted cavity, put in the electrolyte solution containing the potassium ferricyanide, it was observed that change in electric；3) reduce with the template molecule of cytochrome C labelling in solution, substrate Pyronine B fluorescent weakening, the detection of the Optical Electro-Chemistry to arteannuin can be realized.The artemisinin molecularly imprinted sensor of the present invention possess simple to operate, selectivity is high, low cost and other advantages, uses light and the signal of telecommunication to combine, can be as a kind of novel molecular engram sensor efficient detection of arteannuin in biological sample and complex system.
Description
Technical field
The invention belongs to analyze detection and sensor technical field, be specifically related to one and make with Pyronine B based on cytochrome C
The preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor.
Background technology
Arteannuin is a kind of naturally occurring sesquiterpene endoperoxide, has the pharmacologically actives such as antibacterial, malaria.Due to
Plasmodium falciparum bacterial strain anti-malaria medicaments based on quinoline to tradition Drug resistance strengthens, and makes arteannuin be subject in terms for the treatment of malaria
Pay close attention to widely.In terms for the treatment of malaria, arteannuin and derivant thereof are considered most potential medicinal ingredient.Arteannuin
Application in clinical medicine draws attention day by day, has also attracted researcher to remove active development height selectivity and high sensitivity
The method of detection arteannuin.
Molecular imprinting is to be interacted with function monomer by template molecule, adds crosslinking the most under given conditions
Agent, through a kind of cross linked polymer with trace that the steps such as polyreaction, template molecule eluting obtain.The crosslinking prepared gathers
Compound has the ability of specific recognition and combination to template molecule, can be optionally sequestered and be enriched with from complex sample substrate
Target molecule and analog thereof.Using molecularly imprinted polymer as the fixing phase of high performance liquid chromatography, its surface is utilized to print
Specific recognition site in mark hole, can realize template molecule and the separation of competition molecule.Owing to having the space choosing of uniqueness
Selecting property, molecular imprinting has been widely used for fixing extraction mutually and leads with isolation technics, catalysis technique, electrochemical sensor etc.
Territory.Additionally, molecular imprinting causes concern the most day by day in fields such as hypersensor, medicament slow release, biological cell separation.
Owing to arteannuin lacks suitable ultraviolet absorptivity, the detection to arteannuin is inconvenient.The most effectively detection
The method of arteannuin mainly include high performance liquid chromatography (HPLC), superelevation liquid chromatograph and mass spectrometry combination method (HPLC MS),
Tandem mass spectrum spectrographic method (HPLC MS/MS) etc..Generally there is operation complexity, poor selectivity, cost in these traditional detection methods
The defect such as high, time-consuming, the simple efficient arteannuin detection method of development has become a research work the most significant.
Summary of the invention
The purpose of the present invention is contemplated to solve the problems referred to above, it is provided that a kind of artemisinin molecularly imprinted Optical Electro-Chemistry sensor
Preparation method, have simple to operate, selectivity is high, low cost and other advantages.
To achieve these goals, the present invention adopts the following technical scheme that
A kind of preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor, based on cytochrome C and Pyronine B effect,
Concrete step is as follows:
(1) on glass-carbon electrode, electrochemical polymerization goes out molecular imprinted polymer membrane, template molecule affords trace empty
Cave；
(2) imprinted polymer step (1) prepared immerses the hole sheltering blotting membrane in the solution containing arteannuin,
It is then placed in the template molecule solution containing cytochrome C labelling, replaces the template molecule generation competitive reaction in imprinted cavity,
Put in the electrolyte solution containing the potassium ferricyanide, it was observed that change in electric；
(4) reduce with the template molecule of cytochrome C labelling in solution, substrate Pyronine B fluorescent weakening, it is achieved to arteannuin
Optical Electro-Chemistry detection.
A kind of preparation method of artemisinin molecularly imprinted Optical Electro-Chemistry sensor, based on cytochrome C and Pyronine B effect,
Step is as follows:
(1) process of glass-carbon electrode: polished by glass-carbon electrode, is dried after cleaning；Preferably: concrete steps: by glass-carbon electrode
Polish with the aluminium oxide cream of 0.3 μm and 0.05 μm, be then placed in ultrasonic cleaning in the mixed solution of distilled water and acetaldehyde, after taking-up
It is blown to be dried with nitrogen；
(2) preparation of artemisinin molecularly imprinted electrode: the glass-carbon electrode processed through step (1) is immersed in containing Herba Artemisiae Annuae
In the deoxygenated phosphate buffer liquid of element, acrylamide, Ethylene glycol dimethacrylate, azodiisobutyronitrile and potassium chloride, adopt
The specific number of turns is scanned by cyclic voltammetry, then by eluting template molecule after the mixed liquid dipping of this electrode acetic acid and methanol, i.e.
Obtain artemisinin molecularly imprinted electrode；
Advantage: arteannuin is tested substance, is used for defining the cuniculate trace of band in imprinted polymer；Acryloyl
Amine is combined with arteannuin as monomer, and the amino of acrylamide can be formed with the hydrogen atom in arteannuin molecule with hydrogen bonded
Stable cyclic compounds；Ethylene glycol dimethacrylate uses as the cross-linking agent of polyreaction；Azodiisobutyronitrile is
Initiator needed for polyreaction；The deoxygenated phosphate buffer liquid of potassium chloride is the solution system existing for sensor.
(3) the sheltering, hatch and compete of molecular engram electrode: molecular engram electrode prepared by step (2) is immersed in and contains
The solution of arteannuin shelters hole, is then placed in the arteannuin solution containing cytochrome C labelling soaking, then puts it into and contain
The solution of arteannuin occurs competitive reaction；
(4) the artemisinin molecularly imprinted sensor signal of telecommunication and the detection of optical signal: glass-carbon electrode is put into containing K3[Fe
(CN)6]/K4[Fe(CN)6] and the electrolyte solution of potassium chloride be circulated voltammetric scan and obtain the situation of change of the signal of telecommunication, so
After put the electrodes into containing Pyronine B and three acid (such as phosphoric acid, acetic acid and boric acid) buffer in, detection fluorescence signal change feelings
Condition.
Advantage: K3[Fe(CN)6]/K4[Fe(CN)6] and potassium chloride as in electrochemical reaction in the present invention detection visit
Pin, its operation principle is at electrode surface generation redox reaction, generation electrochemical response signal, thus detecting electrode surface
The electro-chemical activity of material.
Preferably: the arteannuin described in step (2) is 10～20 μMs, acrylamide is 0.01～0.10mM, dimethyl propylene
Olefin(e) acid glycol ester is 0.1～1.0mM, and azodiisobutyronitrile is 0.01～0.10mM, and potassium chloride is 0.05～0.5M, scanning electricity
Pressure is for-0.2～1.2V, and sweep speed is 50～500mVs-1, the scanning number of turns is 5～50 circles, soaks 30min～3h.
Temperature used in step (3) is 20～50 DEG C, and cytochrome C labelling arteannuin solution is 1～10mM, shelters
10～30min, soak 10～50min.
Three acid buffering pH value of solution described in step (4) are 5.7～6.0, and three acid concentrations are 0.1～1.0M.
The electrochemical sensor that above-mentioned method prepares.
The effect of the present invention is:
The artemisinin molecularly imprinted sensor of the present invention possess simple to operate, selectivity is high, low cost and other advantages, use light
Combine with the signal of telecommunication, can be as a kind of novel molecular engram sensor height of arteannuin in biological sample and complex system
Effect detection.
This patent uses molecular imprinting, in conjunction with cytochrome C catalysis arteannuin and Pyronine B fluorescence, selects thin
Cytochrome C catalysis arteannuin so that it is produce change in fluorescence with the Pyronine B in substrate, thus detect that arteannuin is at molecular engram
Concentration change on sensor.Compared with prior art, the artemisinin molecularly imprinted sensor of the present invention possesses simple to operate, choosing
Selecting property is high, low cost and other advantages, uses light and the signal of telecommunication to combine, can be as a kind of novel molecular engram sensor for biology
The efficient detection of arteannuin in sample and complex system.
Accompanying drawing explanation
Fig. 1 is the preparation process schematic diagram of the artemisinin molecularly imprinted photoelectric sensor of the present invention.
Detailed description of the invention
The present invention is described in detail with specific embodiment below in conjunction with the accompanying drawings.
Embodiment 1
The glass-carbon electrode aluminium oxide cream of 0.3 μm and 0.05 μm is polished, then puts it into the mixed of distilled water and acetaldehyde
Close ultrasonic cleaning in solution, be blown to be dried with nitrogen after taking-up.The glass-carbon electrode processed is immersed containing 14 μMs of arteannuin,
Taking off of 0.075mM acrylamide, 0.75mM Ethylene glycol dimethacrylate, 0.06mM azodiisobutyronitrile and 0.1M potassium chloride
In oxygen phosphate buffered solution.In the range of-0.2～1.2V, sweep speed is 100mVs-1, use cyclic voltammetry scanning 7～
10 circles, until scanning curve is stable.The mixed solution of this electrode acetic acid, methanol is soaked 1h, eluting template molecule, obtains blue or green
Artemisin molecular engram electrode.At 25 DEG C, the molecular engram electrode of preparation is immersed in the solution containing 4mM arteannuin and shelters hole
15min, then puts it into 20min in the arteannuin solution containing cytochrome C labelling, then puts it into the solution containing arteannuin
Middle generation competitive reaction.Put the electrodes into containing K3[Fe(CN)6]/K4[Fe(CN)6] and the electrolyte solution of potassium chloride be circulated
Voltammetric scan, obtains the situation of change of the signal of telecommunication, then puts the electrodes into containing Pyronine B and three sour (such as phosphoric acid, acetic acid, boric acid, concentration
It is 0.4M) in buffer solution (pH=6.0), detect fluorescence chemical signal intensity situation.With cytochrome C labelling in solution
Template molecule reduces, substrate Pyronine B fluorescent weakening, can realize the detection of the Optical Electro-Chemistry to arteannuin, as shown in Figure 1.
Embodiment 2
The glass-carbon electrode aluminium oxide cream of 0.3 μm and 0.05 μm is polished, then puts it into the mixed of distilled water and acetaldehyde
Close ultrasonic cleaning in solution, be blown to be dried with nitrogen after taking-up.The glass-carbon electrode processed is immersed containing 13.6 μMs of arteannuin,
0.065mM acrylamide, 0.78mM Ethylene glycol dimethacrylate, 0.056mM azodiisobutyronitrile and 0.1M potassium chloride
In deoxygenated phosphate buffer solution.In the range of-0.2～1.2V, sweep speed is 100mVs-1, use cyclic voltammetry scanning
10～15 circles, until scanning curve is stable.The mixed solution of this electrode acetic acid, methanol is soaked 1h, eluting template molecule, i.e.
Obtain artemisinin molecularly imprinted electrode.At 25 DEG C, the molecular engram electrode of preparation is immersed in the solution containing 4mM arteannuin and shelters
Hole 20min, then puts it into 30min in the arteannuin solution containing cytochrome C labelling, then puts it into containing arteannuin
Solution occurs competitive reaction.Put the electrodes into containing K3[Fe(CN)6]/K4[Fe(CN)6] and the electrolyte solution of potassium chloride carry out
Cyclic voltammetry scan, obtains the situation of change of the signal of telecommunication, then put the electrodes into containing Pyronine B and three acid (such as phosphoric acid, acetic acid, boric acid,
Concentration is 0.5M) in buffer solution (pH=5.8), detect fluorescence chemical signal intensity situation.With cytochrome C mark in solution
The template molecule of note reduces, substrate Pyronine B fluorescent weakening, can realize the detection of the Optical Electro-Chemistry to arteannuin.
Embodiment 3
The glass-carbon electrode aluminium oxide cream of 0.3 μm and 0.05 μm is polished, then puts it into the mixed of distilled water and acetaldehyde
Close ultrasonic cleaning in solution, be blown to be dried with nitrogen after taking-up.The glass-carbon electrode processed is immersed containing 14 μMs of arteannuin,
Taking off of 0.07mM acrylamide, 0.76mM Ethylene glycol dimethacrylate, 0.055mM azodiisobutyronitrile and 0.1M potassium chloride
In oxygen phosphate buffered solution.In the range of-0.2～1.2V, sweep speed is 100mVs-1, use cyclic voltammetry scanning 15
～20 circles, until scanning curve is stable.The mixed solution of this electrode acetic acid, methanol is soaked 1h, eluting template molecule, to obtain final product
Artemisinin molecularly imprinted electrode.At 25 DEG C, the molecular engram electrode of preparation is immersed in the solution containing 5.5mM arteannuin and shelters
Hole 15min, then puts it into 20min in the arteannuin solution containing cytochrome C labelling, then puts it into containing arteannuin
Solution occurs competitive reaction.Put the electrodes into containing K3[Fe(CN)6]/K4[Fe(CN)6] and the electrolyte solution of potassium chloride carry out
Cyclic voltammetry scan, obtains the situation of change of the signal of telecommunication, then put the electrodes into containing Pyronine B and three acid (such as phosphoric acid, acetic acid, boric acid,
Concentration is 0.5M) in buffer solution (pH=5.9), detect fluorescence chemical signal intensity situation.With cytochrome C mark in solution
The template molecule of note reduces, substrate Pyronine B fluorescent weakening, can realize the detection of the Optical Electro-Chemistry to arteannuin.
Embodiment 4
The glass-carbon electrode aluminium oxide cream of 0.3 μm and 0.05 μm is polished, then puts it into the mixed of distilled water and acetaldehyde
Close ultrasonic cleaning in solution, be blown to be dried with nitrogen after taking-up.The glass-carbon electrode processed is immersed containing 14.5 μMs of arteannuin,
0.08mM acrylamide, 0.8mM Ethylene glycol dimethacrylate, 0.06mM azodiisobutyronitrile and the deoxidation of 0.1M potassium chloride
In phosphate buffered solution.In the range of-0.2～1.2V, sweep speed is 100mVs-1, use cyclic voltammetry scanning 7～10
Circle, until scanning curve is stable.The mixed solution of this electrode acetic acid, methanol is soaked 1h, eluting template molecule, obtains Herba Artemisiae Annuae
Element molecular engram electrode.At 25 DEG C, the molecular engram electrode of preparation is immersed in the solution containing 6.0mM arteannuin and shelters hole
20min, then puts it into 30min in the arteannuin solution containing cytochrome C labelling, then puts it into the solution containing arteannuin
Middle generation competitive reaction.Put the electrodes into containing K3[Fe(CN)6]/K4[Fe(CN)6] and the electrolyte solution of potassium chloride be circulated
Voltammetric scan, obtains the situation of change of the signal of telecommunication, then puts the electrodes into containing Pyronine B and three sour (such as phosphoric acid, acetic acid, boric acid, concentration
It is 0.4M) in buffer solution (pH=5.8), detect fluorescence chemical signal intensity situation.With cytochrome C labelling in solution
Template molecule reduces, substrate Pyronine B fluorescent weakening, can realize the detection of the Optical Electro-Chemistry to arteannuin.
Although the detailed description of the invention of the present invention is described by the above-mentioned accompanying drawing that combines, but not the present invention is protected model
The restriction enclosed, one of ordinary skill in the art should be understood that on the basis of technical scheme, and those skilled in the art are not
Need to pay various amendments or deformation that creative work can make still within protection scope of the present invention.
Claims (10)
1. a preparation method for artemisinin molecularly imprinted Optical Electro-Chemistry sensor, based on cytochrome C and Pyronine B effect, tool
The step of body is as follows:
(1) on glass-carbon electrode, electrochemical polymerization goes out molecular imprinted polymer membrane, and template molecule is afforded imprinted cavity；
(2) imprinted polymer step (1) prepared immerses the hole sheltering blotting membrane in the solution containing arteannuin, then
Put in the template molecule solution containing cytochrome C labelling, replace the template molecule generation competitive reaction in imprinted cavity, put into
In electrolyte solution containing the potassium ferricyanide, it was observed that change in electric；
(3) reduce with the template molecule of cytochrome C labelling in solution, substrate Pyronine B fluorescent weakening, it is achieved the light to arteannuin
Electrochemical Detection.
2. a preparation method for artemisinin molecularly imprinted Optical Electro-Chemistry sensor, is characterized in that: based on cytochrome C and pyronine
B effect, concrete step is as follows:
(1) process of glass-carbon electrode: polished by glass-carbon electrode, is dried after cleaning；
(2) preparation of artemisinin molecularly imprinted electrode: the glass-carbon electrode processed through step (1) is immersed in containing arteannuin,
In the deoxygenated phosphate buffer liquid of acrylamide, Ethylene glycol dimethacrylate, azodiisobutyronitrile and potassium chloride, employing follows
Ring voltammetry scans the specific number of turns, then by eluting template molecule after the mixed liquid dipping of this electrode acetic acid and methanol, obtains blue or green
Artemisin molecular engram electrode；
(3) the sheltering, hatch and compete of molecular engram electrode: molecular engram electrode prepared by step (2) is immersed in containing Herba Artemisiae Annuae
The solution of element shelters hole, is then placed in the arteannuin solution containing cytochrome C labelling soaking, then puts it into containing Herba Artemisiae Annuae
The solution of element occurs competitive reaction；
(4) the artemisinin molecularly imprinted sensor signal of telecommunication and the detection of optical signal: glass-carbon electrode is put into containing K3[Fe(CN)6]/
K4[Fe(CN)6] and the electrolyte solution of potassium chloride be circulated voltammetric scan and obtain the situation of change of the signal of telecommunication, then by electrode
Put in the buffer containing Pyronine B and three acid, the situation of change of detection fluorescence signal.
3. preparation method as claimed in claim 2, is characterized in that: concrete steps in described step (1): used by glass-carbon electrode
The aluminium oxide cream polishing of 0.3 μm and 0.05 μm, is then placed in ultrasonic cleaning in the mixed solution of distilled water and acetaldehyde, uses after taking-up
Nitrogen is blown to be dried.
4. preparation method as claimed in claim 2, is characterized in that: in described step (2), arteannuin is 10～20 μMs, acryloyl
Amine is 0.01～0.10mM, and Ethylene glycol dimethacrylate is 0.1～1.0mM, and azodiisobutyronitrile is 0.01～0.10mM,
Potassium chloride is 0.05～0.5M.
5. preparation method as claimed in claim 2, is characterized in that: in described step (2), scanning voltage is-0.2～1.2V, sweeps
Retouching speed is 50～500mVs-1, the scanning number of turns is 5～50 circles, soaks 30min～3h.
6. preparation method as claimed in claim 2, is characterized in that: the temperature used in described step (3) is 20～50 DEG C.
7. preparation method as claimed in claim 2, is characterized in that: cytochrome C labelling arteannuin solution in described step (3)
It is 1～10mM.
8. preparation method as claimed in claim 2, is characterized in that: shelter 10～30min in described step (3), soak 10～
50min。
9. preparation method as claimed in claim 2, is characterized in that: three acid buffering pH value of solution described in described step (4) are
5.7～6.0, three acid concentrations are 0.1～1.0M.
10. the electrochemical sensor that the arbitrary described method of claim 1-9 prepares.
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| CN108240983A (en) * | 2018-01-30 | 2018-07-03 | 中国药科大学 | A kind of array electrochemical luminescence sensor and the method using ElectrochemiluminescDetermination Determination artemisine compounds |
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| CN108844933A (en) * | 2018-06-19 | 2018-11-20 | 曲阜师范大学 | A kind of fluorescence analysis method measuring artemislnin content |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108240983A (en) * | 2018-01-30 | 2018-07-03 | 中国药科大学 | A kind of array electrochemical luminescence sensor and the method using ElectrochemiluminescDetermination Determination artemisine compounds |
| CN108801989A (en) * | 2018-04-16 | 2018-11-13 | 番禺出入境检验检疫局综合技术服务中心 | It is a kind of to be used to detect aptamer-molecular engram fluorescent optical sensor of cytochrome c and preparation method thereof |
| CN108801989B (en) * | 2018-04-16 | 2020-10-02 | 番禺出入境检验检疫局综合技术服务中心 | Aptamer-molecularly imprinted fluorescent sensor for detecting cytochrome c and preparation method thereof |
| CN108844933A (en) * | 2018-06-19 | 2018-11-20 | 曲阜师范大学 | A kind of fluorescence analysis method measuring artemislnin content |
| CN108844933B (en) * | 2018-06-19 | 2020-07-07 | 曲阜师范大学 | Fluorescence analysis method for determining artemisinin content |
| CN109001281A (en) * | 2018-09-03 | 2018-12-14 | 湖北大学 | A kind of molecular engram optical electro-chemistry sensor and its preparation method and application based on organic and inorganic quantum dot P-N heterojunction structure |
| CN109781819A (en) * | 2019-03-12 | 2019-05-21 | 湖北大学 | One kind being based on N, the preparation method and application of the molecular engram optical electro-chemistry sensor of S-CDs/CuPc composite material |
| CN109781819B (en) * | 2019-03-12 | 2020-11-06 | 湖北大学 | Preparation method and application of molecular imprinting photoelectric electrochemical sensor based on N, S-CDs/CuPc composite material |
| CN112903767A (en) * | 2021-01-25 | 2021-06-04 | 郑州轻工业大学 | WO (WO)3Molecular imprinting type photoelectrochemical sensor and preparation method and application thereof |
| CN112903767B (en) * | 2021-01-25 | 2023-08-01 | 郑州轻工业大学 | WO (WO) 3 Molecular imprinting photoelectrochemical sensor and preparation method and application thereof |
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