CN107988196A - A kind of preparation method of the carboxyl carbon nanotubes immobilization laccase coated with polymethyl methacrylate - Google Patents
A kind of preparation method of the carboxyl carbon nanotubes immobilization laccase coated with polymethyl methacrylate Download PDFInfo
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- CN107988196A CN107988196A CN201711390107.1A CN201711390107A CN107988196A CN 107988196 A CN107988196 A CN 107988196A CN 201711390107 A CN201711390107 A CN 201711390107A CN 107988196 A CN107988196 A CN 107988196A
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- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
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- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
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- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0055—Oxidoreductases (1.) acting on diphenols and related substances as donors (1.10)
- C12N9/0057—Oxidoreductases (1.) acting on diphenols and related substances as donors (1.10) with oxygen as acceptor (1.10.3)
- C12N9/0061—Laccase (1.10.3.2)
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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y110/00—Oxidoreductases acting on diphenols and related substances as donors (1.10)
- C12Y110/03—Oxidoreductases acting on diphenols and related substances as donors (1.10) with an oxygen as acceptor (1.10.3)
- C12Y110/03002—Laccase (1.10.3.2)
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Abstract
The invention discloses a kind of preparation method of immobilization laccase, it is with polymethyl methacrylate（PMMA）It is coated on carboxyl carbon nanotubes（CNTs）Composite material prepared by surface is carrier, and glutaraldehyde is bonding agent, and laccase is fixed in the carboxyl carbon nanotubes coated with polymethyl methacrylate using covalent coupling method.The preparation method comprises the following steps：First prepare the carboxyl carbon nanotubes synthetic material coated with polymethyl methacrylate, with glutaraldehyde solution activated carrier surface, then quantitative laccase is weighed in proportion, the immobilized reactant is in the shaking table of 120rpm, 30 DEG C of reactions 6 are small to be completed at present, and being fixed laccase is collected finally by subsequent treatment.The immobilization laccase of the present invention has the advantages that stable physical and chemical performance, load enzyme rate height, high recycling rate, processing are efficient.
Description
Technical field
The present invention relates to a kind of method of the carboxyl carbon nanotubes immobilization laccase coated with polymethyl methacrylate, belong to
In environmental protection technical field.
Background technology
Laccase is a kind of polyphenol oxidase of cupric, by peptide chain, sugared aglucon and Cu2+3 parts form.Laccase is in nature
It is distributed widely in boundary in plant, fungi, a small number of insects and bacterium, laccase is have also discovered in some animal kidneys and serum.
Laccase can be catalyzed the oxidation reaction of many compounds, and substrate specificity is including amino-phenol, polyphenol, polyamines, wooden than wide
Element, aryl diamine, vanillic acid, veratryl alcohol, forulic acid and tween etc., and reaction product is water, green, environmental protection.Therefore, laccase quilt
It is widely used in various fields, such as：Paper pulp papermaking field, biosynthesis field, field of food, energy field, timber processing
Field, field of environment protection, improve fiber properties field, field of biological detection etc..But laccase is easily inactivated by such environmental effects,
The shortcomings of not reproducible utilization.
Enzyme immobilizatio is to fetter enzyme with carrier material or be limited in certain area, can still provide for its distinctive catalysis
Reaction, and can realize that enzyme repeats continuous use and improved stability one kind technology.Process for fixation include adsorption method,
Investment, covalent coupling method and system blocking cut-off process.Adsorption method is to utilize the natural or artificial conjunction with many aperture structures
Into material adsorptive enzyme to carrier surface, or enzyme is attached on the carrier with dissimilar charges by electrostatic attraction and is allowed to solid
It is fixed.Investment be by cell encapsulation in gel network structure or semipermeable polymeric film or make cellular invasion into porosity carry
Internal portion.Covalent coupling method, which refers to, in the characteristic or function using special reagent, makes the reactive group on enzyme surface directly be sent out with reagent
Raw reaction, the immobilised enzymes of net structure is formed by being cross-linked with each other for group.System blocking cut-off process refers to utilize various films, such as
Cell is limited to the method in specific spatial dimension by the pellicles such as dialyser, ultrafiltration membrane, hollow-fibre membrane.
It is the selection of carrier material for an important factor for immobilization of enzyme success and immobilized enzyme height.Often
The carrier material seen has common carrier to have diatomite, polyurethane foam, porous brick, polyurethane foam, quartz sand, the activated carbon big
Hole resin, porous ceramics, DEAE- celluloses, agar, calcium alginate, carragheen, starch, gelatin, polyacrylamide, polyethylene
Alcohol, light-hardening resin etc..
The content of the invention
It is an object of the invention to provide a kind of prepare to coat the compound of carboxyl carbon nanotubes with polymethyl methacrylate
The method that material carrys out fixing laccase.
The present invention provides a kind of preparation side of the carboxyl carbon nanotubes immobilization laccase coated with polymethyl methacrylate
Method, includes the following steps：
（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2
G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；
（2）4 mL methyl methacrylates, 1 mL divinylbenzenes, 8 mL1% potassium peroxydisulfates are added, 70 DEG C of reaction temperature, is stirred
24 h of polymerization are mixed, after the completion of reaction, are naturally cooling to room temperature, are centrifuged；
（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black
Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；
（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10%
Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；
（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120
In the shaking table of rpm, 30 DEG C of 6 h of reaction；
（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive
Collect immobilization laccase, it is spare.
Step（1）Described in ultrasound be first ultrasound 2 min when normal octane solution is distributed to carboxyl carbon nanotubes, guarantee
The dispersiveness of carboxyl carbon nanotubes in the solution, then adds other reagents and carries out molten ultrasonic 15 min of ice.
Step（1）In used carboxyl carbon nanotubes there is larger specific surface area, polymethyl methacrylate can be made
Sufficient dispersin polymerization is to the surface area in carboxyl carbon nanotubes, improving carrier.
Step（1）In the concentration of the dispersion liquid of prepared carboxyl carbon nanotubes in 6% normal octane be 40 mg/ml.
Step（2）Middle polymeric reaction temperature should be at 70 DEG C all the time.
Step（3）It is middle that 6 h first need to be fully soaked with ethanol with water and ethanol wash process, ensure fully to remove impurity.
Step（5）The mass ratio of middle polymethyl methacrylate and laccase is 10：1.
This immobilization laccase prepared by the present invention is characterized in that：Carboxyl carbon nanotubes plays adsorbent in system
Effect, can be with absorbed portion laccase, its structure is conducive in sewage dyestuff in the enrichment of carrier surface.In addition, polymethyl
Sour methyl esters is coated on carboxyl carbon nanotubes, can be effectively increased surface area, and the combination between glutaraldehyde and laccase provides largely
Reaction site.
The advantage of the invention is that：Carboxyl carbon nanotubes is coated on polymethyl methacrylate, wherein carboxylic can be played
The big advantage of base carbon nanotube specific surface area, can adsorb laccase, and increase carries enzyme rate, is enriched with target contaminant, and can pass through bag
Polymethyl methacrylate increase surface area has been covered, more multiple binding sites is provided for glutaraldehyde and laccase, there is physical chemistry
It can stablize, carry the features such as enzyme rate height, high recycling rate, efficient processing.
Brief description of the drawings
Fig. 1 is the scanning electricity for the carboxyl carbon nanotubes coated with polymethyl methacrylate that the embodiment of the present invention 1 provides
Mirror figure；
Fig. 2 is the X-ray diffractogram for the carboxyl carbon nanotubes coated with polymethyl methacrylate that the embodiment of the present invention 2 provides
Spectrum；
Fig. 3 is the infrared spectrum for the carboxyl carbon nanotubes coated with polymethyl methacrylate that the embodiment of the present invention 3 provides；
Fig. 4 (a) is the activity that immobilization laccase and free laccase are stored to 50 days enzymes at 30 DEG C that the embodiment of the present invention 4 provides
Change；
Fig. 4 (b) be the embodiment of the present invention 4 immobilization laccase and the free laccase that provide temperature range be in 10~70 DEG C most
Suitable temperature studies curve.
Embodiment
To enable the above-mentioned purpose of invention, feature and advantage more obvious understandable, below to the specific implementation of the present invention
Mode is described in detail.
Embodiment 1：
（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2
G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；
（2）4 mL methyl methacrylates, 1 mL divinylbenzenes, 8 mL1% potassium peroxydisulfates are added, 70 DEG C of reaction temperature, is stirred
24 h of polymerization are mixed, after the completion of reaction, are naturally cooling to room temperature, are centrifuged；
（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black
Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；
（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10%
Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；
（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120
In the shaking table of rpm, 30 DEG C of 6 h of reaction；
（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive
Collect immobilization laccase, it is spare.
The carboxyl carbon nanotubes coated with polymethyl methacrylate of preparation is placed in scanning electron microscope（SEM）Under
The morphology and particle diameter of material are observed, finds to be attached with polymethyl methacrylate in carboxyl carbon nanotubes, shows poly- methyl-prop
E pioic acid methyl ester is aggregated in carboxyl carbon nanotubes, as shown in Figure 1.
Embodiment 2：
（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2
G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；
（2）4 mL methyl methacrylates, 1 mL divinylbenzenes, 8 mL1% potassium peroxydisulfates are added, 70 DEG C of reaction temperature, is stirred
24 h of polymerization are mixed, after the completion of reaction, are naturally cooling to room temperature, are centrifuged；
（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black
Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；
（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10%
Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；
（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120
In the shaking table of rpm, 30 DEG C of 6 h of reaction；
（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive
Collect immobilization laccase, it is spare.
In order to further determine polymethyl methacrylate whether coated carboxyl carbon nanotube, by prepared sample into
Row X-ray diffractogram spectrum analysis.As shown in Fig. 2, compared with carboxyl carbon nanotubes, with the carboxylic of polymethyl methacrylate cladding
Base carbon nanotube has lacked 25.9 ° of peak, this shows polymethyl methacrylate coated carboxyl carbon nanotube.
Embodiment 3：
（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2
G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；
（2）4 mL methyl methacrylates, 1 mL divinylbenzenes, 8 mL1% potassium peroxydisulfates are added, 70 DEG C of reaction temperature, is stirred
24 h of polymerization are mixed, after the completion of reaction, are naturally cooling to room temperature, are centrifuged；
（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black
Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；
（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10%
Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；
（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120
In the shaking table of rpm, 30 DEG C of 6 h of reaction；
（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive
Collect immobilization laccase, it is spare.
In order to which verify cladding carboxyl carbon nanotubes is polymethyl methacrylate, it is red that prepared sample is subjected to Fourier
External spectrum is analyzed.As shown in figure 3, compared with carboxyl carbon nanotubes, with the carboxyl carbon nanometer of polymethyl methacrylate cladding
The peak of pipe changes, in 2900 cm-1Observe the feature of the carboxyl carbon nanotubes coated with polymethyl methacrylate in place
Band corresponds to methylmethylene.In addition, it is 1700 cm in wavelength -1, 1200 cm-1Place is respectively present absworption peak.This shows to gather
Methyl methacrylate coated carboxyl carbon nanotube.
Embodiment 4：
（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2
G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；
（2）4 mL methyl methacrylates, 1 mL divinylbenzenes, 8 mL1% potassium peroxydisulfates are added, 70 DEG C of reaction temperature, is stirred
24 h of polymerization are mixed, after the completion of reaction, are naturally cooling to room temperature, are centrifuged；
（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black
Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；
（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10%
Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；
（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120
In the shaking table of rpm, 30 DEG C of 6 h of reaction；
（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive
Collect immobilization laccase, it is spare.
（7）0.02 g of immobilization laccase is weighed, 0.1mM ABTS are used under 420 nm by using ABTS- spectrophotometry
The activity of laccase is measured as the absorbance of substrate measurement solution.
In order to study the performance of the immobilization laccase of the present invention, storage stability is carried out to it and heat resistance is studied.
Such as Fig. 4（a）, which is at 30 DEG C, surveys once activity every 5 d, 20% activity is still had more than after 50 d.Such as figure
4（b）, adjustment temperature changes from 10~70 DEG C, active on rear side of placement 24h under each temperature conditionss, it can be seen from the figure that solid
Surely the optimum temperature for changing laccase is 30 DEG C, and the wider range of its survival.
Claims (7)
- A kind of 1. preparation method of the carboxyl carbon nanotubes immobilization laccase coated with polymethyl methacrylate, it is characterised in that This method comprises the following steps：（1）Weigh the carboxyl carbon nanotubes that the above-mentioned reactions of 0.2 g obtain to be distributed in the normal octane solution of 5 mL 6%, add 0.2 G lauryl sodium sulfate and 30 mL water, molten ultrasonic 15 min of ice；（2）Add 4 mL methyl methacrylates, 1 mL divinylbenzenes, the potassium peroxydisulfate of 8 mL 1%, 70 DEG C of reaction temperature, Stirring 24 h of polymerization, after the completion of reaction, are naturally cooling to room temperature, centrifuge；（3）The obtained solid water and ethanol of above-mentioned reaction alternately wash, and are dried in vacuo, cooling, collect product and obtain black Solid particle, is the carboxyl carbon nanotubes coated with polymethyl methacrylate；（4）The carboxyl carbon nanotubes that 0.2 g is coated with polymethyl methacrylate is weighed, adds the glutaraldehyde water of 20 ml 10% Solution, room temperature mechanical stir 6 h, after the completion of reaction, are washed with water；（5）The material of synthesis is added in 30 ml distilled water, adds 0.02 g of laccase powder, is then placed in rotating speed as 120 In the shaking table of rpm, 30 DEG C of 6 h of reaction；（6）PH=7.0 is finally used, the phosphate buffer washing of 0.1 mol/l removes three times and fails to combine resolvase up, receive Collect immobilization laccase, it is spare.
- 2. preparation method according to claim 1, it is characterised in that step（1）Described in ultrasound be that carboxyl carbon is received 2 min of first ultrasound when mitron is distributed to normal octane solution, ensure the dispersiveness of carboxyl carbon nanotubes in the solution, then add Other reagents carry out molten ultrasonic 15 min of ice.
- 3. step（1）In used carboxyl carbon nanotubes there is larger specific surface area, polymethyl methacrylate can be filled Point dispersin polymerization to the surface area in carboxyl carbon nanotubes, improving carrier.
- 4. preparation method according to claim 1, it is characterised in that step（1）In prepared carboxyl carbon nanotubes exist The concentration of dispersion liquid in 6% normal octane is 40 mg/ml.
- 5. preparation method according to claim 1, it is characterised in that step（2）Middle polymeric reaction temperature should be in all the time At 70 DEG C.
- 6. preparation method according to claim 1, it is characterised in that step（3）It is middle to use in water and ethanol wash process, need 6 h are first fully soaked with ethanol, ensure fully to remove impurity.
- 7. preparation method according to claim 1, it is characterised in that step（5）Middle polymethyl methacrylate and laccase Mass ratio be 10：1.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117486382A (en) * | 2023-12-28 | 2024-02-02 | 河北试达检测技术有限公司 | Polymer composition combined with biological enzyme and zinc salt complex and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117486382A (en) * | 2023-12-28 | 2024-02-02 | 河北试达检测技术有限公司 | Polymer composition combined with biological enzyme and zinc salt complex and preparation method thereof |
| CN117486382B (en) * | 2023-12-28 | 2024-03-19 | 河北试达检测技术有限公司 | Polymer composition combined with biological enzyme and zinc salt complex and preparation method thereof |
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