CN103589710B - Compound reverse micelle system, preparation method and the application in Lignin peroxidase catalyzes reaction thereof - Google Patents
Compound reverse micelle system, preparation method and the application in Lignin peroxidase catalyzes reaction thereof Download PDFInfo
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Abstract
The present invention relates to a kind of reverse micelle system, specifically relate to compound reverse micelle system, preparation method and the application in Lignin peroxidase catalyzes reaction thereof, compound reverse micelle system is that the emulsifying agent of 4 ~ 30% and the non-polar organic solvent of 70 ~ 96% form by mass concentration, described emulsifying agent is 2 ~ 15% rhamnolipids by mass concentration, 2 ~ 15% tween-80s and 80 ~ 90% cosurfactants composition, emulsifying agent joins in non-polar organic solvent by preparation method, mixing, obtain compound reverse micelle system, the present invention also provides the application of compound reverse micelle system in Lignin peroxidase catalyzes reaction, compound reverse micelle system of the present invention is conducive to lignin peroxidase and plays catalytic performance, good stability, efficiency is high.
Description
Technical field
The present invention relates to a kind of reverse micelle system, specifically relate to a kind of compound reverse micelle system, preparation method and the application in Lignin peroxidase catalyzes reaction thereof.
Background technology
Reverse micelle system is the aggregate of tensio-active agent nano-scale that self-assembly is formed when exceeding its micelle-forming concentration in non-polar organic solvent, has good thermodynamic stability.Have the reverse micelle system of water to have a shell, be made up of the hydrocarbon chain of amphiphile, amphiphilic molecule, hydrophobic tail points to organic solvent, and polar head points to aggregate inside and forms polarity chamber, and the water dissolution of nano-scale forms " pondlet " in polarity chamber.Water in reverse micelle system polarity kernel is different from normality water physical properties, and its viscosity is higher, but acidity and polarity lower than normality water.So some the originally insoluble material of water dissolvable in " pond ".In addition, the existence of surfactant molecule film can avoid the organic solvent exposure of enzyme and surrounding, the reactive site of protective enzyme, make it not because of with organic solvent exposure and inactivation, thus improve the catalytic performance of enzyme.Reverse micelle system has many good qualities as the medium of enzyme reaction, thus makes the application of reverse micelle system in enzymic catalytic reaction also very extensive, and therefore in reverse micelle system, the catalyzed reaction of studying enzyme and micella zymetology become the focus of current research.
So far the process from water one organic solvent one reverse micelle system be experienced by Jie's Quality Research.In micro-water organic solvent single_phase system and in water/organic solvent two-phase system, enzyme can not keep its good catalytic performance usually.Because reverse micelle system can the natural surroundings of simulate enzyme, therefore, in reverse micelle system, most of enzyme can keep catalytic activity and stability.Very important theoretical basis has been established in this application for enzyme field such as catalyzed reaction in reverse micelle system.Reverse micelle system is compared with non-polar organic solvent with water, and as a kind of reaction media, have the advantages such as contact area is large, composition is flexible, Thermodynamically stable, this has promoted developing rapidly of Theory and applications research of reverse micelle system.Enzymology in reverse micelle system is that medium engineering brings new revolution.Just thus, the construction process of reverse micelle system and its act on the common concern that the mechanism of action of enzyme-catalyzed reaction and advantage are subject to people.
The complicated aromatic series high polymer of the approximate sphericity that xylogen is made up of phenylpropyl alcohol alkyl structure unit, it is difficult degradation comparatively, has become the rate-limiting step of carbon cycle on the earth.Effective degraded of lignin material is the important prerequisite of a large amount of waste wood element biolobic material recycling in environment, effective maintenance that in reverse micelle system, lignin peroxidase (ligninperoxidase, Lip) is active and the enzymic degradation being embodied as xylogen of efficient catalyzed reaction provide new technological approaches.Reverse micelle system makes the recycling treatment of lignin waste have great importance.In prior art, Wang etc. have studied reverse micelle system cellulase solution characteristic research, and Chen etc. have synthesized dipeptides with different proteolytic enzyme in reverse micelle system.Along with the carrying out of research, in reverse micelle system, carry out enzymic catalytic reaction not only rest on theoretical side, but hold out broad prospects equally in application.
But be at present in single-phase meter surfactant system to the research majority of reverse micelle system, in the single-phase reverse micelle system that mainly AOT, CTAB, SDS etc. build, in such system, often there is strong electrostatic force between enzyme in the band dateline base of the tensio-active agent at reverse micelle system interface and pond, thus cause reduction or the forfeiture of enzyme activity.
Shandong University's master thesis, point out in " catalytic performance of lignin peroxidase in reverse micelle system and dynamics research ", the HLB value of Tween80, TritonX-100, Brij30 tri-kinds of nonionogenic tensides reduces successively, solubleness in non-polar organic solvent raises successively, point out, Tween80 oil soluble is very poor to be not suitable for for preparation reverse micelle system simultaneously.Lignin peroxidase is not active in CTAB or Triton reverse micelle system, only in AOT reverse micelle system, has activity.Same tensio-active agent has distinct impact to the performance of Lip vigor in different media.
Summary of the invention
The technical problem to be solved in the present invention is, there is provided one to be conducive to lignin peroxidase and play catalytic performance, good stability, the compound reverse micelle system that efficiency is high, and the preparation method of compound reverse micelle system and the application in Lignin peroxidase catalyzes reaction are provided.
Technical scheme of the present invention is, compound reverse micelle system is that the emulsifying agent of 4 ~ 30% and the non-polar organic solvent of 70 ~ 96% form by mass concentration, described emulsifying agent by mass concentration be 2-15% rhamnolipid, 2-15% tween-80 and 80-90% cosurfactant form.In emulsifying agent, the mass ratio of rhamnolipid and tween-80 is preferably 3:2.Described non-polar organic solvent is preferably octane-iso, hexanaphthene or normal heptane, and described cosurfactant is preferably C1-C6 Organic Alcohol, and optimum is n-hexyl alcohol, propyl carbinol or Pentyl alcohol.
The present invention also provides a kind of preparation method of compound reverse micelle system, step is, under preferred room temperature condition, rhamnolipid, tween-80 and cosurfactant are mixed, emulsifying agent is obtained after mixing, then join in non-polar organic solvent by emulsifying agent, mixing, obtains compound reverse micelle system.Described married operation is preferably ultrasonication or mechanical stirring.
The present invention also provides the application of a kind of compound reverse micelle system in Lignin peroxidase catalyzes reaction.Step is, hydrogen peroxide, lignin peroxidase liquid, substrate solution is joined in compound reverse micelle system, obtains reaction system, fully mix.In described reaction system, the mol ratio of water/(rhamnolipid+tween-80) is 10 ~ 31:1, and wherein, the quality of water is equal to the total mass of lignin peroxidase liquid and substrate solution.The concentration of substrate is 10mmol/L ~ 150mmol/L, and in lignin peroxidase liquid, the concentration of enzyme is 3 ~ 5mg/L, and the volume ratio of substrate and enzyme liquid is 1:1, and hydrogen peroxide concentration is 10mmol/L ~ 40mmol/L.
The invention has the beneficial effects as follows, what the present invention adopted is complexed surfactant, and described complexed surfactant is the mixture of anion surfactant and nonionogenic tenside.Different types of tensio-active agent or the system that is mixed to form between tensio-active agent and additive are in shape, structure, character etc., compared with single tensio-active agent, often alter a great deal, the present invention adopts rhamnolipid and tween-80 composition complexed surfactant, produce synergistic effect, thus play and carry high activity and stability, the easy to use and good action that reduces costs, obtains the unexistent peculiar property of single tensio-active agent.The maximum catalytic activity of lignin peroxidase in compound reverse micelle system is its in aqueous 3.5 times, and in its single reverse micelle system built at rhamnolipid, the maximum catalysis activity of lignin peroxidase is its in aqueous nearly 2.8 times.Prove that compound reverse micelle system of the present invention provides good catalytic environment for lignin peroxidase, make lignin peroxidase show superactivity.
In the reverse micelle system that aniorfic surfactant builds, add the character that nonionogenic tenside can change interfacial film, changed the character of reverse micelle system by the change meltage of water and the structure of water.The cooperative behavior of complexed surfactant can reduce the total amount of tensio-active agent, reduces cost, reduces the impact on environment.Secondly, rhamnolipid is as a kind of anionic property bio-surfactant, and it has the advantages such as degradability, hypotoxicity, high efficiency and eco-compatibility, will provide the selection with " continuity of environment " meaning for the structure of reverse micelle system and application.The toxicity of nonionogenic tenside is less than other ionogenic surfactants, more stable in the solution, is not easily subject to the impact of ionogen and soda acid, good with the consistency of other types tensio-active agent, and Application comparison is extensive, and wherein tween-80 is typical representative.
The application of compound reverse micelle system in Lignin peroxidase catalyzes prepared by the inventive method is important innovations of the present invention, compound reverse micelle system can be made more efficiently to be played in Lignin peroxidase catalyzes effect by the application of compound reverse micelle system of the present invention.By the conductivity characteristic analysis to compound reverse micelle system, when in compound reverse micelle system, water content is different, the size of reverse micelle water core is different, when it and enzyme bulk of molecule matches time enzyme catalytic performance better.When the mass ratio of rhamnolipid and tween-80 is 3:2, the water solubilization of 10g compound reverse micelle system can reach 0.45g.In addition, the preparation method of compound reverse micelle system of the present invention is simple, step is few, obtained compound reverse micelle system water solubilization is higher, good stability, the catalysis being acted on lignin peroxidase can obtain higher enzyme activity, and operating process is simple, safety, and expense is lower, promoting that the organic recycling being difficult in environment degrade is significant, provide new way for the application of complexed surfactant in compound reverse micelle system simultaneously.
Accompanying drawing explanation
Fig. 1 is the change curve of specific conductivity with water content of the compound reverse micelle system of embodiment 1.
Embodiment
Below in conjunction with specific embodiment, illustrate the present invention further.
Embodiment 1
Compound reverse micelle system is made up of emulsifying agent 3g and octane-iso 7g, and in described emulsifying agent, the mass concentration of each component is, rhamnolipid 8.6%, tween-80 5.7%, n-hexyl alcohol 85.7%.
Preparation method is, under room temperature condition, by rhamnolipid and tween-80 mixing, join in n-hexyl alcohol, obtain emulsifying agent after mixing, then emulsifying agent is joined in octane-iso, ultrasonic oscillation 30min, tensio-active agent in solution is dissolved completely, and the solution obtaining transparent and homogeneous is compound reverse micelle system.
Measure maximum water solubilization:
The water of different mass is added respectively in compound reverse micelle system, be made into the compound reverse micelle system solution that a series of water content is different, by its magnetic agitation 1000r/min, 20min, mix the solution obtaining transparent and homogeneous, be the compound reverse micelle system solution that a series of water content is different.Respectively conductivity characteristic analysis is carried out to above-mentioned a series of compound reverse micelle system solution, records the change curve of water content (mol ratio of water/(rhamnolipid+tween-80)) and specific conductivity.
The specific conductivity of the compound reverse micelle system solution that the compound reverse micelle system of embodiment 1 obtains with water content change curve as shown in Figure 1, when the water content of compound reverse micelle system solution is 30.4, the specific conductivity of compound reverse micelle system solution presents maximum value with the change curve of water content, can be obtained by micella diafiltration principle, the water solubilization of this compound reverse micelle system reaches maximum, and its value is 0.45g.
Embodiment 2
Compound reverse micelle system is made up of emulsifying agent 1.4g and octane-iso 8.6g, and in described emulsifying agent, the mass concentration of each component is, rhamnolipid 8.6%, tween-80 5.7%, n-hexyl alcohol 85.7%.
Preparation method is, under room temperature condition, by rhamnolipid and tween-80 mixing, join in n-hexyl alcohol, obtain emulsifying agent after mixing, then emulsifying agent is joined in octane-iso, ultrasonic oscillation 30min, tensio-active agent in solution is dissolved completely, and the solution obtaining transparent and homogeneous is compound reverse micelle system.
Embodiment 3
The mixed solution 131.6mg of the lignin peroxidase liquid of the 3mg/l of same volume and multitude Lu's alcohol solution of 10mmol/l is joined the compound reverse micelle system that embodiment 2 prepares, make the water content W of compound reverse micelle
0=28.Get the glass dish that this compound inverse micellar solution 3ml is placed in 3cm, the 5 microlitre hydrogen peroxide of 40mmol/L join in this glass dish, obtain reaction system a, and cover lid mixes, and the reaction times is 3min.
The reaction system b obtained with aqueous solution alternative composite reverse micelle system in reaction system a embodiment 2 prepared, embodiment 2 is placed in ultraviolet spectrophotometer (ShimadzuUV-2552 respectively, Japan) in, at 25 DEG C of reaction 3min, under 310nm wavelength, measure the change of absorbancy, the reaction system that reaction system a, reaction system b do not add hydrogen peroxide with it respectively makes blank sample.Calculate the enzyme rate of recovery alive according to the following equation.
A=10
6*Vt*△A/(V*ε*△t)（Ⅰ）
AR=（Aa/Ab）*100%（Ⅱ）
Wherein, A is enzyme value alive, and Vt is the cumulative volume of reaction system, and △ A is the changing value of absorbancy, and V is the volume (ml) of enzyme liquid, and ε is the specific absorbance of multitude Lu's alcohol, 3.6*10
4, △ t is the time, and Aa, Ab are respectively the enzyme of lignin peroxidase in compound reverse micelle, aqueous solution value alive, and AR is the enzyme rate of recovery alive.
Measurement, calculation result show, recording the enzyme rate of recovery alive is 3.5, and lignin peroxidase has good catalytic performance in compound reverse micelle system, and it shows superactivity.
The reaction system B obtained with rhamnolipid reverse micelle system alternative composite reverse micelle system in reaction system a embodiment 2 prepared, embodiment 2 is placed in ultraviolet spectrophotometer (ShimadzuUV-2552 respectively, Japan) in, at 25 DEG C of reaction 3min, under 310nm wavelength, measure the change of absorbancy, reaction system a, reaction system B make blank sample with the reaction system not adding hydrogen peroxide respectively.Described rhamnolipid reverse micelle system is made up of emulsifying agent 1.4g and octane-iso 8.6g, and in described emulsifying agent, the mass concentration of each component is, rhamnolipid 8.6%, n-hexyl alcohol 91.4%.Recording the enzyme rate of recovery alive according to formula I and II is 2.86.It can thus be appreciated that the catalytic activity of lignin peroxidase is significantly higher than the catalytic activity of lignin peroxidase in single-phase reverse micelle system in compound inverse micellar solution.
Embodiment 4
Compound reverse micelle system is made up of emulsifying agent 2g and hexanaphthene 8g, and in described emulsifying agent, the mass concentration of each component is, rhamnolipid 15%, tween-80 2%, propyl carbinol 83%.
Preparation method is, under room temperature condition, by rhamnolipid and tween-80 mixing, join in propyl carbinol, obtain emulsifying agent after mixing, then emulsifying agent is joined in hexanaphthene, ultrasonic oscillation 30min, tensio-active agent in solution is dissolved completely, and the solution obtaining transparent and homogeneous is compound reverse micelle system.
According to the measuring method of maximum water solubilization, the maximum water solubilization recording above-mentioned compound reverse micelle system is 0.30g.
Embodiment 5
The mixed solution 285.7mg of the lignin peroxidase liquid of the 5mg/l of same volume and multitude Lu's alcohol solution of 100mmol/l is joined the compound reverse micelle system that embodiment 4 prepares, make the water content W of compound reverse micelle
0=30.Get the glass dish that this compound inverse micellar solution 3ml is placed in 3cm, the 5 microlitre hydrogen peroxide of 10mmol/L join in this glass dish, obtain reaction system a, and cover lid mixes, and the reaction times is 3min.
The reaction system b obtained with aqueous solution alternative composite reverse micelle system in reaction system a embodiment 5 prepared, embodiment 5 is placed in ultraviolet spectrophotometer (ShimadzuUV-2552 respectively, Japan) in, at 25 DEG C of reaction 3min, under 310nm wavelength, measure the change of absorbancy, and make blank sample with the reaction system not adding hydrogen peroxide.
Measurement, calculation result show, recording the enzyme rate of recovery alive is 3.3.
The reaction system B obtained with rhamnolipid reverse micelle system alternative composite reverse micelle system in reaction system a embodiment 5 prepared, embodiment 5 is placed in ultraviolet spectrophotometer (ShimadzuUV-2552 respectively, Japan) in, at 25 DEG C of reaction 3min, under 310nm wavelength, measure the change of absorbancy, the reaction system that reaction system a, reaction system B do not add hydrogen peroxide with it respectively makes blank sample.Described rhamnolipid reverse micelle system is made up of emulsifying agent 2g and hexanaphthene 8g, and in described emulsifying agent, the mass concentration of each component is, rhamnolipid 15%, propyl carbinol 85%.Recording the enzyme rate of recovery alive according to formula I and II is 2.34.
Claims (5)
1. the application of compound reverse micelle system in Lignin peroxidase catalyzes reaction, it is characterized in that, described compound reverse micelle system is that the emulsifying agent of 14% and the octane-iso of 86% form by mass concentration, described emulsifying agent by mass concentration be 8.6% rhamnolipid, 5.7% tween-80 and 85.7% n-hexyl alcohol form;
Described applying step is, lignin peroxidase liquid, substrate solution is joined in compound reverse micelle system, makes the water content W of compound reverse micelle
0be 28, then add hydrogen peroxide and obtain reaction system, fully mix; The concentration of described substrate solution is 10mmol/L, and in lignin peroxidase liquid, the concentration of enzyme is 3mg/L, and the volume ratio of substrate solution and lignin peroxidase liquid is 1:1, and hydrogen peroxide concentration is 40mmol/L, water content W
0for: the mol ratio of water/(rhamnolipid+tween-80), the quality of water is equal to the total mass of lignin peroxidase liquid and substrate solution, and described substrate solution is multitude Lu's alcohol solution.
2. the application of compound reverse micelle system in Lignin peroxidase catalyzes reaction, it is characterized in that, described compound reverse micelle system is that the emulsifying agent of 20% and the hexanaphthene of 80% form by mass concentration, described emulsifying agent by mass concentration be 15% rhamnolipid, 2% tween-80 and 83% propyl carbinol form;
Described applying step is, lignin peroxidase liquid, substrate solution is joined in compound reverse micelle system, makes the water content W of compound reverse micelle
0be 30, then add hydrogen peroxide and obtain reaction system, fully mix; The concentration of described substrate solution is 100mmol/L, and in lignin peroxidase liquid, the concentration of enzyme is 5mg/L, and the volume ratio of substrate solution and lignin peroxidase liquid is 1:1, and hydrogen peroxide concentration is 10mmol/L, water content W
0for: the mol ratio of water/(rhamnolipid+tween-80), the quality of water is equal to the total mass of lignin peroxidase liquid and substrate solution, and described substrate solution is multitude Lu's alcohol solution.
3. apply as claimed in claim 1, it is characterized in that, the preparation method of described compound reverse micelle system is for join in octane-iso by emulsifying agent, and mixing, obtains compound reverse micelle system.
4. apply as claimed in claim 2, it is characterized in that, the preparation method of described compound reverse micelle system is for join in hexanaphthene by emulsifying agent, and mixing, obtains compound reverse micelle system.
5. the application as described in claim 3 or 4, is characterized in that, described in be mixed into ultrasonic vibration or mechanical stirring.
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| CN110331059A (en) * | 2019-08-02 | 2019-10-15 | 江西理工大学 | A kind of compound bacteriostatic soap of bioactivity and preparation method thereof |
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| CN101357935A (en) * | 2008-09-03 | 2009-02-04 | 河北科技大学 | Method for separating purified protamine using reverse micelle method |
| CN101695645A (en) * | 2009-11-09 | 2010-04-21 | 湖南大学 | Reverse micelle as well as preparation method and application to cellulose enzymolysis thereof |
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| CN101357935A (en) * | 2008-09-03 | 2009-02-04 | 河北科技大学 | Method for separating purified protamine using reverse micelle method |
| CN101695645A (en) * | 2009-11-09 | 2010-04-21 | 湖南大学 | Reverse micelle as well as preparation method and application to cellulose enzymolysis thereof |
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