CN104398492B - Preparation method of asymmetric vesicle - Google Patents
Preparation method of asymmetric vesicle Download PDFInfo
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- CN104398492B CN104398492B CN201410751317.9A CN201410751317A CN104398492B CN 104398492 B CN104398492 B CN 104398492B CN 201410751317 A CN201410751317 A CN 201410751317A CN 104398492 B CN104398492 B CN 104398492B
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Abstract
The invention provides a preparation method of an asymmetric vesicle and relates to a preparation method of a vesicle. The invention aims to solve the problem of scarcity of a method for preparing the asymmetric vesicle. The preparation method comprises the following steps: mixing an oil phase with a water phase by using a micro-fluidic chip and obtaining emulsion; mixing the emulsion with receiving liquid, washing with a mixed solution of an organic solvent and liquid paraffin, adding an organic solvent containing DOPC (Dilinoleoylphosphatidylcholine) phospholipid, standing, adding a solution containing the asymmetric vesicle into a glucose aqueous solution, standing, removing the oil phase on the upper layer and finishing the preparation and the storage of the asymmetric vesicle. The asymmetric vesicle prepared by the preparation method is complete in appearance and uniform in size and has a size of 100-150 [mu]m. The invention can obtain the preparation method of the asymmetric vesicle.
Description
Technical field
The present invention relates to a kind of preparation method of vesicle.
Background technology
Vesicle (vesicle) is the spherical or elliposoidal separate room being formed by airtight bilayer or multi-compartment room institute group
Become.Liposome (liposome) is referred to as by the vesicle that natural phospholipid is formed.Because vesicle is closely similar with the structure of cell membrane,
So widely being studied as biological film model always.Using this biomembrane can with the feature of cell membrane fusion,
Vesicle in biological film, the immobilized and Targeting delivery of medicine, the synthesis of nanoparticle and is made the aspects such as microreactor and is had
Important using value.The vesicle structure that asymmetric vesicle is made up of different molecular layer (leaflet), because of its molecular layer
Unsymmetry, has important theory value and realistic meaning in biomembrane and cell and biomedicine field.
Content of the invention
The invention aims to solving the problems, such as that the existing method preparing asymmetric vesicle is rare, and provide one kind not right
Claim the preparation method of vesicle.
A kind of preparation method of asymmetric vesicle, is specifically realized by the following steps:
First, span80 is dissolved in liquid paraffin, obtains oil phase；By the sugarcane for 200mmol/l～500mmol/l for the concentration
Sugar aqueous solution is as aqueous phase；Oil phase and aqueous phase are expelled to mixing micro-fluidic chip from different feeder connections respectively, obtain
Emulsion；
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1ml；
Flow velocity in micro-fluidic chip for the aqueous phase described in step one is 1 μ l/min；
Flow velocity in micro-fluidic chip for the oil phase described in step one is 1 μ l/min～5 μ l/min；
2nd, emulsion is mixed with reception liquid, react 25min～60min under room temperature, obtain mixing liquid a；Reuse organic
The mixed solution of solvent and liquid paraffin carries out to mixing liquid a washing 3 times～5 times, mixing liquid a after being washed；
The volume of the emulsion described in step 2 and the volume ratio of reception liquid are 1:10；
Reception liquid described in step 2 is by 1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane, decane and liquid paraffin group
Become；1h in described reception liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:20 with the mass ratio of decane；Described reception
1h in liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:200 with the volume ratio of liquid paraffin；
The volume of organic solvent and liquid paraffin in the mixed solution of the organic solvent described in step 2 and liquid paraffin
Than for 1:10；
3rd, to washing after mixing liquid a in add the organic solvent containing dopc phospholipid, after mix homogeneously standing 2h～
4h, obtains the solution containing asymmetric vesicle；With the D/W of 200mmol/l for preserving liquid, will be containing asymmetric capsule
The D/W that the solution of bubble is added to 200mmol/l is to preserve in liquid, stands 2h～4h, removes the oil phase on upper strata, that is,
Complete preparation and the preservation of asymmetric vesicle；
In the organic solvent containing dopc phospholipid described in step 3, the concentration of dopc phospholipid is 10mg/ml；
In the solution containing asymmetric vesicle described in step 3, the concentration of dopc phospholipid is 0.25mg/ml～1mg/
ml.
Advantages of the present invention:
First, the present invention is prepared for asymmetric vesicle using self assembly and microflow control technique；Produce oil using micro-fluidic chip
The emulsion of Bao Shui (w/o), forms the microcapsule of polymer in reception liquid, finally by dopc phospholipid and surface of microcapsule point
Between son, power completes finally to assemble；
2nd, the present invention, by the change to micro-fluidic reaction condition, can control the size of microcapsule, and then control is not right
Claim the size of vesicle；
3rd, the present invention uses 1h, and 1h, 2h, 2h- perfluoro capryl trichlorosilane and dopc phospholipid form asymmetric bilayer
Phospholipid capsule bubble；
4th, the present invention can control using microfluidic methods that the asymmetric vesicle pattern of formation is complete, size is homogeneous；
5th, the present invention can be by controlling the flow velocity of aqueous phase and oil phase, the asymmetric vesicle of size Control of micro-fluidic chip
Size；
6th, this explanation prepare asymmetric vesicle method simple to operate, the response time is short, favorable repeatability, and preparation is not
Symmetrical vesicle can be used as pharmaceutical carrier；
7th, the medicine low toxicity of asymmetric vesicle use of present invention preparation, harmless, environmental protection；The asymmetric capsule of preparation
The pattern of bubble, size are controlled, can be used for the fields such as drug carrier and release by the asymmetric vesicle that the method for the present invention obtains.
The present invention can obtain a kind of preparation method of asymmetric vesicle.
Specific embodiment
Specific embodiment one: present embodiment is that a kind of preparation method of asymmetric vesicle is specifically complete according to the following steps
Become:
First, span80 is dissolved in liquid paraffin, obtains oil phase；By the sugarcane for 200mmol/l～500mmol/l for the concentration
Sugar aqueous solution is as aqueous phase；Oil phase and aqueous phase are expelled to mixing micro-fluidic chip from different feeder connections respectively, obtain
Emulsion；
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1ml；
Flow velocity in micro-fluidic chip for the aqueous phase described in step one is 1 μ l/min；
Flow velocity in micro-fluidic chip for the oil phase described in step one is 1 μ l/min～5 μ l/min；
2nd, emulsion is mixed with reception liquid, react 25min～60min under room temperature, obtain mixing liquid a；Reuse organic
The mixed solution of solvent and liquid paraffin carries out to mixing liquid a washing 3 times～5 times, mixing liquid a after being washed；
The volume of the emulsion described in step 2 and the volume ratio of reception liquid are 1:10；
Reception liquid described in step 2 is by 1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane, decane and liquid paraffin group
Become；1h in described reception liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:20 with the mass ratio of decane；Described reception
1h in liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:200 with the volume ratio of liquid paraffin；
The volume of organic solvent and liquid paraffin in the mixed solution of the organic solvent described in step 2 and liquid paraffin
Than for 1:10；
3rd, to washing after mixing liquid a in add the organic solvent containing dopc phospholipid, after mix homogeneously standing 2h～
4h, obtains the solution containing asymmetric vesicle；With the D/W of 200mmol/l for preserving liquid, will be containing asymmetric capsule
The D/W that the solution of bubble is added to 200mmol/l is to preserve in liquid, stands 2h～4h, removes the oil phase on upper strata, that is,
Complete preparation and the preservation of asymmetric vesicle；
In the organic solvent containing dopc phospholipid described in step 3, the concentration of dopc phospholipid is 10mg/ml；
In the solution containing asymmetric vesicle described in step 3, the concentration of dopc phospholipid is 0.25mg/ml～1mg/
ml.
Present embodiment preparation asymmetric vesicle be saved in the D/W of 200mmol/l be because asymmetric
The time that vesicle preserves in water environment is long, and because comprises 200mmol/l inside the asymmetric vesicle of present embodiment preparation
D/W, it is more stable in isotonic glucose solution.
The advantage of present embodiment:
First, present embodiment is prepared for asymmetric vesicle using self assembly and microflow control technique；Produced using micro-fluidic chip
The emulsion of raw Water-In-Oil (w/o), forms the microcapsule of polymer, finally by dopc phospholipid and surface of microcapsule in reception liquid
Molecular separating force complete finally to assemble；
2nd, present embodiment, by the change to micro-fluidic reaction condition, can control the size of microcapsule, and then controls
The size of asymmetric vesicle；
3rd, present embodiment uses 1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane and dopc phospholipid to form asymmetric double points
The phospholipid capsule bubble of sublayer；
4th, present embodiment can control using microfluidic methods that the asymmetric vesicle pattern of formation is complete, size is homogeneous；
5th, present embodiment can be by controlling the flow velocity of aqueous phase and oil phase, and the size Control of micro-fluidic chip is asymmetric
The size of vesicle；
6th, present embodiment prepare asymmetric vesicle method simple to operate, the response time is short, favorable repeatability, preparation
Asymmetric vesicle can be used as pharmaceutical carrier；
7th, the medicine low toxicity of asymmetric vesicle use of present embodiment preparation, harmless, environmental protection；That prepares is not right
Claim pattern, the size of vesicle controlled, drug carrier and release etc. be can be used for by the asymmetric vesicle that the method for the present invention obtains
Field.
Present embodiment can obtain a kind of preparation method of asymmetric vesicle.
Specific embodiment two: present embodiment with specific embodiment one difference is: the oil phase described in step one
Flow velocity in micro-fluidic chip is 1 μ l/min～3 μ l/min.Other steps are identical with specific embodiment one.
Specific embodiment three: present embodiment with one of specific embodiment one or two difference is: institute in step one
Flow velocity in micro-fluidic chip for the oil phase stated is 3 μ l/min～5 μ l/min.Other steps and specific embodiment one or two-phase
With.
Specific embodiment four: present embodiment with one of specific embodiment one to three difference is: will in step 2
Emulsion is mixed with reception liquid, reacts 25min, obtain mixing liquid a under room temperature.Other steps and specific embodiment one are to three-phase
With.
Specific embodiment five: present embodiment with one of specific embodiment one to four difference is: institute in step 2
In the organic solvent stated and the mixed solution of liquid paraffin, organic solvent is decane or hexane.Other steps and specific embodiment
One to four is identical.
Specific embodiment six: present embodiment with one of specific embodiment one to five difference is: in step 3 to
Add the organic solvent containing dopc phospholipid in mixing liquid a after washing, stand 2h after mix homogeneously, obtain containing asymmetric
The solution of vesicle.Other steps are identical with specific embodiment one to five.
Specific embodiment seven: present embodiment with one of specific embodiment one to six difference is: will in step 3
Solution containing asymmetric vesicle is added in the D/W of 200mmol/l, stands 2h, removes the oil phase on upper strata, that is,
Complete preparation and the preservation of asymmetric vesicle.Other steps are identical with specific embodiment one to six.
Specific embodiment eight: present embodiment with one of specific embodiment one to seven difference is: institute in step 3
In the organic solvent containing dopc phospholipid stated, organic solvent is decane or hexane.Other steps and specific embodiment one to seven
Identical.
Specific embodiment nine: present embodiment with one of specific embodiment one to eight difference is: institute in step 3
In the solution containing asymmetric vesicle stated, the concentration of dopc phospholipid is 0.25mg/ml.Other steps and specific embodiment one
Identical to eight.
Specific embodiment ten: present embodiment with one of specific embodiment one to nine difference is: institute in step 3
In the solution containing asymmetric vesicle stated, the concentration of dopc phospholipid is 0.25mg/ml～0.5mg/ml.Other steps with concrete
Embodiment one to nine is identical.
Using tests below checking beneficial effects of the present invention:
Test one: a kind of preparation method of asymmetric vesicle, it is specifically realized by the following steps:
First, 0.01g span80 is dissolved in 1ml liquid paraffin, obtains oil phase；By the sucrose for 200mmol/l for the concentration
Aqueous solution is as aqueous phase；Oil phase and aqueous phase are expelled to mixing micro-fluidic chip from different feeder connections respectively, obtain breast
Liquid；
Flow velocity in micro-fluidic chip for the aqueous phase described in step one is 1 μ l/min；
Flow velocity in micro-fluidic chip for the oil phase described in step one is 3 μ l/min；
2nd, emulsion is mixed with reception liquid, react 25min under room temperature, obtain mixing liquid a；Reuse organic solvent and
The mixed solution of liquid paraffin carries out washing 5 times to mixing liquid a, mixing liquid a after being washed；
The volume of the emulsion described in step 2 and the volume ratio of reception liquid are 1:10；
Reception liquid described in step 2 is by 1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane, decane and liquid paraffin group
Become；1h in described reception liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:20 with the mass ratio of decane；Described reception
1h in liquid, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:200 with the volume ratio of liquid paraffin；
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, organic solvent is decane；Described decane
Volume ratio with organic solvent in the mixed solution of liquid paraffin and liquid paraffin is 1:10；
3rd, add the organic solvent containing dopc phospholipid in mixing liquid a after washing, after mix homogeneously, stand 2h,
Obtain the solution containing asymmetric vesicle；With the D/W of 200mmol/l for preserving liquid, by containing asymmetric vesicle
The D/W that solution is added to 200mmol/l is to preserve in liquid, stands 2h, removes the oil phase on upper strata, that is, complete not
The preparation of symmetrical vesicle and preservation；
In the organic solvent containing dopc phospholipid described in step 3, organic solvent is decane；Described containing dopc phosphorus
In the organic solvent of fat, the concentration of dopc phospholipid is 10mg/ml；
In the solution containing asymmetric vesicle described in step 3, the concentration of dopc phospholipid is 0.25mg/ml.
Tested using the asymmetric vesicle that fluorescence microscope instrument obtains to test one, as shown in Figure 1；Fig. 1 is examination
Test the photograph via bright field of an asymmetric vesicle obtaining, vesicle pattern is complete as can be seen from Figure 1, size is homogeneous.
The asymmetric vesicle of test one preparation has wrapped up aqueous phase, has the function of carrying medicine, phospholipid layer is coated on vesicle surface；
It is to add drug to concentration during preparing asymmetric vesicle that the asymmetric vesicle of test one preparation has load medicine function
Aqueous sucrose solution for 200mmol/l is as aqueous phase, thus the symmetrical vesicle of preparation has load medicine function；It is loaded with the not right of medicine
Claim vesicle can be injected directly in human body.
Claims (10)
1. a kind of preparation method of asymmetric vesicle is it is characterised in that a kind of preparation method of asymmetric vesicle is specifically by following
Step completes:
First, span80 is dissolved in liquid paraffin, obtains oil phase；By the sucrose water for 200mmol/l～500mmol/l for the concentration
Solution is as aqueous phase；Oil phase and aqueous phase are expelled to mixing micro-fluidic chip from different feeder connections respectively, obtain emulsion；
The quality of the span80 described in step one and the volume ratio of liquid paraffin are 0.01g:1ml；
Flow velocity in micro-fluidic chip for the aqueous phase described in step one is 1 μ l/min；
Flow velocity in micro-fluidic chip for the oil phase described in step one is 1 μ l/min～5 μ l/min；
2nd, emulsion is mixed with reception liquid, react 25min～60min under room temperature, obtain mixing liquid a；Reuse organic solvent
Mixing liquid a is carried out wash 3 times～5 times with the mixed solution of liquid paraffin, mixing liquid a after being washed；
The volume of the emulsion described in step 2 and the volume ratio of reception liquid are 1:10；
Reception liquid described in step 2 is by 1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane, decane and liquid paraffin composition；Institute
1h in the reception liquid stated, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:20 with the mass ratio of decane；In described reception liquid
1h, 1h, 2h, 2h- perfluoro capryl trichlorosilane is 1:200 with the volume ratio of liquid paraffin；
In the mixed solution of the organic solvent described in step 2 and liquid paraffin, organic solvent and the volume ratio of liquid paraffin are
1:10；
3rd, add the organic solvent containing dopc phospholipid in mixing liquid a after washing, after mix homogeneously, stand 2h～4h,
Obtain the solution containing asymmetric vesicle；With the D/W of 200mmol/l for preserving liquid, by containing asymmetric vesicle
The D/W that solution is added to 200mmol/l is to preserve in liquid, stands 2h～4h, removes the oil phase on upper strata, that is, complete
The preparation of asymmetric vesicle and preservation；
In the organic solvent containing dopc phospholipid described in step 3, the concentration of dopc phospholipid is 10mg/ml；
In the solution containing asymmetric vesicle described in step 3, the concentration of dopc phospholipid is 0.25mg/ml～1mg/ml.
2. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that the oil described in step one
Flow velocity in micro-fluidic chip is 1 μ l/min～3 μ l/min.
3. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that the oil described in step one
Flow velocity in micro-fluidic chip is 3 μ l/min～5 μ l/min.
4. a kind of asymmetric vesicle according to claim 1 preparation method it is characterised in that in step 2 by emulsion with
Reception liquid mixes, and reacts 25min, obtain mixing liquid a under room temperature.
5. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that having described in step 2
In the mixed solution of machine solvent and liquid paraffin, organic solvent is decane or hexane.
6. a kind of asymmetric vesicle according to claim 1 preparation method it is characterised in that in step 3 to washing after
Mixing liquid a in add the organic solvent containing dopc phospholipid, after mix homogeneously stand 2h, obtain containing asymmetric vesicle
Solution.
7. a kind of preparation method of asymmetric vesicle according to claim 1 is not it is characterised in that will be containing in step 3
The solution of symmetrical vesicle is added in the D/W of 200mmol/l, stands 2h, removes the oil phase on upper strata, that is, completes
The preparation of asymmetric vesicle and preservation.
8. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that containing described in step 3
Organic solvent in the organic solvent of dopc phospholipid is had to be decane or hexane.
9. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that containing described in step 3
The concentration having dopc phospholipid in the solution of asymmetric vesicle is 0.25mg/ml.
10. a kind of preparation method of asymmetric vesicle according to claim 1 is it is characterised in that containing described in step 3
The concentration having dopc phospholipid in the solution of asymmetric vesicle is 0.25mg/ml～0.5mg/ml.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE19715478A1 (en) * | 1997-04-10 | 1998-10-15 | Lancaster Group Gmbh | Cosmetic and dermatological agent based on hard magnetic particles |
| WO2010148653A1 (en) * | 2009-06-26 | 2010-12-29 | Shanghai Jiao Tong University | Polymer vesicles of asymmetric membrane |
| WO2011123525A1 (en) * | 2010-04-01 | 2011-10-06 | The Regents Of The University Of California | Forming an artificial cell with controlled membrane composition, asymmetry and contents |
| CN102068409A (en) * | 2011-01-13 | 2011-05-25 | 清华大学 | Method for preparing mono-disperse microemulsion, liposome and microsphere based on microfluidic technology |
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