CN105418947B - A kind of fluorescence polymerized vesicle of programme-control assembling and preparation method thereof - Google Patents
A kind of fluorescence polymerized vesicle of programme-control assembling and preparation method thereof Download PDFInfo
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- CN105418947B CN105418947B CN201510885311.5A CN201510885311A CN105418947B CN 105418947 B CN105418947 B CN 105418947B CN 201510885311 A CN201510885311 A CN 201510885311A CN 105418947 B CN105418947 B CN 105418947B
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- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
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Abstract
A kind of fluorescence polymerized vesicle of programme-control assembling, dynamic micella is constructed as initiation material using choline di- alkynes and polyethylene glycol di- alkynes, enzyme reaction occurs between butyrylcholine esterase and choline di- alkynes again, the di- acetylenic acid and polyethylene glycol di- alkynes of enzyme reaction generation can form dynamic vesica；The dynamic vesica polymerize the crosslinking vesica of generation blueness under 254 nanometers of illumination conditions, is heated up 15 minutes under the conditions of 37 DEG C can obtain red polymer fluorescence vesica afterwards.It is an advantage of the invention that：This programme controlled fluorescence polymerized vesicle construct theory and gate concept plays the same tune on different musical instruments, gate concept has been widely used for sensory field, but constructing the also fresh few appearance in self-assembled material field, and the assembling process in life entity is often all completed under multiple environmental stimuli collective effects, therefore the fluorescence polymerized vesicle of programme-control assembling has huge application value constructing biomimetic material field.
Description
Technical field
The invention belongs to Nanosized Supramolecular Materials Composed of Host technical field, particularly a kind of fluorescence polymerized vesicle of programme-control assembling
And preparation method thereof.
Background technology
Controllable self assembly is the universal phenomenon in life entity, and it is that life entity constructs mistake necessary to Premium Features module
Journey.【1)G.M.Whitesides,J.P.Mathias and C.T.Seto,Science,1991,254,1312-1319；2)
R.M.Capito,H.S.Azevedo,Y.S.Velichko,A.Mata and S.I.Stupp,Science,2008,319,
1812-1816.】Nearly ten years, inspired by the complicated self assembling process such as biological vivo protein, DNA, scientists are being tested
Stimuli responsive self assembling process is conducted in-depth research in room.【1)E.Gazit,Nat.Chem.,2010,2,1010-
1011；2)E.Mattia and S.Otto,Nat.Nanotechnol.,2015,10,111-119；3)J.F.Stoddart,
Nat.Chem.,2009,1,14-15；4)J.M.Lehn,Proc.Natl.Acad.Sci.U.S.A.,2002,99,4763-
4768；5)N.Giuseppone,Acc.Chem.Res.,2012,45,2178-2188.】In recent years, life science is simulated
Increasingly important, controllable self assembly is also successfully transferred in living cells by scientists from laboratory, or even is also successfully realized the food in one's mouth
Self assembly in newborn animal organism body.【1)Y.Gao,J.Shi,D.Yuan and B.Xu,Nat.Commun.,2012,3,1033；
2)G.Liang,H.Ren and Rao,J.Nat.Chem.,2010,2,54-60；3)D.Ye,G.Liang,M.L.Ma and
J.Rao,Angew.Chem.Int.Ed.,2011,50,2275-2279；4)D.Ye,A.J.Shuhendler,L.Cui,
L.Tong,S.S.Tee,G.Tikhomirov,D.W.Felsher and J.Rao,Nat.Chem.,2014,6,519-526.】
And the success of the even intravital controllable self assembly of living cells will be the fields such as bio-imaging, drug delivery and organizational project
Open the new gate of a fan.【1)A.Puri and R.Blumenthal,Acc.Chem.Res.,2011,44,1071-1079；
2)A.Norouzy,Z.Azizi and W.M.Nau,Angew.Chem.Int.Ed.,2015,54,792-795；3)X.Ma
andY.L.Zhao,Chem.Rev.,2015,115,7794-7839.】Programme controlled self assembly is that a kind of method of advantage is gone
Control the self assembling process occurred in complex physiologic environment.【1)F.Wang,C.H.Lu and I.Willner,
Chem.Rev.,2014,114,2881-2941；2)J.Guo,J.M.Zhuang,F.Wang,K.R.Raghupathi and
S.Thayumanavan,J.Am.Chem.Soc.,2014,136,2220-2223.】This programme controlled self assembly and logic
The concept of door has the function that to play the same tune on different musical instruments.Gate concept has been widely used for sensory field, but is constructing self-assembled material
The also fresh few appearance in field.And the assembling process in life entity is often all completed under multiple environmental stimuli collective effects.Cause
This, program self-assembling method has huge application value constructing biomimetic material field.【1)J.B.Beck and
S.J.Rowan,J.Am.Chem.Soc.,2003,125,13922-13923；2)Q.Zhao,J.W.Dunlop,X.Qiu,
F.Huang,Z.Zhang,J.Heyda,J.Dzubiella,M.Antonietti and J.Yuan,Nat.Commun.,2014,
5,4293.】
The content of the invention
The purpose of the present invention is for above-mentioned technical Analysis and problem be present, there is provided a kind of fluorescence of programme-control assembling gathers
Vesica and preparation method thereof is closed, the fluorescence polymerized vesicle vesica polymerize the crosslinking capsule of generation blueness under 254 nanometers of illumination conditions
Bubble, heats up 15 minutes under the conditions of 37 DEG C can obtain red polymer fluorescence vesica afterwards；This programme controlled fluorescence polymerization
Vesica construct theory and gate concept plays the same tune on different musical instruments, gate concept has been widely used for sensory field, but constructing from
The also fresh few appearance in assembled material field, and the assembling process in life entity is all often complete under multiple environmental stimuli collective effects
Into, therefore the fluorescence polymerized vesicle of programme-control assembling has huge application value constructing biomimetic material field..
Technical scheme：
A kind of fluorescence polymerized vesicle of programme-control assembling, using choline di- alkynes and polyethylene glycol di- alkynes as initiation material
Dynamic micella is constructed, then enzyme reaction occurs between butyrylcholine esterase and choline di- alkynes, the di- acetylenic acid of enzyme reaction generation
Dynamic vesica can be formed with polyethylene glycol di- alkynes；The dynamic vesica polymerize the friendship of generation blueness under 254 nanometers of illumination conditions
Join vesica, heated up 15 minutes under the conditions of 37 DEG C can obtain red polymer fluorescence vesica afterwards.
A kind of preparation method of the fluorescence polymerized vesicle of described program control assembling, step are as follows：
1) choline di- alkynes and polyethylene glycol di- alkynes are mixed with 9: 1 mol ratio, by the 4- hydroxyl second that pH is 7.2
Base piperazine ethanesulfonic acid cushioning liquid adds in said mixture and makes di- alkynes construction unit concentration in solution be 0.2mM, by this
Solution ultrasound 30 minutes under the conditions of 60 DEG C, obtain homogeneous colorless cleared solution, and choline di- alkynes and polyethylene glycol connection is made
The dynamic micellar solution that diine is constructed jointly；
2) 5U/mL fourths are added in the dynamic micellar solution constructed jointly to above-mentioned choline di- alkynes and polyethylene glycol di- alkynes
Acetylcholinesterase, hatch 2 days under the conditions of 37 DEG C to ensure that it is complete that enzyme reaction is carried out, it is small that 8-10 is then stood at a temperature of 4 DEG C
When after save backup；
3) dynamic vesicle solution after above-mentioned hatching is placed under uviol lamp, room temperature condition irradiates 5 minutes, obtains the poly- of blueness
Di- acetylenic acid vesicle solution, red fluorescence is can obtain within 15 minutes under the conditions of the poly- di- acetylenic acid vesicle solution of blueness is placed in into 37 DEG C
Polymer vesicle.
It is an advantage of the invention that：The present invention constructs dynamic glue using choline di- alkynes and polyethylene glycol di- alkynes as initiation material
Beam, then enzyme reaction occurs between butyrylcholine esterase and choline di- alkynes, the di- acetylenic acid and polyethylene glycol of enzyme reaction generation
Di- alkynes can form dynamic vesica；The dynamic vesica polymerize the crosslinking vesica of generation blueness under 254 nanometers of illumination conditions, afterwards
Heated up 15 minutes under the conditions of 37 DEG C and can obtain red polymer fluorescence vesica.The structure of this programme controlled fluorescence polymerized vesicle
Build theory and gate concept plays the same tune on different musical instruments, gate concept has been widely used for sensory field, but is constructing self-assembled material
The also fresh few appearance in field, and the assembling process in life entity is often all completed under multiple environmental stimuli collective effects, because
The fluorescence polymerized vesicle of this programme-control assembling has huge application value constructing biomimetic material field.
Brief description of the drawings
Fig. 1 constructs process schematic for the fluorescence polymerized vesicle of programme-control assembling.
Fig. 2 is the ultra-violet absorption spectrum of the enzyme reaction product of enzyme reaction substrate and different conditions.
Fig. 3 is the front and rear fluorescence spectra of poly- di- acetylenic acid heating.
Fig. 4 is the dynamic light scattering diagram of the enzyme reaction product of enzyme reaction substrate and different conditions.
Fig. 5 is the dynamic vesica that di- acetylenic acid and polyethylene glycol di- acetylenic acid are constructed and the polymer vesicle generated after illumination
High resolution transmission electron microscopy picture.
Fig. 6 is the dynamic micella programme-control assembling process constructed using choline di- alkynes and polyethylene glycol di- alkynes as substrate
Ultra-violet absorption spectrum.
Fig. 7 is the structural representation of the fluorescence polymerized vesicle construction unit.
Embodiment
Embodiment：
A kind of fluorescence polymerized vesicle of programme-control assembling, using choline di- alkynes and polyethylene glycol di- alkynes as initiation material
Dynamic micella is constructed, then enzyme reaction occurs between butyrylcholine esterase and choline di- alkynes, the di- acetylenic acid of enzyme reaction generation
Dynamic vesica can be formed with polyethylene glycol di- alkynes；The dynamic vesica polymerize the friendship of generation blueness under 254 nanometers of illumination conditions
Join vesica, heated up 15 minutes under the conditions of 37 DEG C can obtain red polymer fluorescence vesica, the structure of above-mentioned construction unit afterwards
As shown in Figure 7；
Its preparation methods steps are as follows：
1) choline di- alkynes and polyethylene glycol di- alkynes are mixed with 9: 1 mol ratio, by the 4- hydroxyl second that pH is 7.2
Base piperazine ethanesulfonic acid cushioning liquid, which is added in said mixture, make it that di- alkynes construction unit concentration is 0.2mM in solution, by this
Solution obtains homogeneous colorless cleared solution in 30 points of ultrasound under the conditions of 60 DEG C, and choline di- alkynes and polyethylene glycol connection is made
The dynamic micellar solution that diine is constructed jointly；
2) 5U/ml fourths are added in the dynamic micellar solution constructed jointly to above-mentioned choline di- alkynes and polyethylene glycol di- alkynes
Acetylcholinesterase, hatch 2 days under the conditions of 37 DEG C to ensure that it is complete that enzyme reaction is carried out, it is small that 8-10 is then stood at a temperature of 4 DEG C
When after save backup；
3) dynamic vesicle solution after above-mentioned hatching is placed under uviol lamp, room temperature condition, which irradiates 5 minutes, can obtain blueness
Poly- di- acetylenic acid vesicle solution, then the poly- di- acetylenic acid vesicle solution of blueness can be obtained as 15 minutes under the conditions of 37 DEG C red
Fluorescent polymer vesica.
Fig. 1 constructs process schematic for the fluorescence polymerized vesicle of programme-control assembling.
The detection and analysis of the fluorescence polymerized vesicle of programme-control assembling：
1) feasibility assessment that the fluorescence polymerized vesicle of programme-control assembling is constructed
Determine that program constructs fluorescent polymer capsule by measuring the ultra-violet absorption spectrum of enzyme reaction substrate and product first
The feasibility of bubble.As shown in Fig. 2 enzyme reaction substrate choline di- alkynes has no UV absorption for more than 350 nanometers in wavelength, it is molten to this
Liquid carries out 254 nano-ultraviolet lights according to making its polymerization determine poly- choline di- alkynes UV absorption, and wavelength is still not observed in we
More than 350 nanometers of UV absorption.Then we determine the ultra-violet absorption spectrum of enzyme reaction substrate di- acetylenic acid, and we observe
All moved up in whole surveying range to its absorption line, this is as caused by generating the assembly of big particle diameter.And work as
We to enzyme reaction substrate di- acetylenic acid solution carry out 254 nano-ultraviolet light treatment with irradiation after, we can observe that solution by
It is colourless to become sapphirine, while the solution is observed in the poly- di- acetylenic acid of the nanometers of wavelength 634 on ultra-violet absorption spectrum
Characteristic absorption peak.Finally we by the poly- di- acetylenic acid solution of blueness as 15 minutes under the conditions of 37 DEG C, you can obtain the poly- of red
Di- acetylenic acid solution, the ultra-violet absorption spectrum of the solution is measured, can be clearly seen that the red di- alkynes of the nanometers of wavelength 538
The characteristic absorption peak of acid.
Fig. 3 is the fluorescence spectrum that two kinds of poly- di- acetylenic acids obtain under the conditions of 550 nanometers of excitation wavelengths, from fluorescence spectrum
The poly- di- acetylenic acid that blueness can significantly be found out is no photoluminescent property, and red di- acetylenic acid then has strong fluorescence
Property.
2) morphology characterization of the fluorescence polymerized vesicle of programme-control assembling
Fig. 4 is the dynamic light scattering diagram of enzyme reaction product and enzyme reaction product after enzyme reaction substrate and heating.Fig. 4
As a result show, before enzyme reaction, the particle size for the dynamic micella that reaction substrate choline di- alkynes is formed only has 6 nanometers.And enzyme is anti-
Product di- acetylenic acid is answered to form big imitated vesicle structure in the solution, light scattering result shows that the particle diameter of the vesica is received for 242
Rice.The blue poly- di- acetylenic acid vesica particle size and di- acetylenic acid vesica particle diameter that ultraviolet lighting di- acetylenic acid vesica is formed are basic
It is identical, there are 215 nanometers.Under the conditions of 37 DEG C after 15 minutes, blue poly- di- acetylenic acid vesica is changed into the poly- di- acetylenic acid of red
Vesica, its particle diameter remain within 200 rans, there is 242 nanometers.
Fig. 5 is the low-temperature transmission electron microscope of di- acetylenic acid vesica and poly- di- acetylenic acid vesica, and we can be clear in figure
It was observed that the vesica of assembly, and particle diameter is held in 200 rans.
3) the fluorescence synangium of programme-control assembling is constructed
Fig. 6 is the micella constructed by enzyme reaction substrate choline di- alkynes with the program self assembling process of ultraviolet spectra monitoring
In wavelength, more than 350 nanometers have no UV absorption, by the enzyme reaction of 2 days, the absorption of the reaction product (di- acetylenic acid) of generation
Spectral line is all moved up in whole surveying range, and this shows the enzyme reaction of 2 days so that occurring big assembling pattern in system,
That is di- acetylenic acid vesica.Then the ultraviolet lighting carried out to the solution 5 minutes is handled, and we have obtained the poly- di- acetylenic acid of blueness
Vesicle solution, and its characteristic absorption peak in the nanometers of wavelength 634 is observed from ultraviolet spectra.Finally solution is carried out
Heating treatment, handles the solution 15 minutes under the conditions of 37 DEG C, and we have obtained the poly- di- acetylenic acid solution of red, and we are same
Also characteristic absorption of the red poly- di- acetylenic acid in the nanometers of wavelength 538 is observed on ultraviolet spectra.Designed according to us
Program (enzyme-light-heating) is carried out, and we can obtain fluorescent polymer vesica.But if changing our programming, I
Can not successfully prepare fluorescent polymer vesica.As shown in fig. 6, when we are first carried out at illumination to choline di- alkynes solution
Reason, then enzyme reaction is carried out, we do not observe the characteristic absorption peak of the poly- di- acetylenic acid of blueness from ultra-violet absorption spectrum, then right
Solution progress ultraviolet lighting, which handles us, still can not obtain the poly- di- acetylenic acid solution of blueness.
Claims (2)
- A kind of 1. fluorescence polymerized vesicle of programme-control assembling, it is characterised in that：With choline di- alkynes and polyethylene glycol di- alkynes Dynamic micella is constructed for initiation material, then enzyme reaction occurs between butyrylcholine esterase and choline di- alkynes, enzyme reaction generation Di- acetylenic acid and polyethylene glycol di- alkynes can form dynamic vesica；The dynamic vesica polymerize life under 254 nanometers of illumination conditions The crosslinking vesica of au bleu, heated up 15 minutes under the conditions of 37 DEG C can obtain red polymer fluorescence vesica afterwards；It is above-mentioned to construct The structure of unit is as follows：
- A kind of 2. preparation method of the fluorescence polymerized vesicle of the assembling of programme-control as claimed in claim 1, it is characterised in that step It is as follows：1) choline di- alkynes and polyethylene glycol di- alkynes are mixed with 9: 1 mol ratio, by the 4- ethoxy piperazines that pH is 7.2 Piperazine ethyl sulfonic acid cushioning liquid adds in said mixture and makes di- alkynes construction unit concentration in solution be 0.2mM, by the solution Ultrasound 30 minutes, obtain homogeneous colorless cleared solution under the conditions of 60 DEG C, and choline di- alkynes and polyethylene glycol di- alkynes is made The dynamic micellar solution constructed jointly；2) 5U/mL butyryl courages are added in the dynamic micellar solution constructed jointly to above-mentioned choline di- alkynes and polyethylene glycol di- alkynes Alkali esterase, hatch 2 days under the conditions of 37 DEG C to ensure that it is complete that enzyme reaction is carried out, after then standing 8-10 hours at a temperature of 4 DEG C Save backup；3) dynamic vesicle solution after above-mentioned hatching is placed under uviol lamp, room temperature condition irradiates 5 minutes, obtains the poly- di- of blueness Acetylenic acid vesicle solution, red fluorescence polymerization is can obtain within 15 minutes under the conditions of the poly- di- acetylenic acid vesicle solution of blueness is placed in into 37 DEG C Thing vesica.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101031287A (en) * | 2004-03-02 | 2007-09-05 | 麻省理工学院 | Nanocell drug delivery system |
| CN101672772A (en) * | 2009-09-09 | 2010-03-17 | 温州医学院 | Adapter-based optical chemical biosensor and method thereof for detecting target material |
| CN103232358A (en) * | 2012-11-05 | 2013-08-07 | 南京工业大学 | Vesicle probe used for detecting neomycin, and application and preparation method thereof |
| CN104109235A (en) * | 2014-05-30 | 2014-10-22 | 厦门赛诺邦格生物科技有限公司 | Mono-functionalized polyethylene glycol with nitrogen atom branched center and its preparation method and biologically-relevant matter |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101031287A (en) * | 2004-03-02 | 2007-09-05 | 麻省理工学院 | Nanocell drug delivery system |
| CN101672772A (en) * | 2009-09-09 | 2010-03-17 | 温州医学院 | Adapter-based optical chemical biosensor and method thereof for detecting target material |
| CN103232358A (en) * | 2012-11-05 | 2013-08-07 | 南京工业大学 | Vesicle probe used for detecting neomycin, and application and preparation method thereof |
| CN104109235A (en) * | 2014-05-30 | 2014-10-22 | 厦门赛诺邦格生物科技有限公司 | Mono-functionalized polyethylene glycol with nitrogen atom branched center and its preparation method and biologically-relevant matter |
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