Amphipathic block polymer, polymersome, and preparation method and application of polymersome

A technology of amphiphilic block and polymer, applied in the direction of capsule delivery, microcapsules, nanocapsules, etc.

Active Publication Date: 2014-02-19
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the problem of synchronously enhancing the stability and permeability of polymer vesicles, thus providing a stimuli-responsive amphiphilic block polymer, which is composed of the amphiphilic block polymer Polymer vesicles and their preparation methods and applications

Method used

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  • Amphipathic block polymer, polymersome, and preparation method and application of polymersome
  • Amphipathic block polymer, polymersome, and preparation method and application of polymersome
  • Amphipathic block polymer, polymersome, and preparation method and application of polymersome

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0052] In the first step, prepare the following hydrophobic monomer M1 (ie m=1):

[0053]

[0054] It is characterized in that: the primary amine protected by the o-nitrobenzyloxycarbonyl group can undergo a rearrangement reaction under ultraviolet light conditions to remove a molecule of o-nitrobenzaldehyde and CO 2 , and release a primary amine.

[0055] Preparation method: Dissolve 3.0g (19.6mmol) of o-nitrobenzyl alcohol in 60mL of dry tetrahydrofuran, add a catalytic amount of dibutyltin dilaurate (DBTL, 50 μL) to it, and slowly add 4.56g ( 29.4 mmol) isocyanoethyl methacrylate. After reacting for 4 hours, the organic solvent was removed by rotary evaporation under reduced pressure. The residue (crude product) was dissolved in dichloromethane, washed three times with saturated brine, and dried over anhydrous magnesium sulfate. Then the crude product was concentrated by rotary evaporation, purified by column chromatography (basic aluminum oxide was the stationary phas...

preparation example 2

[0080] In order to investigate the relationship between the assembly result of the amphiphilic block polymer and the choice of co-solvent, the inventors selected different co-solvents, and as a result, vesicle structures of different sizes (100-2000 nm) could be obtained. When acetone was used as the co-solvent, vesicles (V2) with a diameter of about 300 nm were obtained in the same manner as in Preparation Example 1 with other parameters unchanged.

[0081] Specific assembly process: 50 mg of P1 polymer was dissolved in 10 mL of acetone co-solvent, and 90 mL of ultrapure water was added thereto at a rate of 10 mL / h with stirring at room temperature. The obtained whitish emulsion was placed in a dialysis bag, dialyzed in water, and the organic solvent was removed after dialysis for 12 hours. Thus, a vesicle (V2) with a diameter of about 300 nm was obtained, and its TEM photo is as follows Figure 12 shown.

preparation example 3

[0083] Using the water-in-oil-in-water (W / O / W) double emulsification method, the inventors can also conveniently obtain large vesicles (V3) with a micron size (2-10 μm). In order to visually study the hydrophobic-hydrophilic transition of the vesicle bilayer membrane, a polarity-sensitive probe (Nile red) was added to the preparation of large vesicle V3.

[0084] The specific preparation process is as follows: 10mg of polymer P1 and 0.1mg of Nile red were dissolved in 5mL of chloroform, and 0.5mL of ultrapure water was added under the ultrasonic condition of the probe, and then the suspension was added into 25mL of ultrapure water under the ultrasonic condition of the probe. , chloroform was removed by rotary evaporation under reduced pressure, and the large vesicle V3 loaded with the polar fluorescent probe in the hydrophobic layer was obtained. Figure 13 The laser confocal micrographs (scale bar is 2 μm) of the large vesicle V3 (loaded with the polarity-sensitive fluorescen...

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Abstract

The invention relates to an amphipathic block polymer, a polymersome consisting of the amphipathic block polymer, and a preparation method and application of the polymersome. More specifically, the amphipathic block polymer is obtained from a hydrophilic chain segment and a hydrophobic chain segment by a reversible addition-fragmentation chain transfer (RAFT) polymerization method, wherein the hydrophilic chain segment is polyethylene glycol with the terminal group modified by tri-thioester and the molecular weight of the hydrophilic chain segment is 1,000 to 20,000 Da; the constitution of the hydrophobic chain segment is as shown in the following formula, m is equal to 1 to 11 and n is equal to 1 to 11. By adoption of the amphipathic block polymer, controllable and synchronous release of polymersome-loaded hydrophilic and hydrophobic molecules is realized, and the biological catalytic activity of a polymersome-loaded enzyme reactor is regulated and controlled through stimulation. In addition, in the processing of triggering crosslinking by stimulation, the permeability of a sieve-shaped hydrophilic channel generated in a double-layer membrane of the polymersome and the membrane can be controlled by the duration time of stimulation.

Description

technical field [0001] The present invention relates to polymer materials and applications thereof, more specifically, to a stimuli-responsive amphiphilic block polymer, polymer vesicles composed of the amphiphilic block polymer, and its preparation method and application . Background technique [0002] Exploring the structure and function of complex biological systems (such as cells and viruses) has always inspired the formation of various artificial self-assembled nanostructures, among which liposomal vesicles and polymeric vesicles are the most typical examples. Both types of vesicles have a hydrophilic lumen surrounded by a hydrophobic bilayer membrane. Vesicles are increasingly used to construct drug delivery nanocarriers, nanoreactors and artificial organelles (Wolfgang Meier, et al. Acc. Chem. Res. 2011, 44, 1039-1049). Obviously, all of these applications are closely related to the efficient exchange of substances in and out of the vesicle membrane. However, compa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08F120/36C08F2/38C08J3/28C08J3/24C08J3/03A61K47/34A61K9/51C12N11/08C12N11/04
Inventor 刘世勇汪枭睿
Owner UNIV OF SCI & TECH OF CHINA
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