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Amphiphilic block polymer based on azoreductase response and its preparation method and application

A technology of amphiphilic block and polymer, applied in the field of polymer materials

Active Publication Date: 2020-09-25
ZHANGJIAGANG INST OF IND TECH SOOCHOW UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, polymeric fluorescent probes based on azobenzene reductase response for drug release have rarely been reported

Method used

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  • Amphiphilic block polymer based on azoreductase response and its preparation method and application
  • Amphiphilic block polymer based on azoreductase response and its preparation method and application
  • Amphiphilic block polymer based on azoreductase response and its preparation method and application

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Experimental program
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Embodiment 1

[0089] The preparation of the amphiphilic block polymer fluorescent probe based on the azoreductase response comprises the following steps:

[0090] 1. Synthesis of 1, 2-di-p-hydroxyphenyl-1, 2-diphenylethylene (TPE-2OH)

[0091] In a 100 mL dry three-necked flask, add zinc powder (0.1 mol) and 4-hydroxybenzophenone (0.05 mol), add about 70 mL of dry tetrahydrofuran to dissolve, place in an ice-salt bath and stir with argon. Slowly add 7 mL (0.06 mol) of titanium tetrachloride to the mixture, and react at room temperature for half an hour after the addition. Then transfer to an oil bath and gradually heat up to reflux. After 24 h, the reaction was stopped, and after returning to room temperature, suction filtration was performed, concentrated by rotary evaporation, poured into 10% potassium carbonate solution and stirred, a large amount of solids were produced, and a yellow filtrate was obtained by suction filtration. The filtrate was dried and concentrated, and purified by ...

Embodiment 2

[0121] Example 2 Self-assembly and testing of amphiphilic block polymers based on azoreductase response

[0122] 1. Self-assembly and characterization of amphiphilic block polymers in DMF / PB solution based on azoreductase response

[0123] Slowly add 4 mL of PB buffer solution (50 mM, pH = 7.4) to 1 mL of the DMF solution (5 mg / mL) of the amphiphilic block polymer based on the response of azoreductase, stir overnight, transfer to In a dialysis bag (MWCO 3500), the PB assembly solution was obtained by dialysis with PB solution for 24 h.

[0124] The solution was dropped on the copper grid and stained with phosphotungstic acid solution for one minute, and the morphology and size distribution of the assembly were characterized by transmission electron microscope (TEM) images and dynamic light scattering (DLS) particle size distribution diagrams. Figure 9 (a) is a transmission electron microscope (TEM) image and a dynamic light scattering (DLS) particle size distribution diagra...

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Abstract

The invention discloses an amphiphilic block polymer based on azo reductase response as well as a preparation method and application thereof. First, a TPE small molecule (TBS-TPE-Azo) connected with azobenzene is prepared; due to a quenching effect of an azobenzene group on fluorescence, AIE fluorescence of the TPE is in a dormant state. A TPE-Azo group in the small molecule is linked between PEGand PCL by CuAAC click reaction to obtain the amphiphilic block polymer PCL-TPE-Azo-PEG with dormant AIE. The invention discloses an amphiphilic block polymer fluorescent probe based on the azo reductase response for the first time. The amphiphilic block polymer can be assembled to form micelle; the azobenzene-containing amphiphilic block polymer micelle can be dissociated under the action of azoreductase to cause drug release; meanwhile, fluorescent response of fluorescence from zero to one can be realized.

Description

technical field [0001] The invention relates to a polymer material, in particular to an amphiphilic block polymer capable of realizing drug release and fluorescent probe function under the action of an azo reducing agent or azo reductase. Background technique [0002] In order to make materials more versatile and dynamically changing, smart responsive materials have emerged in the past few decades. Responsive materials are a class of materials whose physical or chemical properties will undergo corresponding reversible or irreversible changes under the action of small stimuli in the external environment. Common stimuli include light, temperature, pH, ionic strength, redox, enzymes, electric and magnetic fields, etc. Smart materials designed based on these diverse responsiveness have been widely used in various fields, especially some bioresponsive materials have been It is widely used in the fields of controlled release of drugs, imaging contrast agents, carriers of genes an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00A61K9/107A61K31/704A61K47/34A61K49/00A61P35/00G01N21/64
CPCA61K9/1075A61K31/704A61K47/34A61K49/0019A61P35/00C08G81/00G01N21/6428G01N2021/6432
Inventor 周年琛袁晓杰张正彪张伟朱秀林
Owner ZHANGJIAGANG INST OF IND TECH SOOCHOW UNIV