Ammonia ester bond small molecular weight polyethyleneimine (PEI) cross-linked derivatives, and preparation method, application and composition thereof

A small molecular weight, derivative technology, applied in the preparation of carbamate derivatives, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of unstable polycation structure, low transfection activity, and increased carrier load. , to achieve the effect of low cytotoxicity, high transfection activity and easy synthesis

Inactive Publication Date: 2012-06-20
SHANGHAI JIAO TONG UNIV
View PDF2 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the primary and secondary amines contained in this type of ester-linked PEI derivatives are prone to rearrangement reactions with the ester bonds, resulting in unstable polycation structures.
[0008] Sung Wan Kim of the University of Utah published "Polyethyleneimine with acid-labile linkages as a biodegradable "gene carrier" article, the generation of degradable PEI linked by imine bonds is characterized by the stable existence of neutral pH value, and under acidic conditions (pH=4.5) the imine bonds are broken to generate a small amount of non-cytotoxicity PEI, which reduces cytot

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Ammonia ester bond small molecular weight polyethyleneimine (PEI) cross-linked derivatives, and preparation method, application and composition thereof
  • Ammonia ester bond small molecular weight polyethyleneimine (PEI) cross-linked derivatives, and preparation method, application and composition thereof
  • Ammonia ester bond small molecular weight polyethyleneimine (PEI) cross-linked derivatives, and preparation method, application and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1. Preparation of urethane bond low molecular weight PEI cross-linked derivative (PEI-Et)

[0044] figure 1 A schematic diagram of the synthetic route of the preparation method of the urethane bond low molecular weight PEI cross-linked derivative, such as figure 1 shown, including the following steps:

[0045] (a) Add small molecular weight PEI (PEI 800Da) and ethylene glycol dichloroformate in a molar ratio of 3:2 to the triethylamine-chloroform system; Under the protection of pure nitrogen, it was heated to reflux for 2 hours, and fresh fractions were collected for future use. Dissolve PEI 800Da and ethylene glycol dichloroformate in chloroform respectively, and make 3mL and 18.7ml solutions of the two under anhydrous and oxygen-free conditions;

[0046] (b) Under ice-bath conditions, take the chloroform solution of PEI 800Da, add 2.5 times excess triethylamine, and add the chloroform solution of ethylene glycol dichloroformate dropwise into the rea...

Embodiment 2

[0054] Example 2, Preparation of the complex (Polyplex) synthesized by PEI-Et and plasmid

[0055] Weigh a quantitative polymer (PEI-Et), add ultrapure water to make a 2mg / mL solution, then filter it with a 0.22μm sterile filter head, and dilute the concentration of the plasmid to 1mg / mL;

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses ammonia ester bond small molecular weight polyethyleneimine (PEI) cross-linked derivatives, and a preparation method, application and a composition thereof. The structural formula of the derivatives is shown as the specifications, and in the structural formula, x is 1-20 and y is 1-10. The preparation method for the ammonia ester bond small molecular weight PEI cross-linked derivatives comprises the following steps of: adding small molecular weight PEI and ethylene glycol bis-chloroformate in a molar ratio of 3:2 into a triethylamine-chloroform system; and stirring, shaking or oscillating the reaction system for condensation to obtain the small molecular weight PEI cross-linked derivatives. Compared with the prior art, the degradable small molecular weight PEI cross-linked derivatives containing ammonia ester bond structures have high transfection efficiency and small cytotoxicity, have high bioactivity in different cells, are high-efficiency and low-toxicity genetic material carriers and are used for delivering genetic materials.

Description

technical field [0001] The invention relates to a PEI derivative, a preparation method, an application and a compound, in particular to a urethane bond low molecular weight PEI cross-linked derivative, a preparation method, an application and a compound thereof. Background technique [0002] Gene therapy is the introduction of exogenous genetic material (DNA or RNA) into cells to promote or inhibit the expression of specific proteins, or replace or repair problematic genes, so as to achieve the purpose of disease treatment. Gene therapy has encountered a series of technical bottlenecks during its development, one of the most important bottlenecks is the safe and effective delivery of genetic material in vivo. [0003] Currently commonly used gene delivery vectors can be divided into recombinant viral vectors and artificially synthesized vectors (ie non-viral vectors). Although viral vectors show high transfection efficiency, the mutation of the virus will cause potential ri...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C08G73/04C12N15/63C07C271/20C07C269/04
Inventor 王玉强苏靖金拓陆平盛净
Owner SHANGHAI JIAO TONG UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap