Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Glutathione sensitive alkylated chitosan and preparation and application thereof

A technology of chitosan and chitosan, which is applied in the application field of disulfide bonded alkylated chitosan as a drug carrier material, can solve the problem of affecting the curative effect and increasing the preparation of chitosan microparticles and nanoparticles Difficulty, large molecular weight, etc.

Inactive Publication Date: 2013-01-16
ZHEJIANG UNIV
View PDF2 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although many materials derived from chitosan have been used in the research of drug carriers, etc., due to the limitation of the hydrophilic structure of chitosan itself, the existing carriers based on chitosan are generally There are problems such as being difficult to be taken up by cells, which will affect the final curative effect
In addition, due to the defects of chitosan itself, such as large molecular weight, high viscosity, and insoluble under physiological pH conditions, the preparation of chitosan microparticles and nanoparticles is difficult, which limits the application of chitosan derivatives.

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
  • Glutathione sensitive alkylated chitosan and preparation and application thereof
  • Glutathione sensitive alkylated chitosan and preparation and application thereof
  • Glutathione sensitive alkylated chitosan and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 1. Preparation of low molecular weight chitosan

[0025] Take commercially available chitosan with a molecular weight of 350kDa (70% degree of deacetylation), and stir it under aqueous hydrochloric acid solution at 55°C for 2 hours to fully swell the chitosan, then add 5%wt. cellulase to degrade it to The degree of degradation of chitosan was controlled by the viscosity method. The obtained chitosan degradation liquid is filtered to remove impurities, and the ultrafiltration membranes with molecular weights of 50 kDa and 100 kDa are used for ultrafiltration classification. The ultrafiltrate with a molecular weight between 50kDa and 100kDa was freeze-dried to obtain a low molecular weight chitosan with a deacetylation degree of 90% and a molecular weight of 75kDa.

[0026] 2. Preparation of disulfide bonded alkylated chitosan and determination of its physical and chemical properties

[0027] Precisely weigh 130 mg of the cross-linking agent 3,3'-dithiodipropionic acid ...

Embodiment 2

[0038] 1. Preparation of low molecular weight chitosan

[0039] Take commercially available chitosan with a molecular weight of 350kDa (90% degree of deacetylation), and stir it for 2 hours at 55°C and pH 5.0 to fully swell the chitosan, then use the ratio of cellulase to chitosan as 0.5: 100 (w / w) cellulase was added to degrade chitosan. The degree of degradation of chitosan was controlled by viscosity method. The obtained chitosan degradation solution is filtered to remove impurities, and the ultrafiltration membranes with molecular weights of 1KDa and 3KDa are used for ultrafiltration classification. The fractionated ultrafiltrate was freeze-dried to obtain chitosan with a deacetylation degree of 95% and a molecular weight of 1.2KDa.

[0040] 2. Preparation of disulfide bonded alkylated chitosan and determination of its physical and chemical properties

[0041] Accurately weigh 590 mg of the cross-linking agent dithiodisuccinopropionic acid in the prescribed amount, diss...

Embodiment 3

[0049] 1. Preparation of low molecular weight chitosan

[0050] Take commercially available chitosan with a molecular weight of 350kDa (70% degree of deacetylation), and stir it for 2 hours at 55°C with hydrochloric acid water pH 5.0 solution to fully swell the chitosan, then add 5%wt. cellulase to degrade it , to control the degradation degree of chitosan by viscosity method. The resulting chitosan degradation solution was filtered to remove impurities, and ultrafiltration was performed using ultrafiltration membranes with molecular weights of 3kDa, 5kDa, 10kDa, 30kDa, and 50kDa. kDa, 50.4kDa and 67.3kDa low molecular weight chitosan.

[0051] 2. Preparation of disulfide bonded alkylated chitosan and determination of its physical and chemical properties

[0052] Precisely weigh 260 mg of the cross-linking agent 3,3'-dithiodipropionic acid in the prescribed amount, dissolve it in an appropriate amount of dimethyl sulfoxide, add stearylamine (stearylamine) at a molar ratio of...

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

PropertyMeasurementUnit
molecular weightaaaaaaaaaa
particle diameteraaaaaaaaaa
surface potentialaaaaaaaaaa
Login to View More

Abstract

The invention provides a disulfide-bond bonded alkylated chitosan. The alkylated chitosan is prepared by performing alkylated modification on low-molecule chitosan by bonding of a disulfide bond. The alkylated chitosan can form a polymer micelle by self-aggregating in an aqueous medium, can be efficiently absorbed by cells and can serve as a nano carrier with high performance, and by utilizing high-concentration glutathione in the cells, the controlled release of a medicine is realized; by the carrier, the medicine can be safely transported in a body; controlled release of a macromolecule in target cells is explored; and theoretical and technological basis is supplied for target controlled release treatment of the medicine.

Description

technical field [0001] The invention belongs to a synthesis method of a compound, and relates to a synthesis method of a disulfide bonded alkylated chitosan and an application of the disulfide bonded alkylated chitosan as a drug carrier material. Background technique [0002] The structure of amphiphilic polymers can be divided into hydrophilic part and hydrophobic part. Using micelles composed of amphiphilic polymers as drug carriers can form polymer micelles with a spherical "core-shell" structure in aqueous solution , this unique chemical structure has many advantages: for example, the micelles can maintain stability in vivo and in vitro, and have good biocompatibility; the hydrophobic inner core of polymer micelles can be loaded with insoluble drugs and can be used as drug storage. The hydrophilic shell can reduce the interaction between micelles and mononuclear phagocyte system, avoid massive uptake by mononuclear phagocytes, and facilitate the dispersion stability of m...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K47/36
Inventor 胡富强胡颖文杜永忠袁弘游剑
Owner ZHEJIANG UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com