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Subcellular organelle target directional Chitosan oligosaccharide-aliphatic acid grafting matter and preparation and application thereof

A technology of chitosan oligosaccharides and fatty acids, which is applied to the application of nano-scale micellar particle carriers in the field of life sciences, and the preparation of multi-hydrophobic inner chitosan-fatty acid grafted micelles, which can solve the limitation of hydrophobic modified shells Problems such as the application of polysaccharide micelles, high viscosity, and the difficulty of preparing chitosan microparticles and nanoparticles

Inactive Publication Date: 2007-12-05
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although microparticles, nanoparticles, and some hydrophobically modified chitosan polymer micelles prepared with chitosan as the basic material have been widely used in the research of drug carrier materials, due to the affinity of chitosan itself on the surface of the carrier Water-based structure, so the existing carrier based on chitosan is difficult to be taken up by cells, which ultimately affects the targeted therapeutic effect of the drug
At the same time, due to the disadvantages of chitosan's high molecular weight, high viscosity and insolubility under physiological pH conditions, it increases the difficulty of preparing chitosan microparticles and nanoparticles, and limits the application of hydrophobically modified chitosan micelles.

Method used

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  • Subcellular organelle target directional Chitosan oligosaccharide-aliphatic acid grafting matter and preparation and application thereof
  • Subcellular organelle target directional Chitosan oligosaccharide-aliphatic acid grafting matter and preparation and application thereof
  • Subcellular organelle target directional Chitosan oligosaccharide-aliphatic acid grafting matter and preparation and application thereof

Examples

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Effect test

example 1

[0023] 1. Preparation of low molecular weight chitosan (chitooligosaccharide)

[0024] Take commercially available chitosan (70% degree of deacetylation) with a molecular weight of 550kDa, stir for 2 hours at 55°C and pH5. : 100 (w / w) cellulase was added to degrade chitosan. The degree of degradation of chitosan was controlled by viscosity method. The resulting chitosan degradation solution is filtered to remove impurities, and ultrafiltration is used for fractionation using ultrafiltration membranes with molecular weights of 10 kDa and 30 kDa. The ultrafiltrate with a molecular weight between 10 kDa and 30 kDa was freeze-dried to obtain chitosan oligosaccharides with a deacetylation degree of 70% and a molecular weight of 22.4 kDa.

[0025] 2. Preparation of chitooligosaccharide-fatty acid graft and determination of physical and chemical properties

[0026] Take the above 0.0001mol chitosan oligosaccharide, dissolve it in 100ml distilled water, prepare the aqueous solution...

example 2

[0039] 1. Preparation of low molecular weight chitosan (chitooligosaccharide)

[0040] Get commercially available chitosan (90% degree of deacetylation) with a molecular weight of 450kDa, stir for 2 hours at 55°C and pH5. : 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 3kDa, 10kDa, 30kDa and 50kDa are used for ultrafiltration classification. The fractionated ultrafiltrate was freeze-dried to obtain chitosan oligosaccharides with a deacetylation degree of 90% and molecular weights of 1.0 kDa, 22.2 kDa, 33.4 kDa, 54.6 kDa and 101.2 kDa, respectively.

[0041] 2. Preparation of oligochitosan-stearic acid graft and determination of physical and chemical properties

[0042] Dissolve the above 0.0001mol oligochitosaccharides in 100ml distilled water to prepare an aque...

example 3

[0052] 1. Preparation of low molecular weight chitosan (chitooligosaccharide)

[0053] Get commercially available chitosan (100% degree of deacetylation) with a molecular weight of 750kDa, stir for 2 hours at 55°C and pH5. : 100 (w / w) cellulase was added to degrade chitosan. The degree of degradation of chitosan was controlled by viscosity method. The resulting chitosan degradation solution is filtered to remove impurities, and ultrafiltration is used for fractionation using ultrafiltration membranes with molecular weights of 10 kDa and 30 kDa. The fractionated ultrafiltrate was freeze-dried to obtain chitooligosaccharides with a deacetylation degree of 100% and a molecular weight of 25.8 kDa.

[0054] 2. Preparation of oligochitosan-stearic acid graft and determination of physical and chemical properties

[0055] Take the above 0.0001mol chitosan oligosaccharide, dissolve it in 100ml distilled water, prepare the aqueous solution of chitosan oligosaccharide, add 0.01mol N-h...

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Abstract

The present invention provides chitosan-fatty acid grafting in the structure as shown, and the chitosan has molecular weight of 1-100 kDa, deacetylating degree of 70-100 % and partial free amino radicals substituted by alkyl radical in the substitution degree of 1-90 %. Through one improved alkylating modification process, degraded chitosan or low molecular weight chitosan is alkylation modified to form the chitosan-fatty acid grafting in special structure. The chitosan-fatty acid grafting may form micelle capable of being used as particle carrier for subcellular organelle in relevant research and preparing target medicine.

Description

technical field [0001] The invention belongs to a compound synthesis method, and relates to the preparation of chitooligosaccharide-fatty acid grafts, the preparation of polyhydrophobic inner chitooligosaccharide-fatty acid graft micelles and the graft micelles as nanoscale micellar particle carriers in life. applications in the scientific field. Background technique [0002] In recent years, polymer micelles have attracted extensive attention in the fields of pharmaceutical formulations, biomedicine and polymers. Polymer micelles are formed by self-polymerization of amphiphilic block or graft copolymers in aqueous media, and have a core-shell structure. Its hydrophobic segment constitutes the inner core of the micelle, and the hydrophilic segment forms the outer shell of the micelle. The hydrophobic core can provide a reservoir for insoluble drugs; the hydrophilic outer membrane maintains the stability of the micelles in an aqueous environment, and can be modified to achi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C12P19/04A61K47/36
Inventor 胡富强杜永忠袁弘游剑
Owner ZHEJIANG UNIV
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