Preparation method of chitosan oligosaccharide of complex structure with adjustable degree of polymerization and degree of deacetylation

A technology with deacetylation degree and complex structure, which is applied in the preparation of sugar derivatives, chemical instruments and methods, amino sugars, etc., can solve the problems of effective control, difficult to achieve the degree of polymerization and deacetylation of chitosan oligosaccharides, and achieve by-products less, easy to batch production, and easy reaction process

Inactive Publication Date: 2019-03-26
INST OF METAL RESEARCH - CHINESE ACAD OF SCI +1
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  • Application Information

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Problems solved by technology

[0007] The purpose of the present invention is to provide a preparation method of oligochitosan with a complex structure that can be regulated by the degree of polymerization and deacetylation, so as to solve the problems in the prior art that it is difficult to effectively control the degree of polymerization and deacetylation of oligochitosan, etc.

Method used

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  • Preparation method of chitosan oligosaccharide of complex structure with adjustable degree of polymerization and degree of deacetylation
  • Preparation method of chitosan oligosaccharide of complex structure with adjustable degree of polymerization and degree of deacetylation
  • Preparation method of chitosan oligosaccharide of complex structure with adjustable degree of polymerization and degree of deacetylation

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preparation example Construction

[0037] In specific implementation process, the preparation method of chitosan oligosaccharide of complex structure of the present invention comprises the following steps:

[0038] (1) Use a pulverizer to pulverize the flake chitin to an appropriate particle size, generally about (80-200 mesh).

[0039] (2) Chitin particles are dispersed in 5 times to 50 times of solvent, and under strong stirring, chitin dissolves or fully swells in the solvent.

[0040] The solvent for dissolving chitin is hexafluoroisopropanol, hexafluoroacetone, dichloroethanol, dimethylformamide containing lithium chloride, dimethylacetamide containing lithium chloride, N-methylmorpholine oxide, Concentrated hydrochloric acid, concentrated sulfuric acid, concentrated phosphoric acid, methanesulfonic acid, formic acid, dichloroacetic acid, trichloroacetic acid or a mixture of two or more, the amount of solvent used is 5 to 50 times the mass of chitin.

[0041] When weakly acidic solvents are used: hexafluo...

Embodiment 1

[0048] At 10°C, 10 g of chitin was slowly added into 200 mL of concentrated hydrochloric acid (36 wt%). After stirring for 6 hours, chitin was completely dissolved. Raise the reaction temperature to 30° C., stir for 1 hour, and then slowly add NaOH solid powder to the reaction solution to neutralize the reaction solution. 1000 mL of ethanol was added to the reaction solution for alcohol precipitation, and the precipitated solid precipitate was filtered, washed with ethanol, and air-dried to obtain 6 grams of small molecule chitin and chitooligosaccharides.

Embodiment 2

[0050] At 30°C, 10g of chitin was slowly added into 500mL of hexafluoroisopropanol. After stirring for 6 hours, 25 mL of concentrated hydrochloric acid was added after the chitin was completely dissolved. Raise the reaction temperature to 50° C., stir for 1.2 hours, and then spin-evaporate in vacuum at 50° C. to evaporate and recover most of the reaction solvent. The reaction product was washed with ethanol, filtered, and air-dried to obtain 7 grams of chitin-oligosaccharide mixture with small molecular weight.

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Abstract

The invention relates to the technical field of fine chemical engineering and in particular relates to a preparation method of a chitosan oligosaccharide of a complex structure with adjustable degreeof polymerization and degree of deacetylation. The preparation method comprises the following steps: dissolving or fully swelling chitin in a certain solvent, and performing uniform phase degradationunder acid catalysis so as to obtain small-molecule chitin or chitin oligose; further adjusting the degree of polymerization and degree of deacetylation of the small-molecule chitin or chitin oligoseby using chitinase, chitosanase, chitin deacetylase or a nonspecific commercial enzyme containing the previous enzyme activity, and performing spray drying, thereby obtaining the chitosan oligosaccharide of the complex structure with the adjustable degree of polymerization of 20 or less and degree of deacetylation of 20-80%. According to the preparation method disclosed by the invention, the degree of polymerization, the degree of deacetylation and other sugar chain molecular structures of the complex chitosan oligosaccharide can be adjusted, the product yield is high, the amount of by-products is small, the cost is low, and batch production is easily realized.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a method for preparing chitosan oligosaccharides with complex structures whose degree of polymerization and deacetylation can be regulated. Background technique [0002] Chitin, also known as chitin, is a high molecular polymer composed of different numbers of N-acetylglucosamine (GlcNAc) linked by β-1,4-glucosidic bonds. It has a structure similar to that of cellulose and is widely used. Existing in the shells of marine crustaceans, insect wings, fungi and algae cell walls, it is the natural polysaccharide and the second largest renewable resource on earth after cellulose reserves. It is estimated that organisms in nature can produce 100 billion tons of chitin every year, of which only 2 million tons are used by modern industries. With the depletion of fossil resources and the continuous increase in cost, fine chemicals developed from biomass resources such as chitin hav...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C07H1/00C07H5/06
CPCC07H1/00C07H5/06C08B37/003
Inventor 赵岩程功张文昌张劲松杜昱光
Owner INST OF METAL RESEARCH - CHINESE ACAD OF SCI
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