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A kind of method for preparing chitosan oligosaccharide

A technology of chitosoligosaccharides and chitosoligosaccharides, which is applied in the field of chitosoligosaccharides, can solve the problems of no large-scale production of chitosan oligosaccharides, difficulty in large-scale production, and low processing efficiency, and achieve economical and feasible, Ease of large-scale production and high processing efficiency

Active Publication Date: 2016-02-03
中科禾一(大连)农业科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical method mainly uses high-concentration acid such as concentrated hydrochloric acid to degrade chitin. This method has large pollution, high equipment requirements, and difficult post-processing; another chemical method uses monosaccharide as raw material to prepare chitin by chemical synthesis. Oligosaccharides, this method can obtain chitosan oligosaccharides with high purity, but the selectivity is low, the purification is difficult, and it is difficult to produce on a large scale; the physical method mainly uses particle beams to treat chitin, and the biological method uses enzymes to degrade chitin to prepare Chitosan oligosaccharides, but the above two methods have low treatment efficiency and are currently in the laboratory research stage
At present, there is no large-scale production of chitosan oligosaccharides in China

Method used

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  • A kind of method for preparing chitosan oligosaccharide
  • A kind of method for preparing chitosan oligosaccharide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Take 5.0g chitosan oligosaccharide (molecular weight is 300-1700Da, deacetylation degree is 90%) and dissolve in 50mL water, add 3mL methanol, add 4-dimethylaminopyridine 0.1g, then add acetic anhydride 4.37mL, at 60°C React for 4 hours. 5 times the volume of acetone was added to the reaction solution to obtain an off-white precipitate. After filtration, the filter cake was washed 2-3 times with acetone, and dried in a vacuum oven for 2 hours to obtain 3.7 g of an off-white powder. Calculated by nuclear magnetic resonance spectrum, the degree of acetylation is 97%, and the hydroxyl group has not reacted; the infrared spectrum is also at 1720cm -1 There are no absorption peaks on the left and right, which also means that there is no acetylation of the hydroxyl group.

Embodiment 2

[0025] Take 5.0g chitosan oligosaccharide (molecular weight is 300-1700Da, degree of deacetylation is 90%) dissolved in 50mL water, add 3mL methanol, then add 4.37mL acetic anhydride, react at 60°C for 4 hours. 5 times the volume of acetone was added to the reaction solution to obtain an off-white precipitate. After filtration, the filter cake was washed 2-3 times with acetone, and dried in a vacuum oven for 2 hours to obtain 3.56 g of an off-white powder. Calculated by NMR spectrum, the degree of acetylation is 96%, and the hydroxyl group has not reacted. The infrared spectrum is also at 1720cm -1 There are no absorption peaks on the left and right, which also means that there is no acetylation of the hydroxyl group.

Embodiment 3

[0027] Take 5.0g chitosan oligosaccharide (molecular weight is 300-1700Da, degree of deacetylation is 90%) dissolved in 50mL water, add 3mL methanol, add 4-dimethylaminopyridine 0.1g, add acetic acid 4.5mL, react at 80°C for 6 After 1 hour, 5 times the volume of acetone was added to the reaction solution to obtain an off-white precipitate. After filtration, the filter cake was washed with acetone 2-3 times, and dried in a vacuum oven for 2 hours to obtain 3.4 g of an off-white powder. Calculated by NMR spectrum, the degree of acetylation is 87%, and the hydroxyl group has not reacted. The infrared spectrum is also at 1720cm -1 There are no absorption peaks on the left and right, which also means that there is no acetylation of the hydroxyl group.

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Abstract

The invention discloses a preparation process of chitin oligose, which comprises the following steps: adding an acetylation reagent in the chitosan oligosaccharide solution with the concentration of 0.1%-50%, and reacting for 1 minute to 48 hours at the temperature of 0 DEG C to 100 DEG C to obtain the chitin oligose after the amino is acetylized selectively. The prepared chitin oligose has the following characteristics that the molecular weight is 400-7000 Dalton (Da), the degree of the amino acetylation is 85%-100%, and the hydroxyl is not acetylized. By adopting the preparation process disclosed by the invention, the mass production of the chitin oligose is achieved, thereby developing new medicines, functional food, food addictives, feed addictives, biological pesticides, plant growth promoters, plant stress resistance agents and the like.

Description

technical field [0001] The invention relates to chitosan oligosaccharides, in particular to a method for preparing chitosan oligosaccharides by selective acetylation of chitosan oligosaccharides. technical background [0002] Chito-oligosaccharide is a degradation product of chitin, and its structure is oligomeric N-acetyl-D-glucosamine linked by β-(1,4)-glycosidic bonds with a degree of polymerization of 2-20. Studies have shown that chitosan oligosaccharides have a variety of biological activities, including regulating immunity, antibacterial, hemostatic anticoagulation, anti-tumor metastasis, lowering blood pressure, and scavenging free radicals. For plants, they can induce disease resistance, promote growth, enhance Plant stress resistance (drought resistance, cold resistance) and other activities can be used in medicine, functional food, food additives, feed additives, biological pesticides, plant growth promoters, plant stress resistance agents and other fields, and ha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08C07H5/04C07H1/00
Inventor 杜昱光刘启顺赵小明赵静玫陈玮白雪芳
Owner 中科禾一(大连)农业科技有限公司