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Method for synthesizing phosphorylated chitin by using methanesulfonic acid as solvent

A technology of methanesulfonic acid and chitin, applied in the field of biochemical industry, can solve the problems of restricting wide application and achieve the effects of long process route, high yield and new physiological and biochemical activities

Inactive Publication Date: 2014-04-09
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the insolubility of chitin in most solvents and other structural factors, its wide application is still limited.

Method used

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  • Method for synthesizing phosphorylated chitin by using methanesulfonic acid as solvent
  • Method for synthesizing phosphorylated chitin by using methanesulfonic acid as solvent
  • Method for synthesizing phosphorylated chitin by using methanesulfonic acid as solvent

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Experimental program
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Effect test

Embodiment 1

[0028] Preparation of Eaton reagent: Methanesulfonic acid is placed in a flask; phosphorus pentoxide is weighed in a dry state and added to the flask, and mixed with methanesulfonic acid for 1.5 hours under constant stirring; methylsulfonic acid and phosphorus pentoxide The mass ratio is 10:1;

[0029] Reaction: Grind the dried chitin, pass through a 100-mesh sieve, mix 2 g of chitin that passed through the sieve with 14 ml of Eaton reagent (14 g), and continue to stir and react at 2°C for 2 hours under the protection of nitrogen. Add 70ml of ether to precipitate and centrifuge. Then wash with 42ml acetone and 42ml methanol successively. The precipitate was then dissolved with 50 ml of deionized water. The turbid liquid was dialyzed with a molecular weight cut-off of 3500, then concentrated in vacuum, and the concentrated liquid was freeze-dried to obtain the product. The measured substitution degree of phosphorylated chitin was 0.71.

[0030] figure 1 (a) is the infrared...

Embodiment 2

[0033] Preparation of Eaton reagent: Methanesulfonic acid is placed in a flask; phosphorus pentoxide is weighed in a dry state and added to the flask, and mixed with methanesulfonic acid for 1.5 hours under constant stirring; methylsulfonic acid and phosphorus pentoxide The mass ratio is 10:1;

[0034] Reaction: crush the dried chitin, pass through a 100-mesh sieve, mix 3g of chitin that has passed through the sieve with 20ml of Eaton reagent (20g), and stir continuously at 4°C under the protection of nitrogen, and slowly add phosphorus pentoxide 1.5g, reacted for 3 hours. Add 100ml ether to precipitate and centrifuge. Then wash with 60ml acetone and 60ml methanol successively. Dissolve the precipitate with 80ml of deionized water. The turbid liquid was dialyzed with a molecular weight cut-off of 6000, then concentrated in vacuum, and the concentrated liquid was freeze-dried to obtain the product. The degree of substitution of phosphorylated chitin was measured to be 1.15....

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Abstract

The invention relates to a method for carrying out phosphorylation modification on chitin. The method comprises the following steps: 1) preparation of an Eaton reagent: weighing phosphorus pentoxide under a dry state, adding the phosphorus pentoxide into a flask, continuously stirring to mix and dissolve the phosphorus pentoxide with methanesulfonic acid for 1-2 hours; 2) reaction: crushing dried chitin, extracting components passing through sieve holes, dissolving dry chitin dry powder in the Eaton reagent under the protection of nitrogen, and stirring to react; and 3) separation: adding diethyl ether in the reaction system, precipitating and centrifuging, and washing the precipitate; and then, dissolving the precipitate in deionized water; vacuum concentrating dialyzed turbid liquid, and freeze drying the concentrated solution to obtain a product. The method provided by the invention has the advantages that 1. the method is simple and easy to operate, high in yield and is environment-friendly, thereby being suitable for industrial production. 2. the degree of substitution of the obtained product is high; and 3. the method provided by the invention is used for carrying out phosphorylation modification on the chitin, and after the solubility is reinforced, the chitin is conducive to organism absorption and shows new physiological and biochemical activities.

Description

technical field [0001] The invention belongs to the field of biochemical industry, and in particular relates to a preparation method for phosphorylation modification of chitin to make it soluble in water. Background technique [0002] Chitin, also known as chitin, polyacetylglucosamine, chemically named (1,4)-2-acetylamino-2-deoxy-β-D-glucan, is based on β-1,4 glycoside Bonded linear biopolymers, which can be extracted from crustacean shells and fungal cell walls, are the second largest renewable natural biopolymers after cellulose. However, chitin is insoluble in common solvents due to intramolecular and intermolecular hydrogen bonds, which largely limits the further application of chitin. In order to increase its water solubility, chitosan is usually prepared by deacetylating chitin. Chitosan can only be dissolved under acidic conditions, which limits its application range. And in the process of deacetylation, the residual concentrated alkali will cause great pollution ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
Inventor 魏凌云王建华杜昱光
Owner WUHAN INSTITUTE OF TECHNOLOGY
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