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Method for synthesizing alkyl polyglycoside catalyzed by amylase

A technology of alkyl glycoside and amylase, applied in the field of enzyme-catalyzed production of fatty alcohol glycoside

Inactive Publication Date: 2010-12-08
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Foreign scholars have begun to use enzymes to catalyze reactions, but domestic research on the use of enzymes as catalysts to synthesize glycosides is still relatively small, and most of them use glycoside hydrolases to catalyze their reverse reactions to synthesize glycosides [Wu Ying, Yu Jiugao, Glycosidase catalyzed preparation of alkyl Glycosides, Chemical Bulletin, 2005,168(136): 1-7], but glycoside hydrolase is expensive, and the conversion rate of glycosidase to long-chain fatty alcohols is also very low, which hinders its development in industrialization

Method used

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  • Method for synthesizing alkyl polyglycoside catalyzed by amylase

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Example 2

[0051] Put 1g of starch and 0.3724g of lauryl alcohol in a conical flask; add 10ml of acetone, place the conical flask with the above mixture in a HZ-9613Y oil bath constant temperature shaker, shake at a constant temperature of 50°C for 10 minutes; add β- Amylase 0.2000g; rotation speed 180r / min, constant temperature 50°C, react for 0.5 hours and then filter under reduced pressure, wash the filter cake twice with 10ml chloroform, combine the filtrate, then add 20-40mL chloroform to the filtrate, shake well, transfer Put it into a separatory funnel, separate the lower layer extract after standing to separate layers, extract the upper layer with chloroform, combine the lower layer extract and chloroform extract, evaporate the solvent, dry in vacuum, and crystallize to obtain the alkyl glycoside. 0.380 g of purified product was obtained. Residual sugar analysis found 15% unreacted glucose in the system.

Embodiment 2

[0053] Put 1g of starch and 0.5585g of lauryl alcohol in an Erlenmeyer flask; add 5ml of acetone and 10ml of water, place the Erlenmeyer flask with the above mixture in a HZ-9613Y oil bath constant temperature oscillator, and shake at a constant temperature of 60°C for 10 minutes; Add 0.1004g of α-amylase; rotate at 160r / min, keep temperature at 60°C, react for 4 hours and filter under reduced pressure, wash the filter cake twice with 10ml chloroform, combine the filtrate, then add 20-40mL chloroform to the filtrate, fully Shake well, transfer to a separatory funnel, separate the lower layer extract after standing to separate layers, extract the upper layer with chloroform, combine the lower layer extract and chloroform extract, evaporate the solvent, dry in vacuum, and crystallize to obtain alkyl glycosides. 0.541 g of purified product was obtained. Residual sugar analysis found 6% unreacted glucose in the system.

Embodiment 3

[0055] Put 1g of starch and 0.9350g of lauryl alcohol in a conical flask; add 20ml of propanol, place the conical flask with the above mixture in a HZ-9613Y oil bath constant temperature shaker, shake at a constant temperature of 70°C for 10 minutes; add α -Amylase 0.0800g; rotating speed 180r / min, constant temperature 70°C, react for 1 hour and then filter under reduced pressure, wash the filter cake twice with 10ml chloroform, combine the filtrate, then add 20-40mL chloroform to the filtrate, shake well , transferred to a separatory funnel, after standing to separate the layers, the lower layer extract was separated, the upper layer was extracted with chloroform, the lower layer extract and the chloroform extract were combined, the solvent was evaporated, vacuum dried, and crystallized to obtain alkyl glycosides. 0.396 g of purified product was obtained. Residual sugar analysis found 12% unreacted glucose in the system.

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Abstract

The invention discloses a method for catalyzing and synthesizing alkyl glycoside by amylase. The method comprises the steps that starch and fatty alcohol react for 0.5 to 24 hours at 40 to 80 DEG C in organic solvent or mixed solvent of organic solvent and water and under the catalysis of the amylase, then decompression filtering, vacuum drying, and crystallization are carried out to obtain the alkyl glycoside. The reaction of the method of the invention is performed in a normal pressure, thereby the production process is simple; the reaction temperature is 40 to 80 DEG C, and the reaction temperature is low; the method which adopts the solvent with low toxicity can be used for foods and medicines, the product purification is simple, and the alkyl glycoside with high purity can be obtained.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and relates to a method for producing fatty alcohol glycosides by using starch as a raw material, in particular to a method for enzyme-catalyzed production of fatty alcohol glycosides. Background technique [0002] Among the polyol-type nonionic surfactants, sugar fatty acid esters and alkyl glucosides (APG) are the two most widely used nonionic surfactants. They are non-toxic, non-irritating to the skin, have good biodegradability, and have the functions of decontamination, emulsification, washing, dispersion, moistening, penetration, diffusion, foaming, anti-oxidation, viscosity adjustment, sterilization, anti-aging, anti-static and anti-crystallization. It has a variety of functions such as analysis, and has been widely used in the daily chemical, food and pharmaceutical industries. [0003] Alkyl glycosides (APG) are nonionic surfactants made from renewable resources (starch and oil or their de...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P19/44
Inventor 马万勇班青吴建国
Owner QILU UNIV OF TECH