Method for synthesizing cane sugar-6-acetic ester by using lipase for catalyzing

A technology of lipase and acetate, applied in the field of enzyme catalysis, can solve the problem of low purity of sucrose-6-acetate and achieve the effect of improving product purity

Active Publication Date: 2010-12-29
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Synthesis of sucrose-6-acetate with lipase catalysis also has research at home and abroad, such as patent application number 200910154595 with lipase catalyzed synthesis of sucrose-6-acetate, but the system of the reaction is different from the technology of the present invention, because it uses water Two-phase reaction system with an organic solvent, the resulting sucrose-6-acetate has a lower purity of no more than 55%

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Prepare a 0.1 mol / L tris solution with distilled water, and adjust the pH to 8.4 with 0.1 mol / L hydrochloric acid. Add 10000 units / gram of Candida lipase with enzyme activity (produced by Wuxi Snowflake Enzyme Preparation Co., Ltd.), and mix in the amount of 10 grams of enzyme per 100 milliliters of buffer solution. Take 100 milliliters of tert-amyl alcohol, add 1.0 milliliters of lipase-dissolved buffer, add 1.3 grams of sucrose to achieve saturation, stir evenly, add 1.3 grams of vinyl acetate, keep stirring at 60 ° C and 150 rpm. After 12 hours of reaction, 1.3 g of vinyl acetate was added, and the reaction was continued for 12 hours. After finishing the reaction, wash the reaction solution twice with 200 ml of distilled water to remove excess sucrose and enzyme. After washing, tert-amyl alcohol was recovered by vacuum distillation to obtain the product. As determined by high-performance liquid chromatography, the sucrose esterification rate was 68.3% and the purity...

Embodiment 2

[0024] Prepare 0.04mol / L barbital sodium solution with distilled water, and adjust the pH to 8.2 with 0.2mol / L hydrochloric acid. Candida lipase (produced by Wuxi Snowflake Enzyme Preparation Co., Ltd.) with 10000 units / gram of enzyme activity was mixed in at an amount of 12 grams of enzyme per 100 milliliters of buffer solution. Take 100 ml of tert-amyl alcohol, add 0.6 ml of lipase-dissolved buffer, add 1.1 g of sucrose to achieve saturation, stir evenly, add 1.1 g of vinyl acetate, keep stirring at 50°C and 140 rpm for reaction. After 12 hours of reaction, 1.1 g of vinyl acetate was added, and the reaction was continued for 12 hours. After finishing the reaction, wash the reaction solution twice with 200 ml of distilled water to remove excess sucrose and enzyme. After washing, tert-amyl alcohol was recovered by vacuum distillation to obtain the product. As determined by high performance liquid chromatography, the sucrose esterification rate was 71.7% and the purity was 88....

Embodiment 3

[0026] Prepare 0.2mol / L boric acid solution with distilled water, adjust the pH with 0.2mol / L borax to be 8.7. Mix the Candida lipase (produced by Wuxi Snowflake Enzyme Preparation Company) with 10000 units / gram of enzyme activity, press every 100 milliliters of buffer solution The amount of 15 grams of enzyme is allocated. Take 100 ml of tert-amyl alcohol, add 0.3 ml of lipase-dissolved buffer, add 1.0 g of sucrose to achieve saturation, stir evenly, add 1.0 g of vinyl acetate, keep stirring at 65°C and 160 rpm for reaction. After 12 hours of reaction, 1.0 g of vinyl acetate was added, and the reaction was continued for 12 hours. After finishing the reaction, wash the reaction solution twice with 200 ml of distilled water to remove excess sucrose and enzyme. After washing, tert-amyl alcohol was recovered by vacuum distillation to obtain the product. As determined by high performance liquid chromatography, the sucrose esterification rate was 72.7.3% and the purity was 90.3%. ...

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Abstract

The invention discloses a method for synthesizing a cane sugar-6-acetic ester by using lipase for catalyzing. The method comprises the following steps of: based on 72,000 to 150,000 enzyme activity unit enzyme in 100 ml buffer solution, adding the lipase into buffer solution with a pH value of between 8.1 and 8.7 to obtain enzyme solution; adding an organic solvent into the enzyme solution; adding cane sugar until the cane sugar in reaction solution is saturated; stirring until the cane sugar is solved and adding an acetic ester compound; reacting at the temperature of between 40 and 65 DEG C with stirring; adding the acetic ester compound after reacting for 11 to 13 hours; ending an reaction after reacting totally for 23 to 25 hours; and washing the reaction product with distilled water, decompressing and distilling to obtain cane sugar-6-acetic ester, wherein the acetic ester compound is vinyl acetate or isopropenyl acetate; the volume ratio of the enzyme solution to the organic solvent is 0.1-1:100; and the organic solvent is tertiary amyl alcohol, sec-butyl alcohol or tetrahydrofuran. The organic solvent is selected and the water content of a reaction system is less than 1.0 percent, so that the purity of the obtained high-purity cane sugar-6-acetic ester is over 75 percent, and 99 percent in maximum.

Description

1. Technical field [0001] The method relates to the technical field of enzyme catalysis, in particular to a method for synthesizing sucrose-6-acetate by lipase catalysis. 2. Background technology [0002] Sucrose-6-acetate is a key intermediate in the synthesis of the sweetener sucralose, and the enzymatic synthesis of high-purity sucrose-6-acetate is very important. [0003] Most of the existing synthetic techniques of sucrose-6-acetate are chemical synthesis methods. Synthesis of sucrose-6-acetate with lipase catalysis also has research at home and abroad, such as patent application number 200910154595 with lipase catalyzed synthesis of sucrose-6-acetate, but the system of the reaction is different from the technology of the present invention, because it uses water In the two-phase reaction system with an organic solvent, the purity of the obtained sucrose-6-acetate is relatively low, not more than 55%. 3. Contents of the invention [0004] The purpose of the present i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/12
Inventor 钱俊青刘敏罗旭
Owner ZHEJIANG UNIV OF TECH
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