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Enzymatic resolution method of chiral substance

An enzymatic separation and chiral technology, which is applied in the fields of bioengineering and food, can solve problems such as continuous production difficulties, low reaction efficiency, and long reaction time, so as to reduce enzyme loss and purification costs, improve catalytic efficiency, The effect of short separation time

Active Publication Date: 2019-04-16
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide an efficient and fast method for the problems of high cost, difficulty in continuous production, low reaction efficiency and long reaction time caused by product inhibition in the current process of enzymatic separation and production of chiral substances. Method for Enzymatic Resolution and Production of Chiral Substances

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Take an appropriate amount of CALB lipase in a conical flask, add 1000 times the volume of water, mix well, take 1g of crude enzyme solution (enzyme concentration 5U / mL), 0.6g of dipotassium hydrogen phosphate, mix well and add 0.4g Polyethylene glycol 400 and 0.4g isopropyl ether solution containing 5% vortex-type methyl mandelate are packed into a stoppered Erlenmeyer flask and mixed evenly. The pH value of the mixed solution is 8.9, and placed at a constant temperature of 200rpm On a shaker, the reaction was controlled at 30°C for 2h. Another 1 g of crude enzyme solution (5 U / mL) was added to 0.4 g of isopropyl ether solution containing 5% vortex-type methyl mandelate, diluted with water to the same volume, and reacted under the same conditions as a control. After the reaction, set the speed of centrifugation at 5000rpm for 5min to divide into three layers, which are the upper liquid layer, the middle liquid layer and the lower liquid layer. The product collected fr...

Embodiment 2

[0026] Take an appropriate amount of lipase AY30 and place it in a conical flask, add 100 times the volume of water, mix well, take 0.975g of crude enzyme solution (enzyme concentration 100U / mL), 0.225g of sodium sulfate, add 0.3g of polysaccharide after mixing Ethylene glycol 400 and 0.3g iso-octane solution containing 0.5% vortex type naproxen methyl ester are put into a stoppered Erlenmeyer flask and mixed evenly. The pH value of the mixed solution is 7.0, and placed at a constant temperature of 200rpm On a shaker, the reaction was controlled at 37°C for 4h. Another 0.975g crude enzyme solution (200U / mL) was added to 0.3g isooctane solution containing 0.5% vortex naproxen methyl ester, diluted with water to the same volume, and reacted under the same conditions as a control. After the reaction, set the speed of centrifugation at 3000rpm for 1min and divide it into three layers, which are the upper liquid layer, the middle liquid layer and the lower liquid layer. The single ...

Embodiment 3

[0028]Take an appropriate amount of lipase AY30 and place it in a conical flask, add 100 times the volume of water, mix well, take 0.975g of crude enzyme solution (enzyme concentration 200U / mL), 0.24g of sodium sulfate, add 0.285g of polysaccharide after mixing Ethylene glycol 600 and 0.3g iso-octane solution containing 0.5% vortex type (4-methoxyl-phenyl)-1-ethanol acetate, put into a stoppered Erlenmeyer flask and mix uniformly, the pH of the mixed solution The value is 7.0, and placed on a constant temperature shaker with a rotation speed of 200rpm, controlled at 45°C for 20min. Take another 0.975g of crude enzyme solution (100U / mL), add 0.3g of isooctane solution containing 0.5% vortex type (4-methoxy-phenyl)-1-ethanol acetate, and dilute with water to the same volume, reacted under the same conditions as a control. After the reaction, set the speed of centrifugation at 9000rpm for 3min and divide it into three layers, which are the upper liquid layer, the middle liquid l...

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Abstract

The invention belongs to the technical field of bioengineering and food, and discloses an enzymatic resolution method of a chiral substance. The method comprises the following steps that (1) an enzymesolution with the lipase concentration of 1-3000 U / mL is prepared, and soluble salt, a hydrophilic solvent and a hydrophobic solvent are added into the enzyme solution to prepare a three-liquid phasesystem; the hydrophobic solvent contains an ester or amide compound composed of a racemic chiral substance; (2) the three-liquid phase system is subjected to an enzymatic catalytic reaction under a stirring condition, after the reaction is completed, standing or centrifugation is carried out so that the three-liquid phase system is distributed in the three layers of an upper liquid layer, a middle liquid layer and a lower liquid layer from top to bottom in sequence, the hydrolyzed single optically chiral product is mainly gathered in the middle liquid layer or the lower liquid layer, and an upper liquid layer product is another ester or amide product containing the single optically chiral product. The method has the advantages that the energy consumption is small, the raw material utilization rate is high, the reaction condition is mild, and the problems are solved that an existing enzymatic chiral resolution is low in efficiency, poor in chiral selectivity, low in recovery rate and difficult in industrialization.

Description

technical field [0001] The invention belongs to the field of bioengineering and food technology, and relates to the separation and application technology of enzymes, in particular to a method for splitting chiral substances by enzymatic methods. Background technique [0002] In recent decades, the development of chiral substances has been in a period of blowout development. Among the drugs being developed in the world, more than two-thirds are chiral drugs, and the current market size has exceeded 250 billion US dollars. It has become an inevitable trend to replace traditional mixed racemic drugs with single chiral drugs with higher efficacy and fewer side effects. Although my country has a large demand gap and related basic resources for chiral substances, due to backward technology and poor product quality, most of the related products are difficult to compete with Western countries, and industrial upgrading is urgently needed. [0003] At present, the preparation of a si...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/62C12P13/02C12P41/00
CPCC12P7/62C12P13/02C12P41/001C12Y301/01003C12N9/20C12Y301/01074C12P7/42C12P7/40C12P7/22C12P7/04C12P41/004C12P41/005
Inventor 李志刚苏金芬杨博王永华李振成陈华勇
Owner SOUTH CHINA UNIV OF TECH
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