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Method for preparing L-(+)-lactic acid

A technology of lactic acid and ethyl lactate, applied in the field of preparation of L-(+)-lactic acid, can solve the problems of unreliable safety, high cost and high production cost, and achieves high stereoselectivity, mild reaction conditions and environmental pollution. small effect

Inactive Publication Date: 2008-04-30
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The technical problem to be solved by the present invention is to provide a method for preparing L-(+)-lactic acid, which is a technology for producing L-(+)-lactic acid by enzymatically catalyzing asymmetric hydrolysis of ethyl lactate in an organic phase , this technology not only overcomes the disadvantages of the product of the chemical synthesis method being racemic lactic acid, namely DL-(+)-lactic acid, unreliable safety and high production cost, but also overcomes the disadvantages of the complex product of the fermentation method, difficulty in purification, and its workshop Disadvantages of large equipment investment and high cost

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Take 1.5 g of ethyl lactate and 0.1 g of water and add them to a 50 ml triangular flask with a ground stopper, then add 1 ml of tert-butanol, 9 ml of isooctane, and 6 mg of enzyme N435 into the triangular flask with a grinder stopper In the process, seal the mouth of the bottle with tetrafluoroethylene sealing tape and place it in a constant temperature water bath shaker. The number of shaker revolutions is 220 rpm, the reaction temperature is 30°C, and the reaction time is 28 hours. After the reaction is completed, the molecular distillation of the product is obtained. The product L-(+)-lactic acid.

[0017] Take the above product and dilute it 50 times with water in a volumetric flask, use a micro-vortex mixer to mix the solution in the volumetric flask evenly, and then use liquid chromatography external standard method and biosensor detection, the ee value of L-(+)-lactic acid is 94 %, the yield is 15.36%.

Embodiment 2

[0019] Take 3 grams of ethyl lactate and 1 gram of water and add them to a 50-mL conical flask with a ground stopper, then add 5 milliliters of tert-butanol, 5 milliliters of isooctane, and 30 mg of enzyme N435 into the conical flask with a ground stopper In the process, seal the mouth of the bottle with tetrafluoroethylene sealing tape and place it in a constant temperature water bath shaker. The number of shaker revolutions is 50 rpm, the reaction temperature is 60°C, and the reaction time is 20 hours. After the reaction is completed, the molecular distillation of the product is obtained. The product L-(+)-lactic acid.

[0020] Take the above product and dilute it 50 times with water in a volumetric flask, use a micro-vortex mixer to mix the solution in the volumetric flask evenly, and then use liquid chromatography external standard method and biosensor detection, the ee value of L-(+)-lactic acid is 72.41 %, the yield is 30.25%.

Embodiment 3

[0022] Get 2.25 grams of ethyl lactate and 0.15 grams of water and add them to a 50-milliliter conical flask with a grinding mouth stopper, then add 1 milliliter of acetone, 9 milliliters of isooctane, and 22.5 mg of enzyme CRL into a grinding-neck stopper conical flask, and use Seal the bottle with tetrafluoroethylene sealing tape and place it in a constant temperature water bath shaker. The shaker rotates at 150 rpm, the reaction temperature is 70°C, and the reaction time is 3 hours. After the reaction is completed, the product is molecularly distilled to obtain the product L- (+)-Lactic acid.

[0023] Take the above product and dilute it 50 times with water in a volumetric flask, use a micro-vortex mixer to mix the solution in the volumetric flask evenly, and then use liquid chromatography external standard method and biosensor detection, the ee value of L-(+)-lactic acid is 50.62 %, the yield is 10.17%.

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Abstract

The invention discloses a method for preparing L-(+)-lactic acid, relates to an enzyme method for synthesizing the lactic acid, and is a technology for producing the L-(+)-lactic acid by catalyzing asymmetric hydrolytic ethyl lactate in the enzyme method in an organic phase. The method has the steps that the ethyl lactate and water are taken to be added into a reactor, and then organic solvent and lipase catalyst are added, wherein, the materials has the compounding ratio that the mass ratio of the ethyl lactate and the water is 3 to 15:1, the dosage of the lipase catalyst is 0.4 to 1 percent of the mass of the ethyl lactate, and the volume of the water is 1 to 10 percent of the volume of the organic solvent. After being sealed, the reactor is put into a thermostat water bath shaker, the number of revolution of the shaker is 220 to 50 revolution / minute, the reaction temperature is 30 to 70 DEG C, the reaction time is 3 to 28 hours, and after the reaction is finished, the product, namely, the L-(+)-lactic acid can be obtained by distilling the molecules of the resultant. The invention has simple method for preparing the L-(+)-lactic acid, the reaction condition is mild and the environmental pollution is small; the stereo selectivity of the obtained product is high, the ee value of the L-(+)-lactic acid is 50 to 94 percent, and the yield rate thereof is 10 to 40 percent.

Description

technical field [0001] The technical solution of the present invention relates to the technical field of synthesizing lactic acid using an enzyme method, specifically the preparation method of L-(+)-lactic acid. Background technique [0002] The lactic acid used in the food industry is about 50% spinolactic acid. Due to the different metabolic pathways of D-(-)-lactic acid and L-(+)-lactic acid in the human body, the human body can only metabolize L-(+)-lactic acid, and the ingested D-(-)-lactic acid will be in the human body Accumulation, too much D-(-)-lactic acid can cause an increase in the uric acid value of the human body. Therefore, the World Health Organization has stipulated that only L-(+)-lactic acid is allowed to be used in baby food. In addition, highly optically isomerized poly-L-(+)-lactic acid (L / (L+D) > 92%) has good application prospects in orthopedic surgery, artificial surgical sutures, vascular surgery and drug release materials. In addition, L-(+)...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/56
Inventor 高静刘效岩
Owner HEBEI UNIV OF TECH
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