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A kind of method for synthesizing l-tert-leucine with double enzymes

A technology of tertiary leucine and trimethylpyruvic acid, which is applied in the field of double-enzyme synthesis of L-tertiary leucine, can solve the problems of high production cost and long reaction time, and achieves reduction of reaction cost, shortened reaction time and improved The effect of reaction efficiency

Active Publication Date: 2016-07-06
ENZYMASTER NINGBO BIO ENG CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The invention of publication number WO2011100265A2 discloses the production of L-tert-leucine by enzymatically coupling leucine dehydrogenase and ketoreductase. The reaction time of this invention is as long as 24 hours, and the production cost is high

Method used

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  • A kind of method for synthesizing l-tert-leucine with double enzymes

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Effect test

Embodiment 1

[0013] A method for synthesizing L-tert-leucine with two enzymes, configuring reaction solution A: adding 0.5 g of trimethylpyruvate, 0.47 mL of ammonia water with a concentration of 30% and 0.5 mL of isopropanol to a concentration of 0.63 M In the ammonium formate solution with a volume of 2mL, stir evenly, and adjust the pH value to 9.0; prepare reaction solution B: mix 7.5mg leucine dehydrogenase (commercially available), 7.5mg isopropanol dehydrogenase (purchased in Ningbo Madison Pharmaceutical Technology Co., Ltd. (trade name: 111EM006) and 2.5mg of coenzyme NADH (commercially available) were dissolved in water, stirred evenly, and made into 2.03mL enzyme solution; React at a reaction temperature of 40°C and a stirring rate of 400 rpm for 4 hours. After the reaction is complete, filter to obtain a solid of L-tert-leucine. The above-mentioned reacted reaction formula is as follows: figure 1 shown.

Embodiment 2

[0015] It is basically the same as Example 1, except that the mass of trimethylpyruvate is 0.25 g, the pH value is 9.5, the reaction temperature is 25° C., and the reaction time is 8 hours.

Embodiment 3

[0017] It is basically the same as Example 1, except that the mass of trimethylpyruvate is 1.0g, the pH value is 8.0, and the reaction temperature is 30°C. The reaction solution A is poured into the reaction solution B in two times: that is, the reaction solution is first Add 1.5 mL of solution A to reaction solution B, react for 3 hours, and then add the remaining amount of reaction solution A to reaction solution B for 9 hours.

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Abstract

The invention discloses a method for synthesizing L-tertiary leucine through double enzymes. A coenzyme NADH is coupled and mediated by utilizing leucine dehydrogenase and isopropanol dehydrogenase, and NAD+ can be rapidly reduced into NADH through the isopropanol dehydrogenase under the action of isopropanol with the final concentration being about 10 percent in a reaction solution, so that the reaction speed is increased, the reaction time is shortened, the reaction efficiency is improved, the space time yield is increased, the amount of double enzymes is low and is not higher than 3 percent of the mass of substrates, the reaction cost is reduced, the purity of the reaction product is over 99%ee, and recrystallization and resolution are not needed.

Description

technical field [0001] The invention relates to a synthesis method of L-tert-leucine, in particular to a method for synthesizing L-tert-leucine with two enzymes. Background technique [0002] L-tert-leucine is an important drug intermediate, and it is the main chiral compound of the anti-AIDS drug Atazanavir, the anti-hepatitis C drugs Telaprevir and Boceprevir. At present, there are methods for producing L-tert-leucine by enzyme biocatalysis at home and abroad: For example, the publication number is CN101845476, and the name is a patent application for the method of preparing L-tert-leucine compounds by a dual-enzyme system, which discloses the use of acylated amino acids The method for the resolution of racemase and hydrolase is used to prepare L-tert-leucine compounds. Although the method is simple, the conversion rate is lower than 50%. The publication number is CN102888431, and the name is a patent application for the invention of a method for preparing L-tert-leucine,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P13/04
Inventor 黄勇开托马斯-道斯曼纪摇摇徐青张城孝
Owner ENZYMASTER NINGBO BIO ENG CO LTD
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