Method for preparing L-glufosinate-ammonium through microorganism catalysis and deracemization

A technology of glufosinate-ammonium and deracemization, applied in the biological field, can solve the problems of high preparation cost and achieve the effects of low cost, reduced process cost and simple process

Active Publication Date: 2019-04-12
重庆惠健生物科技有限公司
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  • Abstract
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  • Application Information

AI Technical Summary

Problems solved by technology

The method adopts immobilized D-amino acid oxidase-palladium carbon/ammonium formate combination system to realize de

Method used

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  • Method for preparing L-glufosinate-ammonium through microorganism catalysis and deracemization
  • Method for preparing L-glufosinate-ammonium through microorganism catalysis and deracemization
  • Method for preparing L-glufosinate-ammonium through microorganism catalysis and deracemization

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Experimental program
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Effect test

Embodiment 1

[0032] Embodiment 1: cell culture

[0033] Bacillus xylosinolyticus XX-2 was fermented in shake flasks. The seed solution was inserted into the sterilized enzyme-producing medium with a 10% inoculation amount, and cultured on a shaker (180 rpm) at 30° C. for 48 hours. The bacterial solution was centrifuged at 4°C and 8000 rpm for 5 minutes, the bacterial cells were collected, and washed twice with sodium phosphate buffer ((100mmol / L, pH8.0). The bacterial cells were resuspended in sodium phosphate buffer (100mmol / L, pH8.0) for later use.

Embodiment 2

[0034] Embodiment 2: the stereo inversion of D-glufosinate-ammonium

[0035] The reaction solution (10ml) contained 100mmol / L phosphate buffer (pH8.0), 100mmol / L D-glufosinate-ammonium, and 500mg (dry weight) of Bacillus xylosinolyticum XX-2 cells. The reaction was shaken on a constant temperature shaker at 30°C and 180 rpm. Samples were taken at regular intervals, the cells were removed by centrifugation to collect the supernatant, and the concentration of L- and D-glufosinate-ammonium in the supernatant was determined by pre-column chiral derivatization-HPLC. After 24 hours, the reaction of D-glufosinate-ammonium was complete, and the concentration of L-glufosinate-ammonium in the reaction liquid was 66mmol / L, ee 99.8%.

Embodiment 3

[0036] Example 3: DL-glufosinate-ammonium deracemization

[0037]The reaction solution (10ml) contained 100mmol / L phosphate buffer (pH8.0), 200mmol / L DL-glufosinate-ammonium, and 500mg (dry weight) of Bacillus xylosinolyticum XX-2 cells. The reaction was shaken on a constant temperature shaker at 30°C and 180 rpm. Samples were taken at regular intervals, the cells were removed by centrifugation to collect the supernatant, and the concentration of L- and D-glufosinate-ammonium in the supernatant was determined by pre-column chiral derivatization-HPLC. After 24 hours, the reaction of D-glufosinate-ammonium was complete, and the concentration of L-glufosinate-ammonium in the reaction liquid was 166mmol / L, ee99.5%.

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Abstract

The invention discloses a method for preparing L-glufosinate-ammonium through microorganism catalysis and deracemization. According to the method, DL-glufosinate-ammonium is used as a raw material, D-amino acid oxidase in lysinibacillus xylanilyticus XX-2 whole cells catalyzes D-glufosinate-ammonium to be subjected to oxidative deamination to obtain 4-(hydroxymethylphosphinyl)-2-oxobutanoic, and L-glufosinate-ammonium is reserved. The amino acid dehydrogenase co-expressed in cells catalyzes the 4-(hydroxymethylphosphinyl)-2-oxobutanoic to be subjected to in-situ reduction and ammoniation to obtain the L-glufosinate-ammonium, so that complete deracemization of the DL-glufosinate-ammonium is realized. The prepared L-glufosinate-ammonium does not have any other by-products, the total yield isgreater than 70%, and the optical purity is greater than 99%.

Description

technical field [0001] The invention belongs to the field of biotechnology. Specifically, it relates to a method for preparing L-glufosinate-ammonium from Lysinibacillus xylanilyticus XX-2. Background technique [0002] Glufosinate-ammonium is a chiral herbicide with two enantiomers, L- and D-. Among them, the herbicidal activity of L-glufosinate-ammonium is twice that of the racemate. Glufosinate-ammonium is used in the pure optical isomer form of L-configuration, which can reduce the consumption of glufosinate-ammonium by 50%, which is of great significance for reducing the cost of use and reducing environmental pressure. [0003] The preparation method of L-glufosinate-ammonium mainly includes chemical method and biological method. Compared with the chemical method, the biological method has the advantages of strict stereoselectivity, mild reaction conditions, high yield and easy separation and purification of the product. It is the most potential method to realize the...

Claims

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Application Information

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IPC IPC(8): C12P41/00C12P13/04C12R1/01
CPCC12P13/04C12P41/001C12P41/002
Inventor 夏仕文方国兰
Owner 重庆惠健生物科技有限公司
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