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Production method of L-glufosinate or salt thereof

A production method, the technology of glufosinate-ammonium, which is applied in the production field of L-glufosinate-ammonium or its salt, can solve problems such as not being suitable for scale-up production, limiting reaction speed, and enzyme inactivation, so as to achieve accelerated oxidation reaction speed and dissolution into The effect of fast speed and long-lasting enzyme activity

Active Publication Date: 2021-02-23
SICHUAN LIER BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Only relying on the natural dissolution of oxygen molecules in the air above the liquid surface will severely limit the reaction rate; the current reported oxygen dissolution method is the method of blowing air under the liquid surface in combination with stirring (as in Chinese patent application CN109072261A), but high shear Stirring and violent bubble tumbling will easily cause the inactivation of the isolated enzyme, and it will also cause severe foaming, which is not suitable for scale-up production
[0012] How to efficiently supply oxygen to achieve high concentration of DL-glufosinate-ammonium deracemization has become the bottleneck of the current process

Method used

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  • Production method of L-glufosinate or salt thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Under the condition of adding hydrogen peroxide, DAAO rapidly oxidized D-glufosinate-ammonium (50g / L)

[0038] Add 10 g of glufosinate-ammonium ammonium salt into a 500 mL three-necked bottle, add 180 mL of phosphate buffer (pH8.0, 50 mM) and start stirring. After the temperature (30° C.) stabilized, 0.5 ml of catalase and 150 mg of D-amino acid oxidase were sequentially added to start the reaction. During the reaction process, add 10% hydrogen peroxide dropwise to maintain the release of small bubbles in the bottle, and use ammonia water to control the pH at about 8.0, take samples 5 hours after the reaction, and use pre-column derivatization high-performance liquid chromatography to compare the ratio of D and L configurations to determine the conversion Rate. After the reaction was finished, there was no remaining D-glufosinate-ammonium, and the conversion rate was 100%.

Embodiment 2

[0046] Deracemization of 50g / L glufosinate-ammonium, 200mL system.

[0047] Add 10 g of glufosinate-ammonium ammonium salt into a 500 mL three-necked bottle, add 180 mL of phosphate buffer (pH8.0, 50 mM) and start stirring. After the temperature (30°C) stabilized, 7.5g glucose, 20mg coenzyme NADP + , 0.5ml catalase, 100mg glucose dehydrogenase, 100mg glutamate dehydrogenase were added to the system, and finally 200mg D-amino acid oxidase was added to start the reaction. During the reaction, add 10% hydrogen peroxide dropwise to maintain the release of small bubbles in the bottle, and use ammonia water to control the pH at about 8.0. Take samples 7 hours after the reaction and compare the concentrations and relative ratios of the D and L configurations with high-performance liquid chromatography before using the column. Determine conversion rate and ee%. At the end of the reaction, no D-glufosinate-ammonium was detected, the ee value reached 100%, and the conversion rate was ...

Embodiment 3

[0049] Deracemization of 200g / L glufosinate-ammonium, alcohol dehydrogenase cycle, 5L system.

[0050] Add 1000g of glufosinate-ammonium ammonium salt into a 10L fermenter, add 3400mL of deionized water to dissolve, start stirring at 100r / min, and adjust the pH to 8.0 with a small amount of ammonia water. After the temperature (30°C) and pH (8.0) are stable, add 500mg of coenzyme NADP + , 40ml catalase, 750g glucose, 10g D-glucose dehydrogenase, 10g glutamate dehydrogenase were added to the system, and finally 20g D-amino acid oxidase was added to start the reaction. During the reaction process, 30% hydrogen peroxide was added dropwise to maintain the dissolved oxygen level in the tank close to the saturation value. After reacting for 10 minutes, the tank body was closed, and the pH was controlled at about 8.0 with ammonia water. Samples were taken 7 hours after the reaction, and the conversion rate and ee% were determined by comparing the concentrations and relative ratios ...

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Abstract

The invention discloses an enzyme catalysis technology for preparing L-glufosinate through deracemization. The enzyme catalysis technology is characterized in that oxygen subjected to in-situ generation and dissolving by added hydrogen peroxide under a function of catalase is taken as an oxygen source; DL-glufosinate is taken as a raw material, and the deracemization of the DL-glufosinate is realized under catalysis of D-amino-acid oxidase, amino acid dehydrogenase and a proper coenzyme recycling system; and through an in-situ oxygen supply technology, reaction time can be obviously shortened,and the concentration of a product is obviously improved.

Description

technical field [0001] The invention belongs to the field of biochemical industry, and relates to a production method of L-glufosinate-ammonium or a salt thereof; in particular, it relates to a method for deracemizing DL-glufosinate-ammonium to generate L-glufosinate-ammonium by using an enzyme-catalyzed reaction. Background technique [0002] Glufosinate (glufosinate, 4-[hydroxy(methyl)phosphono]-DL-homoalanine) is the world's second-best-selling transgenic crop-tolerant herbicide. It is a broad-spectrum contact herbicide, and its mechanism of action is to inhibit the activity of L-glutamine synthase in plants, leading to nitrogen metabolism disorders in plants and eventually death. Compared with glyphosate, glufosinate-ammonium has wide practicability, quick effect, long-lasting effect, lower toxicity, safety and other significant advantages. Therefore, the sales volume of glufosinate-ammonium is growing rapidly, the market demand will be huge in the future, and the prosp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P41/00C12P13/04
CPCC12P41/007C12P13/04
Inventor 谢新开徐伟黄晓飞张金鑫
Owner SICHUAN LIER BIOTECHNOLOGY CO LTD
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