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A kind of method for preparing drsidopa

A technology of coenzyme and enzymatic reaction, applied in the field of preparation of drosidopa, can solve the problems of poor stereoselectivity, difficult separation and purification of products, low conversion rate, etc.

Active Publication Date: 2021-09-03
湖南引航生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method still has defects such as low conversion rate, large amount of glycine, poor stereoselectivity, and difficult separation and purification of products, and does not yet have the conditions for industrialization

Method used

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  • A kind of method for preparing drsidopa
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  • A kind of method for preparing drsidopa

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 10g 3,4-dihydroxybenzaldehyde, 100mg sodium bisulfite, 10g L-threonine, 40mg pyridoxal phosphate, 300mL 100mM phosphate buffer (pH 7.5) were sequentially added to the 500mL reaction flask under argon atmosphere. ) is heated to 30 ℃ of magnetic stirring, add 1g of transaldolase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., commodity number is YH1065, only one of the products of the model is provided here to illustrate the effect of the present invention), The stirring reaction was started, and 20 hours later, sampling was performed to detect the conversion rate of more than 80% by HPLC. After the reaction was completed, the pH of the system was adjusted to 1 with hydrochloric acid, the temperature was raised to 80 degrees and heated for 2 hours, filtered to remove the protein. The filtrate was concentrated to dryness and the residue was dissolved in isopropanol. The insoluble matter was removed by filtration, the pH was adjusted to about 6 with tri...

Embodiment 2

[0035] Add 100 g of 100 mM phosphate buffer (pH=7.5) to a 250 mL reaction flask under an argon atmosphere, and add 100 mg of sodium bisulfite, 10 g of 3,4-dihydroxybenzaldehyde, 10 g of L-threonine and glucose under stirring 12g, and the system was stirred for 10 minutes. Adjust the pH of the system to 7.5 with 3M sodium hydroxide, control the temperature of the system to 35 ° C and stir evenly, and add 20 mg of pyridoxal phosphate, 20 mg of nicotinamide adenine dinucleotide, 0.5 g of transaldolase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., product code YH1065), 0.5g acetaldehyde reductase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., product code YH2012) and 0.5g glucose dehydrogenase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., product code is YH1901), began to stir the reaction, in the reaction process, the pH of the system was regulated at 7.5 with 3M NaOH. After 20 hours, sampling by HPLC was detected, ...

Embodiment 3

[0037] Add 100 g of 100 mM phosphate buffer (pH=7.5) to a 250 mL reaction flask under an argon atmosphere, add 100 mg of sodium bisulfite, 10 g of 3,4-dihydroxybenzaldehyde, 10 g of L-threonine and 10 g of isopropanol, and the system was stirred for 10 minutes. Adjust the pH of the system to 7.5 with 3M sodium hydroxide, control the temperature of the system to 35 ° C and stir evenly, and add 20 mg of pyridoxal phosphate, 20 mg of nicotinamide adenine dinucleotide, 0.5 g of transaldolase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., commodity code YH1065), 0.5g acetaldehyde reductase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., commodity code YH2012) and 0.5g alcohol dehydrogenase enzyme powder (purchased from Suzhou Pilot Biotechnology Co., Ltd., product code is YH2023), started stirring reaction, 20 hours later sampling HPLC detection, the conversion rate is more than 99%. After the reaction was completed, the pH of the system wa...

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Abstract

The invention discloses a method for preparing drsidodopa, which is characterized in that droxidopa is synthesized by using 3,4-dihydroxybenzaldehyde and L-threonine as raw materials in the presence of transaldolase.

Description

technical field [0001] The invention relates to a method for preparing droxidopa, which belongs to the technical field of biopharmaceuticals and biochemical industries. Background technique [0002] Droxidopa is a new anti-Parkinsonian drug. It can treat various symptoms caused by norepinephrine deficiency, such as stiff gait in patients with Parkinson's disease, dizziness and fatigue caused by orthostatic hypotension. It is widely used in the field of biomedicine, so the exploration of a mild, efficient and economical method to prepare tricidopa has attracted the attention of the majority of chemical and biological workers. [0003] The structural formula of tricidopa is as follows: [0004] [0005] At present, there are mainly the following methods for preparing drosidopa: taking 3,4-dihydroxybenzaldehyde as the starting material, and preparing through multi-step chemical reaction (patent US3920728; EP0024210A1; Chinese Journal of Synthetic Chemistry, 2010, 18, 124-1...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P13/04
Inventor 谢新开黄晓飞徐伟
Owner 湖南引航生物科技有限公司
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