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Method for synthesizing DL-serine through enzyme catalysis method

A technology of enzymatic catalysis and serine, which is applied in the field of enzymatic catalysis to synthesize DL-serine, can solve the problems of harsh reaction conditions, unfriendly environment, and high cost of raw materials, and achieve the effects of short production cycle, low pressure on environmental protection, and low production cost

Inactive Publication Date: 2014-08-06
SHANGHAI PUYI CHEM CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction conditions are harsh and cannot be coupled with the enzymatic preparation of serine
[0012] Therefore, for the existing chemical synthesis methods used in the production of DL-serine due to complex processes, high raw material costs, and unfriendly environment, it is necessary to provide a preparation method for DL-serine, which has the advantages of simple operation, short production cycle, Low production cost, high yield, low pressure on environmental protection, suitable for large-scale industrial production, etc.

Method used

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  • Method for synthesizing DL-serine through enzyme catalysis method
  • Method for synthesizing DL-serine through enzyme catalysis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Weigh 15 g of the substrate glycine with an electronic balance, add 1.5 gram of wet thallus containing serine hydroxymethyltransferase and 0.5 g of wet thallus containing amino acid racemase, join in a reaction kettle with deionized water, and then Add 30 mg of pyridoxal phosphate and 20 mg of tetrahydrofolic acid, and adjust the volume to 1000 mL with deionized water; control the temperature at 30°C through water bath circulation; add 37% formaldehyde aqueous solution, and control the pH value to 7.5 through 4M sodium hydroxide aqueous solution ; Stirring speed 200rpm, HPLC detection glycine conversion rate reached 99.1%, the reaction time was 6h.

[0043] The conversion solution is filtered or centrifuged to remove bacteria, and then ultrafiltered to remove protein, decolorized by activated carbon, concentrated under reduced pressure, crystallized, and dried in an oven at 70°C overnight to obtain white crystalline powder, odorless and sweet, and the obtained serine pro...

Embodiment 2

[0045] Weigh 30 g of the substrate glycine with an electronic balance, add 2.5 g of wet cells containing D-threonine aldolase and 1.5 g of wet cells containing amino acid racemase, and add them to the reaction kettle with deionized water , then add 40 mg of pyridoxal phosphate and 150 mg of anhydrous magnesium sulfate, and use deionized water to adjust the volume to 1000 mL; control the temperature at 40 °C through water bath circulation; add 37% formaldehyde aqueous solution, and control the pH with 4M sodium hydroxide aqueous solution The value is 6.8; the stirring speed is 220rpm, and after the reaction time is 17h, the conversion rate of glycine detected by HPLC reaches 99.5%.

[0046] The conversion solution is filtered or centrifuged to remove bacteria, and then ultrafiltered to remove protein, decolorized by activated carbon, concentrated under reduced pressure, crystallized, and dried in an oven at 70°C overnight to obtain white crystalline powder, odorless and sweet, a...

Embodiment 3

[0048] Weigh 60g of the substrate glycine with an electronic balance, add 100mL of bacteriostasis solution containing serine hydroxymethyltransferase, add it to the reaction kettle with deionized water, and then add 75mg of pyridoxal phosphate and 40mg of tetrahydrofolate , use deionized water to set the volume to 1000mL; through water bath circulation, control the temperature at 50°C; add 37% formaldehyde aqueous solution, and control the pH value to 8.0 through 4M sodium hydroxide aqueous solution; stir at 300rpm, react for 26h, and detect by HPLC The conversion rate of glycine reached 98%, and the specific optical rotation of the reaction solution measured by the polarimeter was +14.5°; at this time, 3 g of wet bacteria containing amino acid racemase was added to the reaction solution to continue the reaction, and the conversion rate of glycine reached 99.7 after 12 hours. %, the specific rotation of the reaction solution is 0.03.

[0049] The conversion solution is filtere...

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Abstract

The present invention relates to a method for synthesizing DL-serine through an enzyme catalysis method. According to the method, formaldehyde and glycine are adopted as substrates, in the presence of coenzyme and under an effect of a catalyst having serine hydroxymethyl transferase activity or D-threonine aldolase activity, one molecule of the formaldehyde and one molecule of the glycine are converted into one molecule of the single configuration serine, and racemization is performed under an effect of a catalyst having amino acid racemase activity to produce DL-serine, wherein preferably the whole enzyme catalysis reaction process is added with the cofactor so as to promote the enzyme catalysis reaction process. The method has advantages of clever design, simple operation, short production cycle, low production cost, high yield, low environmental protection pressure and the like, and is suitable for large-scale industrial production.

Description

technical field [0001] The present invention relates to the technical field of preparation of DL-serine, in particular to the technical field of preparation of DL-serine by enzymatic catalysis. Background technique [0002] Serine (Serine) is one of the 20 naturally occurring amino acids, generally refers to L-serine. DL-Serine (DL-Serine) contains two equal amounts of optical isomers, which is a 1:1 mixture of L-serine and D-serine. DL-serine is a key intermediate of the decarboxylase inhibitor benserazide hydrochloride, and is also a raw material for the synthesis of many organic compounds. Its structural formula is as follows: [0003] [0004] There are four general amino acid production processes: protein hydrolysis extraction, chemical synthesis, biological fermentation and biological enzyme catalysis. Although serine is abundant in certain proteins such as sericin, the hydrolysis of silkworm cocoon coats to produce serine not only requires high raw material costs...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/06
Inventor 王博陶荣盛周海胜朱傅赟沈青沈正权孙梁栋郑云陈成
Owner SHANGHAI PUYI CHEM CO LTD
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