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Amino acid racemization method

An amino acid, racemization technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., to achieve the effects of fast reaction speed, high product yield, and complete racemization

Inactive Publication Date: 2005-11-23
何佺
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to study and develop a chemical racemization method aimed at the defects of various racemization methods for amino acids at present, so that optically active amino acids become racemic DL-amino acids

Method used

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  • Amino acid racemization method

Examples

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Effect test

Embodiment 1

[0015] Example 1: 20g of L-tyrosine, 100ml of anhydrous acetic acid and 22ml of acetic anhydride were added to a 250ml three-neck flask, stirred, and heated to 110°C in an oil bath. The initial time of heating was recorded and the system cleared after 10 minutes. Take 10ml sample, dilute it to 25ml with deionized water and measure its optical rotation value. After that, 10 ml of samples were taken every 10 minutes to measure the optical rotation value until it was 0. Tyrosine reaches 100% racemization, and the required racemization time is 30 minutes.

[0016] The obtained racemized solution was distilled off the solvent under reduced pressure to obtain a wine red viscous substance, which was added with 100ml of 3N HCl solution and refluxed for two hours to completely hydrolyze the acetyl group. Use sodium hydroxide solution to adjust the pH value of the solution to about 3, add activated carbon to decolorize, filter to remove activated carbon, continue to dropwise add sodiu...

Embodiment 2

[0017] Example 2: 20g of L-tyrosine, 100ml of anhydrous acetic acid and 22ml of acetic anhydride were added to a 250ml three-neck flask, stirred, and heated to 100°C in an oil bath. The initial time of heating was recorded and after 40 minutes the system was clear. Take 10ml sample, dilute it to 25ml with deionized water and measure its optical rotation value. After that, 10 ml of samples were taken every 10 minutes to measure the optical rotation value until it was 0. Tyrosine reaches 100% racemization, and the required racemization time is 60 minutes.

Embodiment 3

[0018] Example 3: 20 g of L-tyrosine, 100 ml of anhydrous acetic acid and 22 ml of acetic anhydride were added to a 250 ml three-neck flask, stirred, and heated to 80° C. in an oil bath. The initial time of heating was recorded and the system cleared after 80 minutes. Take 10ml sample, dilute it to 25ml with deionized water and measure its optical rotation value. Thereafter, 10 ml of samples were taken every 30 minutes to measure the optical rotation value until it was 0. Tyrosine reaches 100% racemization, and the required racemization time is 140min.

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Abstract

Amino acid racemization method, the L-amino acid is dissolved in acetic acid solvent and acylated with acetic anhydride, so that the racemization rate of L-amino acid is 100%. This amino acid racemization method has the advantages of complete racemization, fast reaction speed and high yield. The organic acid solvent can be recovered and recycled, and has the advantages of low cost and high practical value. The method of the present invention is effective for most amino acids including L-tyrosine, L-proline, L-threonine, and L-valine. , L-cysteine, L-phenylalanine, L-isoleucine all have obvious racemization effect.

Description

technical field [0001] The present invention relates to a process for the racemization of amino acids, in particular to the use of chemical methods to produce racemic DL-amino acids. Background technique [0002] The so-called racemization refers to the process in which an optically active compound undergoes a partial configuration change and transforms into a stereoisomer without optical activity. Amino acid is an important chiral compound, which has two configurations of natural L-type and non-natural D-type. Under certain conditions, the process of converting all or part of a certain configuration into a racemate (DL type) is called amino acid racemization. L-amino acid is a kind of natural amino acid, that is, the amino acid that is commonly called the essential amino acid for the human body. Its properties have been recognized by people for a long time, and it has been widely used in the fields of medicine, food, and chemical industry. With the deepening of scientific...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C227/36
Inventor 何佺彭阳峰胡敏杰赵红亮付志强郑艳
Owner 何佺
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