Preparation method of chiral 4-hydroxy-4 phenyl butyric acid ester

A technology of phenylbutyrate and hydroxyl, which is applied in the field of biochemistry, can solve the problems of large environmental pollution and expensive metal catalysts, and achieve the effect of improving the conversion rate

Inactive Publication Date: 2013-02-13
ZUNYI MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical methods mainly use metal catalysts, which are expensive and cause great environmental pollution.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] A preparation method of chiral 4-hydroxyl-4-phenylbutyrate, comprising the following steps:

[0020] (1) Preparation of strains: Candida magnolia ( Candida magnoliae CGMCC 2.1919) (purchased from the Culture Collection Center of the Institute of Microbiology, Chinese Academy of Sciences) sterilized at 121 °C for 20 min with PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, agar 15.0 g, distilled water 1.0 L, (pH 6.8-7.0) plates were streaked, cultured at 25°C for 1 day, and single colonies were picked, used as seeds for slant culture, and stored in a 4°C refrigerator for about 2 days later;

[0021] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of growth medium, cult...

Embodiment 2

[0025] A preparation method of chiral 4-hydroxyl-4-phenylbutyrate, comprising the following steps:

[0026] (1) Preparation of strains: Saccharomyces cerevisiae ( Saccharomyces cerevisiae CGMCC 2.399) (purchased from the Culture Collection Center of the Institute of Microbiology, Chinese Academy of Sciences) sterilized at 121 °C for 20 min with PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, agar 15.0 g, distilled water 1.0 L, (pH 6.8-7.0) plate, and cultured at 30°C for 1 day, picked a single colony, used as seeds for slant culture, and stored in a 4°C refrigerator for about 2 days later;

[0027] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of growth medium, culture...

Embodiment 3

[0031] A preparation method of chiral 4-hydroxyl-4-phenylbutyrate, comprising the following steps:

[0032] (1) Preparation of strains: Candida magnolia ( Candida magnoliae CGMCC 2.1919) (purchased from the Culture Collection Center, Institute of Microbiology, Chinese Academy of Sciences) PYG medium (10.0 g peptone, 5.0 g yeast extract, 1.0 g glucose, 15.0 g agar, 1.0 L distilled water, sterilized at 121 °C for 20 min, (pH 6.8-7.0) plate was marked, cultured at 25-30 ℃ for 1 day, single colonies were picked, used as seeds for slant culture, and stored in 4 ℃ refrigerator for about 2 days later;

[0033] (2) Cell culture: Pick the seeds cultivated on the slant above, and inoculate into 50 mL of 10 mL of PYG medium (peptone 10.0 g, yeast extract 5.0 g, glucose 1.0 g, distilled water 1.0 L, pH 6.8-7.0). In shake flasks, cultured at 30 °C and 200 rpm for 24 h, inoculated 5% of the inoculum into a 500 mL large shake flask containing 100 mL of growth medium, cultured on a shak...

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Abstract

The invention discloses a preparation method of chiral 4-hydroxy-4 phenyl butyric acid ester. The method comprises that candida magnoliae (Candida magnoliae CGMCC2.1919) or saccharomyces cerevisiae (saccharomyces cerevisiae CGMCC2.399) are marked on a peptone-yeast-glucose (PYG) medium flat plate which is sterilized at the temperature of 121 DEG C for 20min, the candida magnoliae and the saccharomyces cerevisiae are subjected to stationary culture at the temperature of 25-30 DEG C for 1 day, a single colony is picked out, the single colony serves as a seed and is subjected to inclined-plane stationary culture, and after the seed grows for two days, the seed is stored at the temperature of 4 DEG C for stand-by use; and conventional cell culture and conventional bioconversion are achieved. An obtained product is high in optical purity, low in cost, safe and environment-friendly.

Description

technical field [0001] The invention relates to the technical field of biochemistry, in particular to a preparation method of chiral 4-hydroxy-4-phenylbutyrate. [0002] Background technique [0003] γ-hydroxy acid ester is an important class of chemical and pharmaceutical intermediates and an important structural unit of many important biologically active compounds. Its chiral single enantiomer ( R )and( S )-γ-hydroxy acid esters are important chiral building blocks, and 4-hydroxy-4-phenylbutyrate and its derivatives are important structural units for the synthesis of chiral lactones or other chemical and pharmaceutical compounds. [0004] The currently known methods for preparing chiral 4-hydroxy-4-phenylbutyrate usually use chemical catalysts and enzyme-catalyzed asymmetric reduction methods of ketoesters. Chemical methods mainly use metal catalysts, which are expensive and cause great environmental pollution. [0005] Contents of the invention [0006] The object ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P7/62C12R1/865C12R1/72
Inventor 陈永正卓俊睿郑代军
Owner ZUNYI MEDICAL UNIVERSITY
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