Rhodotorula cell and method for producing optical active alcohols by asymmetric conversion

An optically active, red yeast technology, applied in the field of producing optically active alcohols, can solve the problems of low conversion rate and optical purity, and achieve the effects of high conversion rate, high practical application value, development prospects, and high optical purity of products

Inactive Publication Date: 2009-10-28
CHINA PHARM UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Yeast cells are a commonly used biocatalyst. They are rich in oxidoreductases, which can be used for the asymmetric reduction of various latent chiral ketones, but the conversion rate and optical purity of the products are relatively low.

Method used

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  • Rhodotorula cell and method for producing optical active alcohols by asymmetric conversion
  • Rhodotorula cell and method for producing optical active alcohols by asymmetric conversion

Examples

Experimental program
Comparison scheme
Effect test

Embodiment l

[0035] YPD medium: 10% yeast extract, 20% peptone, 20% glucose, natural pH, liquid volume 100ml / 250ml Erlenmeyer flask, sterilized at 110°C for 15 minutes.

[0036]Take the slant strain of Rhodotorula XY-J20 stored at 4°C, pick a ring and inoculate it into a 250ml shaker flask with 100ml of medium, cultivate it at 30°C, 180rpm for 24hrs, and transfer it to a container containing 5% of the inoculum amount In a 2000ml shake flask with 500ml of medium, culture at 30°C and 180rpm for 30hrs, the fermentation broth was centrifuged at 4000rpm and washed twice with phosphate buffer to collect cells by centrifugation to obtain about 30g of wet bacteria.

Embodiment 2

[0038] Get fermented and washed 1g of wet thallus of Rhodotorula XY-J20, add to 10ml of PBS (pH 7.0) containing 0.5% Tween 80 and 20% octane, add substrate p-aminoacetophenone 6.6mg (4.88 mM), transformed for 21 hours, carried out at 30° C. and 180 rpm, and the transformation time was 24 hours. After the reaction finishes, the reaction solution is extracted twice with an appropriate amount of ethyl acetate, the combined extracts are concentrated under reduced pressure to dryness, and after adding 1ml of methanol, carry out HPLC detection and GC detection, the conversion rate of the substrate p-aminoacetophenone and the enantiomer The body excess values ​​were 44.0% and 92.3%, respectively.

Embodiment 3

[0040] Take 1 g of fermented and washed Rhodotorula XY-J20 wet cells, add it to 10 ml of PBS (pH 7.0) containing 0.5% Tween 80 and 20% octane, add the substrate p-2-bromoacetophenone 6.7 mg, converted at 30°C, 180rpm, and the conversion time was 21h. After the reaction, the reaction solution was extracted twice with an appropriate amount of ethyl acetate, the combined extracts were concentrated to dryness under reduced pressure, and 1ml of methanol was added, followed by HPLC detection and GC detection. The body excess values ​​were 100% and 90.6%, respectively.

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Abstract

The invention discloses a rhodotorula cell and a method for producing optical active alcohols by using the cell. The rhodotorula cell taken as a catalyst can convert substrates of various prochiral ketones under mild reaction condition to obtain corresponding optical active alcohols. The method has high conversion rate of the substrates, high optical purity of products (the enantiomeric excess value is all over 90 percent), and high actual application value and development prospect.

Description

technical field [0001] The invention relates to the field of biotransformation, in particular to a process for producing optically active alcohols through microbial transformation reactions. Background technique [0002] Optically active alcohol is an important chiral building block in the synthesis of natural products and chiral drugs. It has a wide variety, diverse functions, and obvious functions. It is one of the more active development targets in recent years. Both enantiomers can be used for synthesis A variety of chiral drugs, the products are widely used in medicine, pesticide and other industries, with good development space and huge market potential. [0003] At present, there are three main methods for preparing optically active alcohols: physical method, chemical method and biological method. Physical methods mainly choose adsorption resolution and crystallization. Chemical methods can be divided into three types due to the different principles used: chemical r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N1/16C12P7/22C12R1/645
Inventor 王旻张芳薛颖吴沁航李莉李建其
Owner CHINA PHARM UNIV
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