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Method for preparing 7alpha, 15alpha-dihydroxy androstenone by flowingly addition of hydrogen peroxide

A technology of hydroxyandrostenone and hydrogen peroxide, which is applied in the field of bioengineering and can solve problems such as limited conversion capacity and a large number of toxic reagents

Inactive Publication Date: 2012-10-31
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] 7α, 15α-Dihydroxyandrostenone is produced by the hydroxylation of dehydroepiandrosterone at the 7-position and 15-position. If the reaction is realized by pure chemical methods, nearly ten steps of cumbersome reactions are required, and the reaction process Requires large amounts of toxic reagents, etc.
According to relevant literature reports, there are strains such as Gibberella sp. and C. flaxensis that have the ability to dihydroxylate DHEA 7α, 15α, but their transformation ability is limited, so the further improvement of the transformation process is the research of steroid biotransformation. a big problem

Method used

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  • Method for preparing 7alpha, 15alpha-dihydroxy androstenone by flowingly addition of hydrogen peroxide
  • Method for preparing 7alpha, 15alpha-dihydroxy androstenone by flowingly addition of hydrogen peroxide

Examples

Experimental program
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Effect test

Embodiment 1

[0021] (1) Place the inoculated slant in a constant temperature incubator at 30°C and culture it for 3 days to obtain mature spores. Inoculate the spores into a 500mL shaker flask containing 100mL seed medium and shake at 28°C and 220rpm. Cultivate on the bed for 4 days to obtain seed culture solution suitable for inoculation.

[0022] (2) Put the seed culture solution into a 250mL shake flask with 30mL fermentation medium at an inoculum amount of 10%, and continue to cultivate under the same conditions for 24 hours to obtain a bacterial fermentation solution;

[0023] (3) Put dehydroepiandrosterone into the fermentation broth of the bacteria, the feeding concentration is 8.0g / L, transform under the same conditions for 60 hours and put in the bottle. The extracted product was analyzed by HPLC, and the conversion rate was 84.08%.

Embodiment 2

[0025] (1) Slope culture, seed culture and fermentation culture are the same as in Example 1.

[0026] (2) Put dehydroepiandrosterone into the bacterial fermentation broth, the feeding concentration is 8.0g / L, and at the same time add 1.0% (v / v) hydrogen peroxide with a concentration of 30%. During the transformation process, every 8 Add the same concentration of hydrogen peroxide every hour, stop adding 8-10 hours before putting the bottle, and the conversion time is 52 hours. Take 1mL of fermentation broth to detect, and the conversion rate is 88.21%.

Embodiment 3

[0028] (1) Slope culture, seed culture and fermentation culture are the same as in Example 1.

[0029] (2) Put dehydroepiandrosterone into the bacterial fermentation broth, the feeding concentration is 8.0g / L, and at the same time add 1.5% (v / v) hydrogen peroxide with a concentration of 30%, so that it will no longer be used in the subsequent conversion process Hydrogen peroxide was added, conversion time 52 hours. Take 1mL of fermentation broth to detect, and the conversion rate is 86.39%.

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Abstract

The invention discloses a fermentation process method for biologically synthesizing 7alpha,15alpha-dihydroxy androstenone by taking colletotrichum lini ST-1 as a strain. The method is characterized in that hydrogen peroxide of certain concentration is flowingly added in the fermentation process to improve oxygen dissolving in the fermentation process and increase the yield of the product. By the fermentation process, the product 7alpha,15alpha-dihydroxy androstenone is synthesized, meanwhile, the feeding concentration of substrate can reach 8 g / L (weight of substrate / volume of fermentation broth), and the transformation rate can reach about 90%. By the method, the oxygen dissolving problem in the fermentation process can be solved better, and the expression of a key enzyme in the fermentation process is induced to a certain extent, so that the transformation efficiency is improved and the yield of the product is increased.

Description

technical field [0001] The invention belongs to the technical field of bioengineering, and in particular relates to a kind of spinomyces flaxensis ( Colletotrichum lini ) A method for preparing 7α, 15α-dihydroxyandrostenone by feeding hydrogen peroxide in ST-1 fermentation process. Background technique [0002] Drospirenone (DRSP) is an aldosterone antagonist with anti-mineralcorticosterone activity. It is used in combination with ethinyl estradiol to form Yasmin, a new high-efficiency monophasic oral contraceptive. 7α, 15α-dihydroxyandrostenone is an important pharmaceutical intermediate for the production of drospirenone, and its production methods mainly include traditional chemical synthesis, semi-synthesis, and biotransformation. [0003] 7α, 15α-Dihydroxyandrostenone is produced by the hydroxylation of dehydroepiandrosterone at the 7-position and 15-position. If the reaction is realized by pure chemical methods, nearly ten steps of cumbersome reactions are required, ...

Claims

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Application Information

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IPC IPC(8): C12P33/06C12R1/645
Inventor 许正宏付珍珍朱晓宏李会史劲松吴燕
Owner JIANGNAN UNIV
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