Method for inversing microbe to prepare ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate

A technology of microbial transformation and ethyl propionate, applied in the direction of microorganism-based methods, biochemical equipment and methods, microorganisms, etc., can solve problems such as low production efficiency, emulsification, and affecting extraction yields

Inactive Publication Date: 2011-09-21
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But the addition amount of substrate in the reaction process is only 0.05mol/L, and the production efficiency of the reaction process is not high
A...

Method used

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  • Method for inversing microbe to prepare ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate
  • Method for inversing microbe to prepare ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate
  • Method for inversing microbe to prepare ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate

Examples

Experimental program
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Effect test

Embodiment 1

[0045] Preparation of slant medium: wort juice 10g / L, yeast powder 3g / L, peptone 5g / L, glucose 10g / L, agar 20g / L, natural pH value, solvent is water, sterilized at 121°C for 20min to make slant spare.

[0046] Preparation of seed medium: glucose 30g / L, yeast powder 3g / L, ammonium sulfate 5g / L, anhydrous MgSO 4 0.25g / L, K 2 HPO 4 ·3H 2 O 1g / L, KH 2 PO 4 1g / L, natural pH value, solvent is water, sterilized at 121°C for 20min, ready for use.

[0047] The composition of the fermentation medium was the same as that of the seed medium.

[0048] Slant culture: Saccharomyces cerevisiae CGMCC No.2266 strain was inoculated in the slant medium, cultured at 30° C. for 4 to 6 days, and the slant of the bacteria was obtained.

[0049]Seed culture: use an inoculation needle to take an inoculation ring from the slant of the bacterium and inoculate it into a 250mL Erlenmeyer flask containing 100mL of the seed medium, and cultivate it at 30°C and 180r / min for 24 hours to obtain the seed ...

Embodiment 2

[0056] Saccharomyces cerevisiae CGMCC No.2266 was cultivated according to the method in Example 1 to obtain a bacterial cell fermentation broth. Four portions of 100 mL of fermentation broth with a bacterial cell concentration of 4.3 g / mL were mixed with an equal volume of 2% sodium alginate aqueous solution, and the mixed solutions were respectively filled into syringes with needle sizes of 2 mm, 3 mm, 4 mm, and 5 mm. Add dropwise 500mL 3.5% (w / v) CaCl 2 Form immobilized particles in the aqueous solution, the diameters of the formed immobilized particles are 2mm, 3mm, 4mm and 5mm respectively, solidify at 37°C for 30min, and the obtained immobilized particles are washed with sterile physiological saline to remove excess calcium ions and untreated particles. For the captured cells, the obtained immobilized cell particles were cultured in 500mL fermentation medium at 30°C for 24 hours, filtered, and 4 immobilized cell particles after proliferation were obtained. The diameters o...

Embodiment 3

[0062] Saccharomyces cerevisiae CGMCC No.2266 was cultivated according to the method in Example 1 to obtain a bacterial cell fermentation broth. Four parts of 100mL of fermented liquid with a cell concentration of 4.3g / mL were mixed with an equal volume of 2% sodium alginate aqueous solution, the mixed solution was respectively packed into a syringe with a needle size of 2mm, and 500mL of 3.5% (w / v) CaCl 2 Form immobilized particles in an aqueous solution, the diameter of the formed immobilized particles is 2 mm, solidify at 37 ° C for 30 min, and the obtained immobilized particles are washed with sterile physiological saline to remove excess calcium ions and uncaptured cells, and the obtained 4 The immobilized cell granules were respectively cultured in 500mL fermentation medium at 30°C for 0h, 24h, 48h and 72h to obtain immobilized cell granules after proliferation.

[0063] Add the above 4 portions of immobilized cell particles after proliferating culture to 300mL dibutyl...

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Abstract

The invention discloses a method for conversing microbe to prepare ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate. The method includes the following steps that: 3-carbonyl-3-(2-thienyl)-propionic acid ethyl ester is regarded as substrate; immobilized cell particles prepared by fermentation liquor which is obtained from fermenting a wine yeast strain CGMCC No. 2266 are used as a biocatalyst; a biological transformation system is formed by a dibutyl phthalate solvent; a conversion reaction is performed for 8-72 hours at a temperature of from 20 DEG C to 40 DEG C; a conversion fluid is isolated and purified to obtain the ethyl (S)-3-hydroxy-3-(2-thienyl)-propanoate. In the invention, with mild reaction condition and friendly environment, the products possess high optical purity and conversion rate of the substrate is high. Processes of isolation and purification are simple. The catalyst is reusable. Therefore, industrial production can be achieved by using the method.

Description

(1) Technical field [0001] The present invention relates to a method for preparing (S)-3-hydroxyl-3-(2-thienyl)-propionic acid ethyl ester through microbial transformation, in particular to a method of using 3-carbonyl-3-(2-thienyl)- Ethyl propionate was used as a substrate, and the immobilized cell particles prepared from the fermentation broth obtained from the fermentation of Saccharomyces cerevisiae strain CGMCC No.2266 were used as biocatalysts, and the product (S)-3-hydroxyl-3-(2 -thienyl)-propionate ethyl ester method. (2) Background technology [0002] (S)-3-hydroxy-3-(2-thienyl)-propanoate (Ethyl(S)-3-hydroxy-3-(2-thienyl)-propanoate), molecular formula C 9 h 12 o 3 S, molecular weight 200. (S)-3-Hydroxy-3-(2-thienyl)-propionic acid ethyl ester is an important chiral intermediate of the new antidepressant drug duloxetine. Duloxetine, a dual serotonin and norepinephrine reuptake inhibitors (SNRIs) used to treat various types of depression, acts on two key neurot...

Claims

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Application Information

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IPC IPC(8): C12P17/00C12N11/10C12N11/04C12R1/865
CPCY02P20/50
Inventor 欧志敏沈文和李仁玮刘拥南颖康
Owner ZHEJIANG UNIV OF TECH
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