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Use of saccharomyces cerevisiae in preparation of (S)-(-)-3-chlorine-1-phenylpropanol

A technology of Saccharomyces cerevisiae strains and phenylpropanol, which is applied in the direction of fermentation, microbial-based methods, biochemical equipment and methods, etc., and can solve the problem that the catalytic activity of free cells is easily affected by changes in the external environment, and the conversion rate is low. It is not suitable for industrial production , Low efficiency of reuse and other issues, to achieve the effect of easy large-scale industrial production, low cost, and easy production and operation

Inactive Publication Date: 2010-12-22
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Too low conversion rate is not suitable for industrial production
[0005] In existing patent reports, free cells are used for biotransformation in an aqueous phase system. The solubility of organic substrates in water is very low, so the biotransformation efficiency is low; the catalytic activity of free cells is easily affected by changes in the external environment. less efficient

Method used

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  • Use of saccharomyces cerevisiae in preparation of (S)-(-)-3-chlorine-1-phenylpropanol
  • Use of saccharomyces cerevisiae in preparation of (S)-(-)-3-chlorine-1-phenylpropanol
  • Use of saccharomyces cerevisiae in preparation of (S)-(-)-3-chlorine-1-phenylpropanol

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Slant culture: Inoculate CGMCC No.2230 bacteria into a culture medium containing wort juice 10g / L, yeast powder 3g / L, peptone 5g / L, glucose 10g / L, agar 20g / L, and natural pH. Cultivate at 30°C for 4-6 days.

[0035] Seed cultivation and fermentation: Both the seed and fermentation medium use liquid medium, the composition is 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. Use an inoculation needle to take a ring of bacteria from the slant culture medium and inoculate it into a 250ml Erlenmeyer flask containing 100ml of liquid medium, and culture it at 30°C and 180r / min for 24h to obtain seeds. Inoculate the seed solution with a 10% inoculum amount into a 250ml Erlenmeyer flask containing 100ml of liquid medium, cultivate it at 30°C and 180r / min for 24 hours to obtain a fermented liquid, and use the obtained fermented liquid to immobilize the bacteria .

[0036] Mix 5 bottles of 100ml fe...

Embodiment 2

[0042] CGMCC No.2230 was cultivated according to the method in Example 1 to obtain bacterial cell fermentation broth. Mix 4 bottles of 100ml fermentation broth with a dry weight of 430mg of bacteria with 2% sodium alginate solution at an equal volume concentration to make a mixed solution, put the mixed solution into a syringe, and drop 3.5% (w / v) CaCl 2 Form immobilized particles in the solution, the diameter of the formed immobilized particles is 2mm, solidify at 37°C for 30min, and the obtained immobilized particles are washed with sterile physiological saline to remove excess calcium ions and uncaptured cells, and the obtained 4 The bottle-immobilized cell particles continued to proliferate and culture in liquid medium for 0h, 24h, 48h and 72h respectively.

[0043] Add the 4 kinds of immobilized cell granules that have been proliferated and cultured to the reaction system of 300ml dibutyl phthalate, add 17.58mmol 3-chloro-1-propiophenone, and carry out the biological pro...

Embodiment 3

[0047] CGMCC No.2230 was cultivated according to the method in Example 1 to obtain bacterial cell fermentation broth. Mix 100ml of fermentation broth with a dry weight of 430mg of bacteria and 2% sodium alginate solution at an equal volume to make a mixed solution, put the mixed solution into a syringe, and add 3.5% (w / v) CaCl dropwise 2 Form immobilized particles in the solution, the diameter of the formed immobilized particles is 2mm, solidify at 37°C for 30min, the obtained immobilized particles are washed with sterile physiological saline to remove excess calcium ions and uncaptured cells, and the obtained immobilized Cell granules continued to proliferate and culture in liquid medium for 24 hours.

[0048] Add the above-mentioned immobilized cell granules cultured into 5 flasks filled with 300ml of dibutyl phthalate, and each bottle contains immobilized cell granules prepared from 100ml of fermentation broth with a dry weight of 430mg. . Add 8.79, 17.58, 26.37, 35.16 an...

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Abstract

The invention discloses an application of a novel microbial strain Saccharomyces cerevisiae CGMCC No.2230 in microbial transformation preparation of (S)-(-)-3-chlorine-1-phenylpropanols. The application of the invention is that: 3-chlorine-1-propiophenones are taken as substrates, and immobilized cell particles which are prepared by fermentation broth obtained after fermentation of the Saccharomyces cerevisiae strain CGMCC No.2230 are taken as biocatalysts; transformation reaction time of transformation liquid is 8 to 72 hours at the temperature of 25 to 30 DEG C in dibutyl phthalates, and the product S)-(-)-3-chlorine-1-phenylpropanols are obtained after separation and purification of the transformation liquid. The microbial transformation method has the advantages of friendly surroundings, mild reaction conditions, simple product separation, high substrate transformation ratio, good product purity and biocatalysts capable of being reused, and is suitable for commercial process.

Description

technical field [0001] The invention relates to the application of a new microbial strain Saccharomyces cerevisiae (Saccharomyces cerevisiae) CGMCC No. 2230 in the preparation of (S)-(-)-3-chloro-1-phenylpropanol through microbial transformation. Background technique [0002] (S)-(-)-3-Chloro-1-phenylpropanol ((S)-(-)-3-Chloro-1-phenylpropanol), molecular formula C 9 h 11 ClO, molecular weight 170.64, specific rotation -26° (c=1, chloroform). (S)-(-)-3-Chloro-1-phenylpropanol can synthesize (S)-fluoxetine, and the duration of (S)-fluoxetine drug action in the human body is (R)-fluoxetine 3 times. Fluoxetine, also known as Prozac, is a selective serotonin reuptake inhibitor (SSRI), which can effectively inhibit the uptake of serotonin from the synaptic cleft by neurons, and increase the amount of serotonin available in the gap for practical use. This neurotransmitter, which improves emotional state, treats depressive disorders. It is suitable for the treatment of various...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/02C12R1/865
CPCY02P20/584
Inventor 杨根生欧志敏王鸿
Owner ZHEJIANG UNIV OF TECH
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