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Geotrichum linsheng and its application in the preparation of (s)-1-(2-trifluoromethylphenyl)ethanol

A technology based on trifluoromethylphenyl and Geotrichum sativa, applied in the direction of microorganism-based methods, biochemical equipment and methods, microorganisms, etc., can solve the problems of difficult-to-degrade toxic substances and environmental pollution, and achieve low catalyst preparation costs and environmental protection The effect of friendliness and high optical purity of the product

Active Publication Date: 2022-05-24
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical catalysts are required to prepare (S)-1-(2-trifluoromethylphenyl)ethanol by chemical methods, which contain toxic substances that are not easy to degrade and cause pollution to the environment

Method used

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  • Geotrichum linsheng and its application in the preparation of (s)-1-(2-trifluoromethylphenyl)ethanol
  • Geotrichum linsheng and its application in the preparation of (s)-1-(2-trifluoromethylphenyl)ethanol
  • Geotrichum linsheng and its application in the preparation of (s)-1-(2-trifluoromethylphenyl)ethanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1: strain screening and identification

[0025]1. Source of bacteria: Geotrichum silvicola ZJPH1811 was isolated and screened from orchard soil samples in Xinyang, Henan. The specific screening methods are as follows:

[0026] Weigh 1g of soil sample into 50mL of normal saline, shake at 30°C, 200rpm for 1h, take 1mL of soil sample suspension and add it to a 250mL shake flask containing 50mL of enriched medium, at 30°C, 200rpm, and incubate for 5- 6d, after the culture medium becomes turbid, transfer 1 mL of enriched culture medium to a 250 mL shake flask containing 50 mL of enriched medium for 5-6 days, and repeat the enrichment culture twice. 2'-trifluoromethylacetophenone was added to the enriched medium as the sole carbon source.

[0027] The final concentration of enrichment medium is composed of: 2'-trifluoromethylacetophenone 2.5g / L, (NH 4 ) 2 SO 4 2.0g / L, KH 2 PO 4 2.0g / L, NaCl 1.0g / L, MgSO 4 ·7H 2 O 0.5g / L, the solvent is water, pH 6.5.

[0028...

Embodiment 2

[0045] Example 2: Obtainment of wet cells

[0046] 1) Plate culture: Pick a single colony of Geotrichum abies ZJPH1811 and inoculate it into a plate medium, activate and culture at 30°C for 2 d, and pick a colony from the first activated plate according to the same steps and reactivate it once. The obtained plate was stored in a refrigerator at 4°C; the final concentration of the plate medium was as follows: glucose 15g / L, peptone 20g / L, yeast extract 10g / L, (NH 4 ) 2 SO 4 2g / L, KH 2 PO 4 2g / L, NaCl 1g / L, MgSO 4 ·7H 2 O 0.5g / L, agar 20g / L, solvent is water, pH 6.5.

[0047] 2) Seed culture: pick a ring of thalli from the cultured plate and insert it into the seed medium, cultivate at 30° C. and 200 rpm for 12 hours to obtain seed liquid; the final concentration of the seed medium is composed of: glucose 15g / L, Peptone 20g / L, Yeast Extract 10g / L, (NH 4 ) 2 SO 4 2g / L, KH 2 PO 4 2g / L, NaCl 1g / L, MgSO 4 ·7H 2 O 0.5g / L, the solvent is water, pH 6.5.

[0048] 3) Fe...

Embodiment 3

[0050]The wet bacteria obtained by the method in Example 2 were suspended in 5 mL of phosphate buffer (0.1M, pH 7.0), and the amount of wet bacteria added was 200 g / L buffer based on wet weight; 15mmol / L of 2'-trifluoromethylacetophenone was used as a substrate, and 100g / L of glucose was added as an auxiliary substrate, and the reaction was placed in a shaker at 30°C and 200rpm for 24h. The detection method of Example 1 was used for analysis and detection, and the e.e. value of the product (S)-1-(2-trifluoromethylphenyl)ethanol was 99.2%, and the yield was 42.9%.

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Abstract

The invention discloses Geotrichum lindena and its application for preparing (S)-1-(2-trifluoromethylphenyl)ethanol. The bacterial strain has high catalytic substrate concentration, good stereoselectivity, and high optical purity of products, etc. Advantages, there is no need to add expensive coenzymes during the conversion process, which has a cost advantage. The present invention adopts Geotrichum lamina ZJPH1811 cells as the chiral biocatalysis of the catalyst, and adds a new type of natural deep eutectic solvent choline acetate: cysteine ​​is the buffer solution of the co-solvent as the reaction medium system, when the substrate concentration is At 20mmol / L, the e.e. value of the target product (S)-1-(2-trifluoromethylphenyl)ethanol was 99.2%, and the yield reached 78.9%.

Description

(1) Technical field [0001] The invention relates to a new microbial strain-Geotrichum silvicola ZJPH1811, and the preparation of 2'-trifluoromethylacetophenone by asymmetric reduction catalyzed in a medium system containing a natural deep eutectic solvent as a co-solvent. Use of S)-1-(2-trifluoromethylphenyl)ethanol. (2) Background technology [0002] The chemical structural formula of (S)-1-(2-trifluoromethylphenyl)ethanol is: [0003] [0004] (S)-1-(2-trifluoromethylphenyl)ethanol is an important chiral intermediate for the synthesis of a NEK2 target inhibitor and a clinical drug GSK461364 for the treatment of malignant tumor cell proliferation. 5-[6-[(4-Methyl-1-piperazinyl)methyl]-1H-benzimidazol-1-yl]-3-[(1R)-1-[2-(trifluoromethyl )phenyl]ethoxy]-2-thiophenecarboxamide (GSK461364, molecular formula: C 27 H 28 F 3 N 5 O 2 S) is a Plk1 kinase inhibitor that can regulate cell mitosis and treat malignant proliferation of tumor cells. Compared with traditional tub...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12N1/14C12P7/22C12P41/00C12R1/645
CPCC12P7/22C12P41/002C12R2001/645C12N1/145
Inventor 王普熊李炉林洪鑫
Owner ZHEJIANG UNIV OF TECH
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