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Curvularia crescens b-36 and its application in the synthesis of chiral alcohols

A technology of B-36, Curvularia, applied in microorganism-based methods, fungi, microorganisms, etc., can solve the problem of limited number of strains, and achieve the effect of high yield and high stereoselectivity

Active Publication Date: 2022-03-04
ZHEJIANG MEDICAL COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although some microorganisms have been used in biotransformation, the number of strains that can be successfully and effectively used in industrial production is very limited

Method used

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  • Curvularia crescens b-36 and its application in the synthesis of chiral alcohols
  • Curvularia crescens b-36 and its application in the synthesis of chiral alcohols
  • Curvularia crescens b-36 and its application in the synthesis of chiral alcohols

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Optimized Medium for Curvularia hominis B-36 Strain

[0043] Through response surface experiment design, the optimized medium composition of Curvularia hominis B-36 strain was obtained: glucose 15-30g / L, peptone 20-35g / L, K 2 HPO 4 1.0~4.0g / L, (NH 4 ) 2 SO 4 2.5~6.0g / L, NaCl1.0~2.5g / L. The culture conditions of Curvularia hominis B-36 are: initial pH 4.0-7.0, conical flask liquid volume 100-200mL / 500mL conical flask, culture temperature 20-40℃, shaker speed 180-240rpm, inoculum volume 1-10% , Culture time 12~36h.

[0044] Screening of Curvularia hominis B-36 strain:

[0045] (1) Enrichment culture: Inoculate the soil samples collected from different sampling points in Shangyu District, Shaoxing City, into the enrichment medium, and culture it on a shaker at 30°C and 200rpm for 7 days. After the culture medium becomes turbid, take 1mL for culture The culture medium was transferred to fresh enrichment medium, and cultured for 7 days, and thus circulated for 3 tim...

Embodiment 2

[0057] Biocatalytic Reaction: Catalytic Reduction of 1-Chloro-2-Heptanone to Prepare (S)-1-Chloro-2-Heptanol

[0058] The wet thalline cell of embodiment 1 gained is suspended in 20mL phosphate buffer saline K 2 HPO 4 -KH 2 PO 4 (pH 6.0), the wet bacterial cell concentration is 40g / L by dry weight; add 50mM 1-chloro-2-heptanone as a substrate, and then add 50g / L glucose as an auxiliary substrate for coenzyme regeneration , 30°C, 200rpm, reacted for 24h. After the reaction, the reaction solution was centrifuged, and the supernatant was taken, added an equal volume of ethyl acetate for extraction, and the content of (S)-1-chloro-2-heptanol was detected by gas phase.

[0059] Product concentration detection and its separation and purification method:

[0060] (1) Concentration detection: After the biocatalytic reaction is completed, the reaction solution is extracted with an equal volume of ethyl acetate. The unreacted substrate and the product in the extract can be analyze...

Embodiment 3～5

[0071] The cells obtained in Example 1 were suspended in 20 mL of phosphate buffer K with different pH values. 2 HPO 4 -KH 2 PO 4 In this method, the concentration of cells by dry weight is 40g / L; 50mM 1-chloro-2-heptanone is added as a substrate, and 50g / L glucose is added as an auxiliary substrate, and the reaction is carried out at 30°C and 200rpm for 24h. Using the product concentration detection method of Example 2, the concentration and ee value of the product (S)-1-chloro-2-heptanol are shown in the table below. The yields of Examples 3-5 are respectively 85%; 97.8%; 80.6%.

[0072]

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Abstract

The invention discloses Curvularia hominis B-36 and its application in synthesizing chiral alcohol. The Curvularia crescenae strain B-36 was deposited in the China Center for Type Culture Collection on November 03, 2017, and the preservation number is CCTCC NO: M2017654. The present invention finds for the first time that Curvularia crescens B-36 has the ability to catalyze the reduction of 1-chloro-2-heptanone, and can biotransform 1-chloro-2-heptanone into (S)-1-chloro-2-heptanone Alcohol, simple reaction, high product yield.

Description

technical field [0001] The invention relates to the technical field of microorganisms and biocatalysis, in particular to Curvularia hominis B-36 and its application in synthesizing chiral alcohols. Background technique [0002] Remodulin (Treprostinil) is a targeted prostacyclin drug approved by the CFDA in May 2014 for the treatment of pulmonary arterial hypertension. Pulmonary hypertension is a rare disease with a low survival rate that has been called the "cancer of cardiovascular disease". Before targeted drug therapy, the 3-year survival rate of Chinese pulmonary arterial hypertension patients was only 39%. (S)-1-chloro-2-heptanol is an important chiral intermediate for the synthesis of remodulin, and its preparation technology is the key to the efficient synthesis of remodulin. [0003] At present, there are mainly chemical and biological methods for the synthesis of chiral drug intermediates. When chemically synthesizing chiral drugs, the stereoselectivity is low, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12N1/14C12P7/02C12P7/04C12R1/645
CPCC12N1/14C12P7/02C12P7/04C12R2001/645C12N1/145
Inventor 李军杜文婷施菁樊淼樑
Owner ZHEJIANG MEDICAL COLLEGE
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