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Rhodococcus baikonurensis and application thereof in preparing optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol

An optically active, ethyl chlorooctanoate technology for use in microorganism-based methods, bacteria, biochemical equipment and methods, etc.

Active Publication Date: 2013-12-18
SUZHOU FUSHILAI PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is, in the method for the preparation of (R)-6-hydroxyl-8-chlorooctanoate in the reported enzymatic asymmetric reduction Common problems such as low conversion rate, long reaction time, need to add expensive coenzymes and other additives

Method used

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  • Rhodococcus baikonurensis and application thereof in preparing optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol
  • Rhodococcus baikonurensis and application thereof in preparing optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol
  • Rhodococcus baikonurensis and application thereof in preparing optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The screening of embodiment 1 bacterial strain

[0030] Prepare enriched medium with the following components: (NH 4 ) 2 SO 4 1.0g / L, KH 2 PO 4 3.0g / L, K 2 HPO 4 6.0g / L, MgSO 4 0.5g / L, CaCl 2 0.05g / L; another rich medium is prepared, the composition is as follows: glucose 15g / L, yeast extract 5g / L, peptone 5g / L, KH 2 PO 4 1.0g / L, K 2 HPO 4 1.0g / L, MgSO 4 0.5g / L, pH7.0. Put 50mL enrichment medium and 2mM substrate in a 250mL Erlenmeyer flask as a carbon source, add soil samples, and culture at 30°C and 180rpm for 1-6 days. Afterwards, the culture solution is spread on a rich medium plate, cultured at 30°C for 1-3 days, and the grown single colonies are separated and purified by streaking on the plate. The substrate is ethyl 6-carbonyl-8-chlorooctanoate.

[0031] Inoculate the obtained single colony into the rich liquid medium, culture at 30°C, 180rpm for 2 days, take a certain amount of wet cells (0.1 ~ 0.5g) and suspend in 1mL of phosphate buffer (PBS, 50...

Embodiment 2

[0036] Example 2-8 Resting cells catalyze the asymmetric reduction of carbonyl compounds

[0037] Add 0.01g of Rhodococcus baikonurensis ECU1014 resting cells and 2U of glucose dehydrogenase crude enzyme solution to 1mL sodium phosphate buffer (100mmol / L, pH6.0) 641), respectively adding the latent chiral carbonyl compound (Example 2-8) with a final concentration of 10mmol / L, and the NAD with a final concentration of 0.5mmol / L + And 3g / L of glucose. The reaction was shaken at 1100 rpm for 24 h at 30°C. After the reaction was completed, extract with an equal volume of ethyl acetate, extract twice, combine the extracts, add anhydrous sodium sulfate to dry overnight, and then analyze and measure the conversion rate of the substrate and the ee value of the reduced product. The results are shown in Table 1.

[0038] The specific analysis conditions for the ee value of the product are as follows:

[0039] Use a gas chromatograph for analysis, the chromatographic column is a chira...

Embodiment 3

[0041] Embodiment 3: column temperature 160 ℃;

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Abstract

The invention relates to rhodococcus baikonurensis and application thereof in preparing optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol. The laboratory number of the rhodococcus baikonurensis is ECU1014; the rhodococcus baikonurensis is collected in the China general microbiological culture collection center; the collection number is CGMCC No.7649; the application is as follows: preparing the optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol by utilizing the resting cell of the strain as a biocatalyst. The strain disclosed by the invention is used for a biological process for asymmetrically reducing and preparing the optically pure (R)-6-hydroxy-8-chlorocaprylate and other optically active chiral alcohol, has the characteristics of high product concentration, mildness in reaction condition, high atom economy, no need of additionally adding expensive coenzyme, easiness and convenience for operation, easiness for amplification, and the like and has very good industrial application prospect in the production of an (R)-lipoic acid intermediate.

Description

technical field [0001] The invention belongs to the technical field of bioengineering, and relates to a strain of Rhodococcus and its use for preparing optically pure (R)-6-hydroxy-8-chlorooctanoate and other optically active chiral alcohols. The strain was released in May 2013 On the 28th, it was preserved in the General Microbiology Center of the China Committee for the Collection of Microbial Cultures (address No. 3, Yard 1, Beichen West Road, Chaoyang District, Beijing), and the preservation number is CGMCC No.7649. Background technique [0002] Alpha-lipoic acid is a vitamin-like compound that can eliminate aging and disease-causing free radicals. It can assist coenzyme in physiological metabolism that is beneficial to the body's immunity. It is a universal antioxidant drug. It has been reported in the literature that α-lipoic acid has a certain effect on the treatment of liver diseases, diabetes, AIDS, tumors and many other diseases. (R)-α-lipoic acid is the natural ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N1/20C12P7/62C12R1/01
Inventor 许建和陈睿杰郑高伟潘江张玉军
Owner SUZHOU FUSHILAI PHARMA CO LTD
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