A kind of method of biocatalytic synthesis of optically active alkyl lactone

An optically active, alkyl lactone technology, applied in the field of bioengineering, can solve the problems of poor catalytic synthesis effect of alkyl lactones, inability to synthesize chiral lactones, short chiral substituents, etc., and achieves good industrial application prospects , The effect of good optical purity of the product and high substrate concentration
CN104651425BActive Publication Date: 2018-06-08SUZHOU BAIFUAN ENZYME TECH +2
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SUZHOU BAIFUAN ENZYME TECH
Publication Date
2018-06-08

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Abstract

The invention relates to a method for biocatalytically synthesizing optically active alkyl lactones. The method comprises the following steps: (1) using a biocatalyst to catalyze the asymmetric reduction of oxoacids to synthesize optically active hydroxyacids; (2) in an acidic environment, using The optically active hydroxy acid is cyclized to form an optically active lactone compound. Use freshly cultured Candida parapsilosis cells or cell-free extracts as biocatalysts to catalyze the stereoselective reduction of 4-oxodecanoic acid and 5-oxodecanoic acid, followed by cyclization into lactone compounds in an acidic environment, with high efficiency Preparation of (R)‑(+)‑4‑hexyl‑4‑butyrolactone and (R)‑(+)‑5‑pentyl‑5‑valerolactone. Compared with the prior art, the cells and extracts thereof of the strain of the present invention are easy to prepare, have strong stereoselectivity, and catalyze the preparation of (R)-(+)-4-hexyl-4-butyrolactone and (R )‑(+)‑5‑pentyl‑5‑valerolactone has a simple process, is environmentally friendly, and has good industrial application prospects.
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Description

technical field

[0001] The invention belongs to the technical field of bioengineering, in particular to biocatalytic conversion synthesis of optically active (R)-(+)-4-hexyl-4-butyrolactone and (R)-(+)-5-pentyl-5-pentyl lactone method. Background technique

[0002] Optically active chiral lactones, such as (R)-(+)-4-hexyl-4-butyrolactone and (R)-(+)-5-pentyl-5-valerolactone, are important fragrances Additives are widely used in brewing, food manufacturing and other fields. Chemical resolution is a common method for preparing chiral lactones with high optical purity. The usual chemical resolution methods generally use racemic chiral lactones as starting materials, hydrolyze the ring-opening under alkaline conditions, and then perform esterification and alkylation. Oxygen derivatization produces a mixture of diastereoisomers, which are separated to obtain compounds of a single configuration, followed by hydrolysis and cyclization to obtain optically pure chiral lactone compo...

Claims

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