Bio-catalytic method for synthesizing optical activity 2R-fluorocarboxylic acid and 2R-hydroxy carboxylic acid

Abstract

The invention discloses a bio-catalytic method for synthesizing optical activity 2R-fluorocarboxylic acid and 2R-hydroxy carboxylic acid. The method comprises the following steps: with alpha-fluoroacetic acid or alpha-fluoroacetic acid and derivatives thereof as a substrate, and fluoroacetic acid dehalogenase as a biocatalyst, catalyzing the substrate to carry out a defluorinated hydrolysis reaction, and finally producing and separating to obtain chirally pure 2R-fluorocarboxylic acid and 2R-hydroxy carboxylic acid and derivatives thereof. The stereoselectivity is high, the step of catalytically preparing the 2R-fluorocarboxylic acid and 2R-hydroxy carboxylic acid is simple, the preparation is realized in one step, and the problems existing extensively in synthesis of the conventional chiral compounds such as low optical purity, low yield, environmental pollution and the like can be solved. In addition, the method disclosed by the invention has the advantages that the reaction system is enlarged to g-grade experiments, and the product with high yield and ee value can be obtained. Therefore, the method disclosed by the invention is applied to industrial production, and is low in cost, and the energy consumption is low.

Description

technical field [0001] The invention relates to the technical field of bioengineering, in particular to biocatalytic synthesis of optically active 2 R- Fluorocarboxylic acids and 2 R - Hydroxycarboxylic acid method. Background technique [0002] Due to the special three-dimensional structure of chiral compounds, their enantiomers often exhibit different physical and chemical properties and physiological activities. In recent years, they have played an important role in the fields of new material development, new drug design, and fine chemical synthesis. Enzyme catalysis is because the active center of the enzyme is an asymmetric structure, which is conducive to the recognition of the racemate. Under certain conditions, the enzyme can only catalyze the reaction of one enantiomer in the racemate to become a different compound, so that The two enantiomers separated. Fluoroacetic acid dehalogenase is an enzyme isolated from Pseudomonas, Moraxella, Fusarium, Burkholderia, etc....

AI Technical Summary

Problems solved by technology

[0004] At present, the use of chemical methods to prepare chiral compounds, that is, the use of chiral ligands and chemical catalysts (usually transition metals), etc., to obtain chiral pure compounds through asymmetric synthesis, there are shortage of raw materials, low optical purity and low reaction efficiency. high disadvantage

Moreover, this type of method also has problems such as expensive reagents, harsh reaction conditions (high temperature and high pressure, strong acid and strong alkali), environmental pollution, etc., which is a big challenge for the operation and demand of actual industrial production.

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