Method for biologically synthesizing (R)-(-)-mandelic acid

A mandelic acid and biological method technology, applied in the field of bioengineering, can solve the problems of low purity of mandelic acid, inability to achieve industrialized production, low enzyme activity, etc., and achieve the effects of simple process route, no pollution in reaction conditions, and mild reaction conditions.

Inactive Publication Date: 2015-10-14
EAST CHINA UNIV OF SCI & TECH +1
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Problems solved by technology

[0005] 1. Using benzaldehyde and hydrocyanic acid as raw materials, mandelonitrile is first prepared, and then (R)‐(‐)‐mandelic acid is obtained under the action of nitrilase, but this method is only (R)‐(‐) ‐A research direction of mandelic acid production, due to the low activity of the known nitrilase, it cannot meet the requirements of industrial production at present
[0006] 2. Mandelic acid racemate is first synthesized, then esterified or aminolyzed to obtain mandelic acid ester or mandelic acid amide, and then under the action of esterification hydrolase or amidohydrolase, a single enantiomer mandelic acid is obtained,

Method used

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  • Method for biologically synthesizing (R)-(-)-mandelic acid
  • Method for biologically synthesizing (R)-(-)-mandelic acid

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Embodiment

[0047] This embodiment discloses a method for biosynthesizing (R)-(-)-mandelic acid, which includes the following steps:

[0048] (1) Take out the E.coli engineering bacteria preserved at -80°C, inoculate them on LB agar plates, and then culture them overnight at 37°C;

[0049] (2), pick the monoclonal colonies on the LB agar plate, and inoculate it in the LB liquid medium, then cultivate overnight at 37°C;

[0050] (3), take appropriate amount of bacterial liquid from the LB liquid culture medium after overnight cultivation, inoculate in LB liquid medium, cultivate 8h at 37 ℃, inoculate in fermentation medium afterwards (as shown in Table 1, final pH value is 7), cultured at 37°C until OD 600 to 20, then add an appropriate amount of IPTG, induce at 30°C for 16 hours, collect the bacteria by centrifugation (take the precipitate), and use NaH with a pH of 8.0 2 PO 4 / Na 2 HPO 4 The buffer was washed twice to obtain resting cells; during the cultivation at 37°C, fermentatio...

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Abstract

The invention provides a method for biologically synthesizing (R)-(-)-mandelic acid. The method comprises the following steps: feeding mandelonitrile into a conversion liquid, reacting at the pH value of 6.0-9.0 at a temperature of 20-40DEG C for 20-24h, stopping feeding, and continuously reacting for 2-6h to obtain (R)-(-)-mandelic acid. The conversion liquid comprises E. coli engineering bacteria containing J2315 nitrilase. (R)-(-)-mandelic acid is prepared through a J2315 nitrilase and fed mandelonitrile combination technology, so the method has the advantages of simple process route, mild reaction conditions and no pollution, allows the (R)-(-)-mandelic acid accumulation concentration of a single batch reaction to reach 2.9M and the ee value to be greater than 97%, and has good industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of bioengineering and relates to a method for biologically synthesizing (R)-(-)-mandelic acid. Background technique [0002] Mandelic acid is an extremely important chiral drug intermediate with dual functions of anti-inflammatory and bactericidal. At present, in the international market, the demand for mandelic acid is growing at an average annual rate of about 10%, especially (R)‐(‐)‐mandelic acid has long been an urgently needed product at home and abroad. [0003] (R)‐(‐)‐mandelic acid and its derivatives are important pharmaceutical intermediates for the synthesis of cyclomandelate, oxybenzazole, pemoline and other vasodilators, bactericides, and antispasmodics, and have good biological properties. Decomposability, is currently the most eye-catching acidic optical resolution agent, which can make most racemic amines and amino acids undergo optical resolution through the formation of diastereomer salts,...

Claims

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Application Information

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IPC IPC(8): C12P7/42
CPCC12P7/42
Inventor 王华磊范海洋任宇红魏东芝
Owner EAST CHINA UNIV OF SCI & TECH
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