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New process for converting aromatic halo-substituted dinitriles into halo-substituted cyanocarboxylic acids

A technology of carboxylic acid and amino acid, applied in fermentation, hydrolase, etc.

Inactive Publication Date: 2008-09-17
ASTRAZENECA AB
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, biological reactions are in many cases accompanied by the formation of impurities due to side reactions often caused by the use of wild-type microorganisms

Method used

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  • New process for converting aromatic halo-substituted dinitriles into halo-substituted cyanocarboxylic acids
  • New process for converting aromatic halo-substituted dinitriles into halo-substituted cyanocarboxylic acids

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0046] 1. Preparation of Cell-Free Extract (CFE) Biocatalyst

[0047] 1 liter of Terrific Broth (TB) medium supplemented with carbenicillin (100 mg / l) was inoculated with a glycerol stock of E. coli DH 10B (pMS470-3-14-1-4 from Rhodococcus rhodochrous nitrilase). After 68 hours of growth, this culture was used to inoculate 9 liters of TB medium supplemented with carbenicillin (100 mg / l) and IPTG was used as inducer. After 41 hours of growth in laboratory-grade fermenters, fully grown fermentation broth (OD 600 = 16.7) Harvest the cells, resuspend the cell wet weight biomass into 20 mM HEPES / NaOH buffer (pH 7.0, 13 μg benzonase enzyme per gram wet weight cells) at the ratio of 1 kg cells + 3 kg buffer, and transfer Cells were disrupted at 1600 bar in a (nanojet) (two runs). 1.04 liters of CFE were obtained with a yield of 86% (328 g wet biomass + 880 ml buffer).

[0048] 2. Enzyme conversion

[0049] 1.5 mol of 5-fluoro-1,3-dicyanobenzene was suspended in 81 0.1M sodium pho...

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Abstract

The present invention is directed to a process for converting aromatic halo-substituted dinitriles into the corresponding cyanocarboxylic acids in the presence of a nitrilase such as Rhodococcus rhodochrous.

Description

field of invention [0001] The present invention relates to a process for the conversion of aromatic halodinitriles to the corresponding cyanocarboxylic acids in the presence of nitrilase. Background technique [0002] Hydrolysis of the cyano group of a nitrile compound to obtain the corresponding carboxylic acid is a common method for obtaining carboxylic acids. However, the selective hydrolysis of cyano groups in chemical synthesis is generally a complicated process. Often specific cyano groups need to be protected. Instead, biological reactions in which only a part of the cyano groups of polynitrile compounds are hydrolyzed to obtain the corresponding cyanocarboxylic acids are generally used. [0003] Biological reactions are generally considered to be highly selective. However, biological reactions are in many cases accompanied by the formation of impurities due to side reactions often caused by the use of wild-type microorganisms. [0004] Nitrilases are enzymes havi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/00C12N9/78
CPCC12P13/002
Inventor A·韦尔斯S·德威尔德曼
Owner ASTRAZENECA AB
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