Method for preparing 2,2-dimethyl cyclopropanecarboxamide and bacterial strain thereof by biological catalysis

A technology for dimethylcyclopropanecarboxamide and dimethylcyclopropanecarbonitrile is applied in the field of biocatalytic preparation of 2,2-dimethylcyclopropanecarboxamide and strains thereof, and can solve the problem of lengthy reaction steps and unobtainable products. Problems such as low rate and excessive waste water

Active Publication Date: 2009-07-15
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical synthesis of 2,2-dimethylcyclopropylcarboxamide has the disadvantages of harsh react

Method used

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  • Method for preparing 2,2-dimethyl cyclopropanecarboxamide and bacterial strain thereof by biological catalysis
  • Method for preparing 2,2-dimethyl cyclopropanecarboxamide and bacterial strain thereof by biological catalysis

Examples

Experimental program
Comparison scheme
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Example Embodiment

[0041] Example 1: Screening of microbial strains with activity to catalyze the hydration of 2,2-dimethylcyclopropanecarbonitrile

[0042] Collect soil samples around chemical plants in Zhejiang Province, take 1.0g soil sample and disperse it in 10.0ml 0.95% physiological saline solution, mix well; take 2.0ml bacterial suspension to inoculate 50.0ml containing 1.0‰(v / v) 2,2-Dimethylcyclopropanecarbonitrile enrichment medium (preparation: 10.0g glucose, 1.0gK 2 HPO 4 , 0.2gMgSO 4 , 1.0gKH 2 PO 4 , 0.002gFeSO 4 ·7H 2 O, 0.002g CoCl 2 ·6H 2 O, 0.015gCaCl 2 , The pH is natural, make up to 1.0L with water; sterilize the medium at 121°C for 20 minutes, cool to room temperature and add 1.0mL 2,2-dimethylcyclopropanecarbonitrile, here, racemic 2,2-dimethyl Cyclopropionitrile is used as the sole carbon source and nitrogen source of the enrichment medium), shake culture at 30°C and 150rpm until the culture solution is turbid; the first batch of enrichment culture is inoculated at 2% (v / v) ) ...

Example Embodiment

[0045] Example 2: Preparation of biocatalyst R. boritolerans CCTCC M 208108 cells

[0046] Pick a loop of bacteria from the test tube slope of the new nitrile hydratase-producing strain R.boritolerans CCTCC M208108, which is selected and bred in the present invention, and inoculate to 20.0ml sterile seed culture medium (preparation: glucose 10.0g, yeast extract 3.0g , NaCl 1.0g, K 2 HPO 4 0.3g, KH 2 PO 4 0.3g, MgSO 4 0.2g, the pH is natural, and the water makes up to 1.0L. Sterilize the culture medium at 121°C for 20 minutes), shake culture at 30°C and 150 rpm for 24 hours.

[0047] To investigate the induction effects of different inducers, a control fermentation medium was designed, consisting of: 10.0g / l glucose, 8.0g / l yeast powder, 1.0g / l KH 2 PO 4 ,1.0g / l K 2 HPO 4 , 1.0g / l NaCl, 0.2g / l MgSO4, 0.01g / l FeSO4, 0.05g / l CaCl 2 , The solvent is water; the experimental group’s fermentation medium was added 1.0g / l sodium glutamate, caprolactam, urea, acetamide, 2,2-dimethylcyclopro...

Example Embodiment

[0050] Example 3: Biotransformation of 2,2-dimethylcyclopropanamide in a phosphate buffer system

[0051] For 2,2-dimethylcyclopropanamide biosynthesis, the biocatalyst R. boritolerans CCTCC M208108 bacterial cells prepared in the present invention are used. The transformation system selects 10.0ml pH7.0 phosphate buffer (50.0mM), R.boritolerans CCTCC M 208108 cell final concentration is 0.1gDCW / L, the substrate is fed in 3 batches, and 5.0μL 2,2-dimethylcyclopropane is added to each batch. Formonitrile, the conversion temperature is 30°C, each batch is converted 5 min, and the total conversion time is 15 min. After the conversion, centrifuge at 10,000 rpm for 10 min, discard the precipitate and collect the supernatant. The conversion solution is filtered through a 0.45 μm microfiltration membrane. The permeate is analyzed by gas chromatography. The conversion rates of the three batches are 100%, 99.1%, and 100%, respectively. , The cumulative concentration of product 2,2-dimethyl...

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Abstract

The invention provides a Rhodococcus boritolerans FW815 enriched in soil and sewage and sieving high nitrile hydratase active mircoorganism strain, and a process that applies the strain to biological catalysis methods for the preparation of 2,2-dimethyl cyclopropane formamide. The 2,2-dimethyl cyclopropane formamide is prepared by converting 2,2-dimethyl cyclopropane formonitrile via the nitrile hydratase generated by the strain, wherein, the reaction medium is water, constituents of the reaction system are simple, the biological catalysis efficiency is high, the conversion time is short, the conversion rate for substrates is high, the yield of the 2,2-dimethyl cyclopropane formamide product is high and the extraction and purification processes are simple.

Description

(1) Technical field [0001] The invention relates to a bacterial strain with high nitrile hydratase activity and its application in biocatalytic preparation of 2,2-dimethylcyclopropanamide. (2) Background technology [0002] Nitriles are a class of compounds containing cyano functional groups, which play a very important role in organic synthesis. The cyano group is an important source of Cl, which is usually introduced into organic matter as a "water-stable carbanion" to form amines, imines, amides, amidines, carboxylic acids, and carbonyl compounds, etc. However, the traditional chemical conversion of nitriles has the disadvantages of high energy consumption, harsh reaction conditions, strong acid or strong base, high temperature and metal catalysts, low reaction selectivity, and the formation of a large number of by-products. Nitrile compounds also exist in the natural environment and in bacteria, fungi, plants, and animals. In biological systems, known nitrile hydratases...

Claims

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Application Information

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IPC IPC(8): C12N1/20C12P13/02C12R1/01
Inventor 郑裕国王亚军沈寅初
Owner ZHEJIANG UNIV OF TECH
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