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Method of producing D-p-hydroxy-phenyl glycine by heterogeneous enzyme catalysis method

A technology of p-hydroxyphenylglycine and enzymatic catalysis, which can be used in fermentation and other directions, can solve the problems of high energy consumption and low output, and achieve the effect of reducing energy consumption and saving water.

Active Publication Date: 2007-03-14
SHIJIAZHUANG ZHONGTIAN BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The object of the present invention is to provide a method for producing D-p-hydroxyphenylglycine by heterogeneous enzyme catalysis to solve the problems of low yield and high energy consumption in the existing homogeneous conversion process

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] In a 300L enzyme-catalyzed reaction tank, first add 210kg of anaerobic water, and then put in 27-28kg of D, L-p-hydroxyphenylhydantoin. Under the condition of a stirring speed of 45 r / min, 15 kg of a wet enzyme preparation with an enzyme activity of 0.5 U / mL was added. Steam heating, temperature control at 32-44°C, and tank pressure not exceeding 0.05Mpa, stirring and reacting. Take samples at intervals of 3-6 hours and use high-pressure liquid chromatography to detect the reaction situation. After the reaction is carried out for 6-12 hours, D-p-hydroxyphenylglycine crystals begin to precipitate, and the N-carbamoyl-p-hydroxyphenylglycine in the reaction system is below 0.25%. , the reaction is basically over, and the conversion rate is above 99%. The separated crude crystals are recrystallized to obtain about 13.5 kg of pure products, and the solution is refined to obtain about 9 kg of finished products, with a total yield of more than 80%.

Embodiment 2

[0034] In the 300L enzyme-catalyzed reaction tank, add 210kg of anaerobic water, and then drop in 32-38kg of p-hydroxyphenylhydantoin. Under the condition of a stirring speed of 65 r / min, about 15 kg of wet enzyme preparation with an enzyme activity of 0.62 U / mL was added. Heat and control the temperature to 32-44°C and stir to react. Samples were taken at intervals of 3-6 hours to detect the reaction by high-pressure liquid chromatography. After the reaction was carried out for 6-8 hours, D-p-hydroxyphenylglycine crystals began to precipitate. When the N-carbamoyl-p-hydroxyphenylglycine in the reaction system is below 0.25%, the reaction is basically completed, and the conversion rate is above 99%. The product is obtained after partial refining of the crude crystal and the solution, and the total yield is above 79%.

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Abstract

The present invention relates to medicine material production, and is especially inhomogeneous enzyme catalytic process for producing D-p-hydroxyphenyl glycine. After solvent and DL-p-hydroxyphenyl hydantoin in the amount of 4-28 vol% of the solvent are added into enzyme catalyzed reactor, enzyme preparation of activity higher than 0.3 U / ml in the amount of 1-12 % total reactant liquid is added to react at pH 6.2-8.6 and 30-44 deg.c through stirring for 6-12 hr to separate out D-p-hydroxyphenyl glycine crystal until the concentration of N-carbamino-p-hydroxyphenyl glycine inside the reaction system is lowered to below 0.25 wt%. During the reaction, the reaction system is sampled and detected by means of high pressure liquid chromatography. The present invention has the advantages of high yield, low power consumption, high product quality, etc.

Description

technical field [0001] The invention belongs to the production of pharmaceutical raw materials, in particular to a method for producing D-p-hydroxyphenylglycine by a heterogeneous enzyme catalysis method. Background technique [0002] D-Hydroxyphenylglycine is mainly used in the production of semi-synthetic antibiotics such as amoxicillin, cefadroxil, cefoperazone and ceftriaxone. There are two kinds of "two-step enzymatic method" and "one-step enzymatic method" in the technology of biological production. The enzyme sources include Pseudomonas sp. and soil actinomycete Agrobacterium radiobacter. In the homogeneous process, the enzymes produced by these two strains can be used for the conversion and hydrolysis of DL-p-hydroxyphenylhydantoin to produce D-p-hydroxyphenylglycine, but in the heterogeneous process, the lack of catalytic ability is highlighted, and the conversion rate is low and The reaction time is too long. In the above-mentioned prior art, the production capac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/04
Inventor 刘守信崔哲锋周志辉付建忠
Owner SHIJIAZHUANG ZHONGTIAN BIOTECH
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