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Method for producing d-pseudoephedrine by microbe transformation process

A technology for microbial transformation and pseudoephedrine, which is applied in the directions of microorganism-based methods, biochemical equipment and methods, microorganisms, etc., can solve problems such as cost and environmental protection unfavorable promotion, and achieve the effects of being beneficial to environmental protection, reducing production costs and high efficiency.

Inactive Publication Date: 2008-07-23
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, there has been a kind of semi-biosynthesis of d-pseudoephedrine at home and abroad. First, the pyruvate decarboxylase in microorganisms is used to make benzaldehyde and pyruvate generate R-phenylacetylmethanol, and then ephedrine is obtained through chemical synthesis. However, due to chemical Isomer resolution still needs to be carried out in the synthesis, which is not conducive to practical promotion in terms of cost and environmental protection

Method used

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  • Method for producing d-pseudoephedrine by microbe transformation process
  • Method for producing d-pseudoephedrine by microbe transformation process

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: the synthesis of 1-phenyl-2-methylaminoacetone

[0027] The synthetic reaction formula of 1-phenyl-2-methylaminoacetone is:

[0028]

[0029] Put 40.0g propiophenone (0.30moL) and 120mL 1,2-dichloroethane into a 500mL Erlenmeyer flask, and add bromine 48.0g (0.30mol) dropwise under stirring at room temperature so that the reaction solution just fades. After dripping the bromine, react for half an hour, transfer the reaction solution to a separatory funnel, and wash the reaction solution twice with water (150 mL each time). The organic phase was separated and the aqueous phases were combined. The aqueous phase was washed twice with dichloroethane (40 mL each). Combine the organic phases, distill under reduced pressure, and collect fractions at 128-130°C / 10-11mmHg.

[0030] Add 19 mL of benzene and 19.4 mL of methylamine aqueous solution (containing about 0.13 mol CH 3 NH 2 ), constant temperature in a water bath at 40°C, 12.6g of α-bromopropiophenon...

Embodiment 2

[0031] Embodiment 2: the cultivation and thalline collection of Morganella morganii

[0032] Shake flask seed culture: add 40mL medium in 250mL Erlenmeyer flask, medium composition (mass percentage): glucose 2.0%, yeast extract 0.35%, peptone 2.0%, K 2 HPO 4 0.2%, MgSO 4 ·7H 2 O0.01%, NaCl 0.1%, the initial pH of fermentation is 7.0, and the inoculum size is 5%. The rotation speed of the shake flask was 150 rpm, the culture temperature was 37° C., and the culture time was 42 hours.

[0033] Fermenter expansion cultivation: fermenter body volume 5L, medium volume 3L, medium composition (mass percentage): glucose 3.5%, yeast extract 0.55%, peptone 3.5%, K 2 HPO 4 0.4%, MgSO 4 ·7H 2 O 0.03%, NaCl 0.3%, initial pH 7.0. The inoculum size was 450 mL, the stirring speed was 150 r / min, the ventilation rate was 1:0.2 v / v / m, the culture temperature was 35° C., and the culture time was 50 hours.

[0034] The fermented liquid obtained by the expanded culture was centrifuged und...

Embodiment 3

[0035] Embodiment 3: the cultivation and thalline collection of Morganella morganii

[0036] Shake flask seed culture is the same as in Example 2.

[0037] Fermenter expansion cultivation: fermenter body volume 10L, medium volume 6L, medium composition (mass percentage): glucose 3.5%, yeast extract 0.55%, peptone 3.5%, K 2 HPO 4 0.4%, MgSO 4 ·7H 2 O0.03%, NaCl0.3%, initial pH is 7.0. The inoculum volume was 850 mL, the stirring speed was 80 r / min, the ventilation rate was 1:0.5 v / v / m, the culture temperature was 36° C., and the culture time was 44 hours.

[0038] Secondary expansion culture of fermenter: the volume of fermenter is 500L, and the volume of medium is 350L. The culture medium consists of (mass percentage): glucose 3.0%, yeast extract 0.5%, peptone 2.5%, K 2 HPO 4 0.3%, MgSO 4 ·7H2 O 0.02%, NaCl 0.2%, starting pH 7.0. The inoculum size was 37 L, the stirring speed was 100 r / min, the ventilation rate was 1:0.3 v / v / m, the culture temperature was 37° C., an...

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Abstract

The invention relates to a preparation method for d-pseudoephedrine by a microbe transformation, belonging to the fermentation and biotransformation field, which is characterized in that a 1-phenyl-2-methylamino acetone is acted as a transformation precursor, the Morgan bacteria is transformed into a microbe, and the d-pseudoephedrine is produced through the procedures of fostering the microbe, collecting the cells, immobilizing the cells, and biotransformation. The preparation method for d-pseudoephedrine by a microbe transformation has the advantages of directly utilizing the microbe transformation to produce d-pseudoephedrine without a chemical resolving agent and a chemical splitting, not only saving the cost but also facilitating to protect the environment; having high efficiency of the biotransformation and strong specific target with the produced d-pseudoephedrine percentage being larger than 99.0%; possessing of simple process and low production cost because the other ephedrine is also able to produce based on the same process and equipment, for example, 1-pseudoephedrine.

Description

technical field [0001] A method for producing d-pseudoephedrine by microbial transformation belongs to the field of fermentation and biotransformation, and specifically produces d-pseudoephedrine through steps such as precursor synthesis, microbial cultivation, cell collection, cell immobilization, and biotransformation. Background technique [0002] d-pseudo-ephedrine (d-pseudo-ephedrine) is an alkaloid present in the traditional Chinese medicine ephedra, and l-ephedrine is a pair of epimers. d-pseudoephedrine is mainly used as a sympathomimetic drug, which can shrink upper respiratory tract blood vessels, eliminate upper respiratory tract congestion, dilate bronchi, and treat asthma; reduce blood viscosity, increase blood pressure, excite cardiovascular and central nervous system; compared with l-ephedrine , its side effect is small, and when it is used for treatment, its adverse reactions such as heart rate increase, blood pressure increase, and central nervous system exc...

Claims

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Application Information

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IPC IPC(8): C12P13/00C12R1/01
Inventor 石贵阳张梁丁重阳王正祥王国成
Owner JIANGNAN UNIV
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