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Method for synthesizing pipecolic acid through one-step enzymatic catalysis based on microchannel reactor

A microchannel reactor and a technology for synthesizing piperidine, which is applied in fermentation and other directions, can solve the problems of single-step operation and low enzyme catalytic rate, and achieve the effect of shortening the time used and increasing the catalytic reaction rate

Inactive Publication Date: 2017-04-26
NANJING UNIV OF TECH
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  • Abstract
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AI Technical Summary

Problems solved by technology

[0004] The enzymatic synthesis of existing pipecolinic acid mainly contains two approaches, one of which is to use diethyl acetamidomalonate as a substrate, combined with chemical and biological methods to finally obtain L-piperidinecarboxylic acid and D-piperidine Formic acid, this method can synthesize piperidine carboxylic acid through multi-step reactions; the other is to use lysine as a substrate, and realize the synthesis of piperidine carboxylic acid through a one-step enzymatic cyclodeamination process. This method has a single step and is easy to operate , the only defect is that the catalytic rate of the enzyme used in the synthesis process is low

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Cell disruption liquid and PBS buffer salt (containing 0.3g / L NAD + and 0.5g / L Fe 2+ ) and 100mL of substrate lysine were mixed evenly, the final concentration of lysine cyclodeaminase was 1g / L, pH 7.0, lysine content was 10g / L, and injected into PDMS micro The channel chip has a channel diameter of 300 μm and a length of 500 mm, and the microchannel chip is maintained at a constant temperature of 37°C. The output of piperidinecarboxylic acid after catalysis was 1.9g / L, and it took 40h in total.

Embodiment 2

[0020] Cell disruption liquid and PBK buffer salt (containing 0.3g / L NAD + and 0.5g / L Fe 2+ ) and 100mL of substrate lysine were mixed evenly, the final concentration of lysine cyclodeaminase was 1g / L, pH7.0, lysine content was 12g / L, injected into stainless steel micro The channel chip has a channel diameter of 500 μm and a length of 1000 mm, and the microchannel chip is maintained at a constant temperature of 37°C. The output of piperidinecarboxylic acid after catalysis was 2.2g / L, and it took 45h in total.

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Abstract

The invention discloses a method for synthesizing pipecolic acid through one-step enzymatic catalysis based on a microchannel reactor. According to the method, lysine cyclodeaminase, a buffer solution and lysine are mixed, and the mixture is injected into a microchannel chip through a micro feeding pump for reaction, and thus pipecolic acid is prepared. With the adoption of the method provided by the invention, the catalytic reaction rate is obviously improved, and the time needed for catalytic generation of the product of the same total quantity is greatly shortened.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis by using a microreactor, and in particular relates to a method for synthesizing pipecolinic acid by one-step enzyme catalysis based on a microchannel reactor. Background technique [0002] Pipecolic acid (PA) is a rigid cyclic non-protein amino acid, which can be used as a multifunctional backbone in the synthetic library of various compounds. Pipecolinic acid or its derivatives can be widely used as synthetic intermediates of many chiral drugs and biologically active substances, such as anticancer drug rapamycin, local anesthetic drug bupivacaine, new generation antibiotic santromycin, anti The HIV drug canthin and the antidepressant drug phenadin, among others. Due to the unique biological properties and important utilization value of pipecolinic acid and its derivatives, their synthesis and preparation have attracted the attention of more and more researchers at home and abroad. ...

Claims

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Application Information

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IPC IPC(8): C12P13/04
CPCC12P13/04
Inventor 陈可泉许晟郭凯应晗笑
Owner NANJING UNIV OF TECH
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