Use of imine reductase or mutant thereof in synthesis of chiral piperidine amine intermediates

CN122256282APending Publication Date: 2026-06-23SICHUAN AIHE ZHIXING BIOTECHNOLOGY CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SICHUAN AIHE ZHIXING BIOTECHNOLOGY CO LTD
Filing Date
2026-05-20
Publication Date
2026-06-23

AI Technical Summary

Technical Problem

Existing methods for synthesizing the chiral piperidine amine intermediate of nemonoxacin have problems such as complicated reaction steps, use of highly toxic reagents, high cost, and environmental unfriendliness, making it difficult to achieve industrial application.

Method used

Using imine reductase or its mutants, such as IR-B9-A219Y-S197R-V194Y, a one-step synthesis of the chiral piperidine amine intermediate of nemonoxacin was achieved via biocatalysis of 1-benzyl-5-methyl-1,6-dihydropyridin-3(2H)-one, avoiding the use of chiral amine donors, simplifying the reaction steps and improving stereoselectivity.

Benefits of technology

The synthesis of a chiral piperidine amine intermediate for nemonoxacin was achieved under mild reaction conditions, with a short reaction time, high selectivity, and high conversion rate, and has good prospects for industrial application.

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Abstract

The application provides application of imine reductase or a mutant thereof in synthesis of chiral piperidine amine intermediates, and belongs to the field of enzyme engineering. The application provides an imine reductase mutant, which is used for biocatalysis of 1-benzyl-5-methyl-1,6-dihydropyridin-3(2H)-one to synthesize a precursor compound of a chiral piperidine amine intermediate of nalofoxacin, so as to overcome the problems of complicated reaction steps, harsh conditions, great environmental pressure and other industrial application difficulties in the prior art for synthesis of chiral piperidine amine intermediate compounds, and has the advantages of mild reaction conditions, green environmental protection, short reaction steps, high selectivity and the like, and has more industrial application prospects.
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