An alcohol dehydrogenase mutant and its application in preparing trans-4-propylcyclohexanol

By directionally mutagenesis of Rhodococcus alcohol dehydrogenase, the alcohol dehydrogenase mutant F43V/Y294G was formed, which solved the problem of insufficient stereoselectivity in the preparation of trans-4-propylcyclohexanol, realized a highly efficient and mild catalytic reaction, and improved production efficiency and economy.

CN122405573APending Publication Date: 2026-07-17NANJING UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
NANJING UNIV
Filing Date
2026-04-20
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing technologies for the preparation of trans-4-propylcyclohexanol suffer from insufficient stereoselectivity, resulting in harsh reaction conditions, the use of hazardous reagents, the generation of environmental pollutants, and poor overall atom economy, making it difficult to achieve efficient and green synthesis.

Method used

By directionally mutagenesis of Rhodococcus alcohol dehydrogenase, specifically by replacing amino acids at positions 43 and 294 of the amino acid sequence with specific amino acids, an alcohol dehydrogenase mutant F43V/Y294G was formed, which is used to catalyze the efficient stereoselective reduction of 4-propylcyclohexanone.

Benefits of technology

The alcohol dehydrogenase mutant F43V/Y294G significantly improves catalytic activity and stereoselectivity, with mild reaction conditions and reduced difficulty in product separation and purification, thereby enhancing the production efficiency and economic benefits of high-value drugs and liquid crystal materials.

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Abstract

本发明公开了一种醇脱氢酶突变体及其在制备反式‑4‑丙基环己醇中的应用,所述突变体是将SEQ ID No.1所示氨基酸序列第43位、第294这两个位点中至少有一个氨基酸进行置换;第43位苯丙氨酸(F)突变为丝氨酸(S)、酪氨酸(Y)、甘氨酸(G)、缬氨酸(V),第294位酪氨酸(Y)突变为甘氨酸(G)。本发明对野生型醇脱氢酶基因进行定向进化改造,筛选出能够以4‑丙基环己酮和NADH为底物选择性高效生成反式‑4‑丙基环己醇和NAD+的醇脱氢酶突变体,突变体对产物的立体选择性实现逆转,实现对反式‑4‑丙基环己醇的高效高立体选择性生成。
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