Coimmobilized Dual Enzymes in a Continuous Flow Reactor for the Efficient Synthesis of Optically Pure γ/δ-Lactones.

IF 8.3 2区 材料科学 Q1 MATERIALS SCIENCE, MULTIDISCIPLINARY
ACS Applied Materials & Interfaces Pub Date : 2025-01-08 Epub Date: 2024-12-18 DOI:10.1021/acsami.4c14644
Pengyu Yuan, Qing Wang, Xuelei Deng, Xiaoyan Zhang, Daidi Fan, Yunpeng Bai
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Abstract

Enzyme catalysis is a promising method for producing chiral chemicals with high stereoselectivity under mild conditions. However, the traditional batch reaction suffers from low enzyme stability, low cofactor recycling, and poor enzyme reusability. Here, we present a continuous-flow method using coimmobilized dual enzymes for the synthesis of chiral γ-/δ-lactones, which are widely used in fragrances and flavors. Typically, a carbonyl reductase mutant SmCRM5 from Serratia marcescens, was coimmobilized by covalent binding with BmGDH, a glucose dehydrogenase capable of recovering and recycling the cofactor NADPH. After immobilization, SmCRM5 and BmGDH exhibited a 8.9-/8.7-fold increase in catalytic efficiency (kcat/Km) and a 57-/15-fold increase in half-life at 30 °C, respectively. We demonstrated that coimmobilized dual enzymes used in a continuous flow reactor showed a higher reaction rate and a higher space-time yield (1586 g·L-1 d-1) than free enzymes and immobilized enzymes in a batch reaction for the production of (R)-δ-decalactone. This continuous flow reactor can run continuously for more than 650 h with 99% ee and 80% conversion, and the total volume exceeds 1500 reactor volumes. The robustness of this continuous-flow immobilized enzyme system provides a green and efficient method for the synthesis of high value-added chiral chemicals.

Abstract Image

连续流动反应器共固定双酶高效合成光学纯γ/δ-内酯。
酶催化是一种在温和条件下制备高立体选择性手性化学物质的有前途的方法。然而,传统的间歇反应存在酶稳定性低、辅因子回收率低、酶可重复利用性差的问题。本研究提出了一种用共固定化双酶连续流法合成手性γ-/δ-内酯的方法。通常,来自粘质沙雷氏菌的羰基还原酶突变体SmCRM5通过与BmGDH(一种能够回收和循环辅酶NADPH的葡萄糖脱氢酶)的共价结合而共同固定。固定后,SmCRM5和BmGDH的催化效率(kcat/Km)分别提高了8.9-/8.7倍,半衰期分别提高了57-/15倍。结果表明,在连续流动反应器中,共固定化双酶的反应速率和时空产率(1586 g·L-1 d-1)均高于游离酶和固定化酶在间歇反应中生产(R)-δ-十内酯。该连续流反应器可连续运行650 h以上,ee 99%,转化率80%,总容积超过1500反应器容积。该连续流动固定化酶体系的稳健性为高附加值手性化学物质的合成提供了一种绿色高效的方法。
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来源期刊
ACS Applied Materials & Interfaces
ACS Applied Materials & Interfaces 工程技术-材料科学:综合
CiteScore
16.00
自引率
6.30%
发文量
4978
审稿时长
1.8 months
期刊介绍: ACS Applied Materials & Interfaces is a leading interdisciplinary journal that brings together chemists, engineers, physicists, and biologists to explore the development and utilization of newly-discovered materials and interfacial processes for specific applications. Our journal has experienced remarkable growth since its establishment in 2009, both in terms of the number of articles published and the impact of the research showcased. We are proud to foster a truly global community, with the majority of published articles originating from outside the United States, reflecting the rapid growth of applied research worldwide.
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