An enzyme cascade for green synthesis of chrysanthemol and chrysanthemic acid: key precursors for pyrethrins and pyrethroids

IF 10.6 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Green Chemistry Pub Date : 2026-06-22 Epub Date: 2026-05-26 DOI:10.1039/d6gc01398h
Zhanyue Liao , Chuncen Chen , Junyi Lu , Donghua Du , Huailong Teng , Yi Zhou , Shuke Wu
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Abstract

Chrysanthemic acid is a critical chiral building block for both natural pyrethrins and synthetic pyrethroids. However, its supply is constrained by the limitations of plant extraction and the low atom economy of chemical synthesis. In this study, we engineered an artificial enzymatic cascade—both in vitro and in Escherichia coli—for the biosynthesis of chrysanthemol and chrysanthemic acid via the isopentenol utilization pathway (IUP). We first identified a highly efficient isopentenyl kinase, SmaThiM, which effectively debottlenecked the upstream pathway and enabled the in vitro production of chrysanthemol from the readily available substrate prenol. Through systematic optimization of gene organization, fusion protein design, and the implementation of a biphasic system, we developed a whole-cell biocatalyst capable of producing chrysanthemol at a titer of 510 mg L−1. To extend this approach to chrysanthemic acid production, two plant-derived enzymes were integrated into the cascade, and the resulting optimized whole-cell biocatalyst achieved a titer of 203 mg L−1 of (1R,3R)-chrysanthemic acid. These titers represent the highest microbial production levels reported to date for both compounds, demonstrating a promising, green, and high-efficiency biotechnological route for the manufacture of essential pesticide precursors.

Abstract Image

绿色合成菊花酚和菊花酸的酶级联:拟除虫菊酯和拟除虫菊酯的关键前体
菊花酸是天然拟除虫菊酯和合成拟除虫菊酯的关键手性组成部分。然而,其供应受到植物提取的限制和化学合成的低原子经济性的限制。在这项研究中,我们设计了一个人工酶级联——在体外和大肠杆菌中——通过异戊烯醇利用途径(IUP)合成菊花酚和菊花酸。我们首先确定了一种高效的异戊烯基激酶smtim,它有效地打破了上游途径的瓶颈,使体外从现成的底物戊醇中生产菊花酚成为可能。通过系统优化基因组织、融合蛋白设计和双相系统的实施,我们开发了一种全细胞生物催化剂,能够以510 mg L−1的滴度产生菊花酚。为了将这种方法扩展到菊花酸的生产中,将两种植物源酶整合到级联中,得到的优化的全细胞生物催化剂的(1R,3R)-菊花酸的滴度为203 mg L−1。这些滴度代表了迄今为止报道的这两种化合物的最高微生物产量水平,表明了一种有前途的、绿色的、高效的生物技术途径来制造必需的农药前体。
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来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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