Enantioselective metabolism of fenpropathrin enantiomers by carboxyl/choline esterase 6 in Tetranychus cinnabarinus

IF 3.8 1区农林科学 Q1 AGRONOMY

Pest Management Science Pub Date : 2023-11-10 DOI:10.1002/ps.7882

Furong Yang, Lulu Ran, Yuhan He, Zhifeng Xu, Lin He, Ping Zhang

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引用次数: 0

Abstract

BACKGROUND

Tetranychus cinnabarinus is a polyphagous pest mite commonly found in agriculture. As an excellent acaricide, fenpropathrin (FEN) is frequently used to control T. cinnabarinus in agriculture. However, commercial FEN is a racemate with two enantiomers, R-FEN and S-FEN. Considering that investigations on the metabolism of FEN by T. cinnabarinus are based on racemate FEN, it is important to investigate the enantioselective metabolism of FEN in T. cinnabarinus.

RESULTS

S-FEN was more toxic to T. cinnabarinus than R-FEN by more than 68.8-fold. Moreover, the synergist bioassay revealed that carboxylesterase and cytochrome P450 were the primary enzymes engaged in the detoxification of FEN in T. cinnabarinus, with carboxylesterase playing a leading role. Seven genes were substantially different after the induction of S-FEN and R-FEN. TcCCE06 was screened and selected as a key gene that related to FEN metabolism in T. cinnabarinus. The metabolic results showed that the recombinant TcCCE06 effectively metabolized 32.1% of the R-FEN and 13.8% of the S-FEN within 4 h of incubation. Moreover, R-FEN was demonstrated to have a higher affinity for the TcCCE06 protein than S-FEN based on molecular docking.

CONCLUSION

Our results indicated that TcCCE06 mediates the enantioselective metabolism of FEN in T. cinnabarinus. Our findings will contribute to a more comprehensive understanding of the mechanisms underlying the differential toxicity of the FEN enantiomers against T. cinnabarinus. Furthermore, they also provide a new perspective for the development of enantiomer-enriched acaricides with higher activity and lower pesticide dosage and pollution risks. © 2023 Society of Chemical Industry.

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羧基/胆碱酯酶6（CCE06）对甲氰菊酯对映体在朱砂叶螨体内的对映选择性代谢。

背景：朱砂叶螨是一种常见于农业的多食性害虫螨。甲氰菊酯（fenpropathrin，FEN）是一种优良的杀螨剂，在农业生产中被广泛应用于朱砂蚧的防治。然而，商用FEN是具有两种对映体的外消旋体，R-FEN和S-FEN。鉴于朱砂霉对FEN代谢的研究是基于外消旋体FEN，因此研究FEN在朱砂霉中的对映选择性代谢具有重要意义。结果：S-FEN对朱砂毒素的毒性是R-FEN的68.8倍以上。此外，增效生物测定表明，羧酸酯酶和细胞色素P450是参与朱砂毒素解毒的主要酶，羧酸酯酶起主导作用。在诱导S-FEN和R-FEN后，7个基因分别显著不同。筛选出TcCCE06作为朱砂中与FEN代谢相关的关键基因。代谢结果表明，重组TcCCE06在孵育4小时内有效代谢了32.1%的R-FEN和13.8%的S-FEN。此外，基于分子对接，R-FEN对TcCCE06蛋白的亲和力高于S-FEN。结论：TcCCE06介导了FEN在朱砂中的对映选择性代谢。我们的研究结果将有助于更全面地了解FEN对映体对朱砂霉的差异毒性机制。此外，它还为开发具有更高活性、更低农药用量和污染风险的对映体富集杀螨剂提供了新的前景。这篇文章受版权保护。保留所有权利。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Pest Management Science 农林科学-昆虫学

CiteScore

7.90

自引率

9.80%

发文量

553

审稿时长

4.8 months

期刊介绍： Pest Management Science is the international journal of research and development in crop protection and pest control. Since its launch in 1970, the journal has become the premier forum for papers on the discovery, application, and impact on the environment of products and strategies designed for pest management. Published for SCI by John Wiley & Sons Ltd.