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海洋真菌对拟除虫菊酯(±)-氯氰菊酯的对映体选择性生物降解。

Enantioselective biodegradation of the pyrethroid (±)-lambda-cyhalothrin by marine-derived fungi.

机构信息

Laboratório de Química Orgânica e Biocatálise, Instituto de Química de São Carlos, Universidade de São Paulo, Av. João Dagnone, 1100, Ed. Química Ambiental, J. Santa Angelina, 13563-120, São Carlos, SP, Brazil.

Centro de Ciências Biológicas e da Saúde da UFSCAR, Departamento de Ecologia e Biologia Evolutiva, Universidade Federal de São Carlos, Via Washington Luís, Km 235, 13565-905, São Carlos, SP, Brazil.

出版信息

Chemosphere. 2018 Apr;197:651-660. doi: 10.1016/j.chemosphere.2018.01.054. Epub 2018 Jan 16.

Abstract

The contamination of agricultural lands by pesticides is a serious environmental issue. Consequently, the development of bioremediation methods for different active ingredients, such as pyrethroids, is essential. In this study, the enantioselective biodegradation of (±)-lambda-cyhalothrin ((±)-LC) by marine-derived fungi was studied. Experiments were performed with different fungi strains (Aspergillus sp. CBMAI 1829, Acremonium sp. CBMAI 1676, Microsphaeropsis sp. CBMAI 1675 and Westerdykella sp. CBMAI 1679) in 3% malt liquid medium with 100 mg L of (±)-LC. All strains biodegraded this insecticide and the residual concentrations of (±)-LC (79.2-55.2 mg L, i.e., 20.8-44.8% biodegradation), their enantiomeric excesses (2-42% ee) and the 3-phenoxybenzoic acid (PBAc) concentrations (0.0-4.1 mg L) were determined. In experiments for 28 days of biodegradation in the absence and presence of artificial seawater (ASW) with the most efficient strain Aspergillus sp. CBMAI 1829, increasing concentrations of PBAc with (0.0-4.8 mg L) and without ASW (0.0-15.3 mg L) were observed. In addition, a partial biodegradation pathway was proposed. All the evaluated strains biodegraded preferentially the (1R,3R,αS)-gamma-cyhalothrin enantiomer. Therefore, marine-derived fungi enantioselectively biodegraded (±)-LC and can be applied in future studies for bioremediation of contaminated areas. This enantioselective biodegradation indicates that the employment of the most active enantiomer GC as insecticide not only enable the use of a lower amount of pesticide, but also a more easily biodegradable product, reducing the possibility of environmental contamination.

摘要

农田受农药污染是一个严重的环境问题。因此,开发针对不同活性成分(如拟除虫菊酯)的生物修复方法至关重要。本研究以海洋来源真菌为研究对象,探讨了(±)-氯氟氰菊酯((±)-LC)的对映选择性生物降解。实验采用不同真菌菌株(Aspergillus sp. CBMAI 1829、Acremonium sp. CBMAI 1676、Microsphaeropsis sp. CBMAI 1675 和 Westerdykella sp. CBMAI 1679)在 3%麦芽液体培养基中进行,浓度为 100mg/L 的(±)-LC。所有菌株均能降解该杀虫剂,(±)-LC 的残留浓度(79.2-55.2mg/L,即 20.8-44.8%的生物降解)、对映体过量值(2-42%ee)和 3-苯氧基苯甲酸(PBAc)浓度(0.0-4.1mg/L)均有所降低。在最有效的菌株 Aspergillus sp. CBMAI 1829 进行 28 天的生物降解实验中,分别在有无人工海水(ASW)的条件下,观察到 PBAc 的浓度逐渐增加(0.0-4.8mg/L 和 0.0-15.3mg/L)。此外,提出了部分生物降解途径。所有评估的菌株均优先降解(1R,3R,αS)-γ-氯氟氰菊酯对映体。因此,海洋来源真菌对(±)-LC 具有对映选择性生物降解能力,可应用于未来受污染地区的生物修复研究。这种对映选择性生物降解表明,使用更具活性的对映体 GC 作为杀虫剂不仅可以减少农药的使用量,而且可以使用更易生物降解的产品,降低环境污染的可能性。

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