Occurrence of agrochemicals in surface waters of shallow soils and steep slopes cropped to tobacco

Sequinatto, Letícia; Reichert, José Miguel; Santos, Danilo Rheinheimer dos; Reinert, Dalvan José; Copetti, André Carlos Cruz

doi:10.1590/s0100-40422013000600004

Cited by 33 publications

(13 citation statements)

References 16 publications

(21 reference statements)

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“…The term agrochemical is given to various chemical products widely used in agriculture as prophylactic treatment to maintain high agricultural production (Sequinatto, 2013). Among the organic pollutants, agrochemicals stand out as their application in most cases is linked to direct contact with the environment, which results in high risk of exposure to living beings.…”

Section: Introductionmentioning

confidence: 99%

Degradation of selected agrochemicals by the white rot fungus Trametes versicolor

Mir-Tutusaus

Masís-Mora

Corcellas

et al. 2014

Science of The Total Environment

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Use of agrochemicals is a worldwide practice that exerts an important effect on the environment; therefore the search of approaches for the elimination of such pollutants should be encouraged. The degradation of the insecticides imiprothrin (IP) and cypermethrin (CP), the insecticide/nematicide carbofuran (CBF) and the antibiotic of agricultural use oxytetracycline (OTC) were assayed with the white rot fungus Trametes versicolor. Experiments with fungal pellets demonstrated extensive degradation of the four tested agrochemicals, at rates that followed the pattern IP>OTC>CP>CBF. In vitro assays with laccase-mediator systems showed that this extracellular enzyme participates in the transformation of IP but not in the cases of CBF and OTC. On the other hand, in vivo studies with inhibitors of cytochrome P450 revealed that this intracellular system plays an important role in the degradation of IP, OTC and CBF, but not for CP. The compounds 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylic acid (DCCA) and 3-phenoxybenzoic acid (PBA) were detected as transformation products of CP, as a result of the breakdown of the molecule. Meanwhile, 3-hydroxycarbofuran was detected as a transformation product of CBF; this metabolite tended to accumulate during the process, nonetheless, the toxicity of the system was effectively reduced. Simultaneous degradation of CBF and OTC showed a reduction in toxicity; similarly, when successive additions of OTC were done during the slower degradation of CBF, the fungal pellets were able to degrade both compounds. The simultaneous degradation of the four compounds successfully took place with minimal inhibition of fungal activity and resulted in the reduction of the global toxicity, thus supporting the potential use of T. versicolor for the treatment of diverse agrochemicals.

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Section: Introductionmentioning

confidence: 99%

Degradation of selected agrochemicals by the white rot fungus Trametes versicolor

Mir-Tutusaus

Masís-Mora

Corcellas

et al. 2014

Science of The Total Environment

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“…Although iprodione is not chemically stable because of its hydrolysis in the environment, its relatively low soil absorption coefficient (Koc; 400 ml g Ϫ1 ) results in high soil mobility (1). Iprodione and its metabolites have been detected in drainage and surface waters (2,3). The U.S. Environmental Protection Agency (USEPA) has classified iprodione as moderately toxic to small animals and a probable carcinogen to humans (4,5); therefore, great concern and interest have been raised regarding its environmental behavior and degradation mechanism.…”

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confidence: 99%

An Amidase Gene, ipaH , Is Responsible for the Initial Step in the Iprodione Degradation Pathway of Paenarthrobacter sp. Strain YJN-5

Yang

Jiang

Wang

et al. 2018

Appl Environ Microbiol

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Iprodione [3-(3,5-dichlorophenyl) -isopropyl-2,4-dioxoimidazolidine-1-carboxamide] is a highly effective broad-spectrum dicarboxamide fungicide. Several bacteria with iprodione-degrading capabilities have been reported; however, the enzymes and genes involved in this process have not been characterized. In this study, an iprodione-degrading strain, sp. strain YJN-5, was isolated and characterized. Strain YJN-5 degraded iprodione through the typical pathway, with hydrolysis of its N-1 amide bond to -(3,5-dichlorophenyl)-2,4-dioxoimidazolidine as the initial step. The gene, encoding a novel amidase responsible for this step, was cloned from strain YJN-5 by the shotgun method. IpaH shares the highest similarity (40%) with an indoleacetamide hydrolase (IAHH) from USDA 110. IpaH displayed maximal enzymatic activity at 35°C and pH 7.5, and it was not a metalloamidase. The and of IpaH against iprodione were 22.42 s and 7.33 μM, respectively, and the catalytic efficiency value ( ) was 3.09 μM s IpaH has a Ser-Ser-Lys motif, which is conserved among members of the amidase signature family. The replacement of Lys82, Ser157, and Ser181 with alanine in IpaH led to the complete loss of enzymatic activity. Furthermore, strain YJN-5M lost the ability to degrade iprodione, suggesting that is the only gene responsible for the initial iprodione degradation step. The gene could also be amplified from another previously reported iprodione-degrading strain, sp. strain YJN-G. The sequence similarity between the two IpaHs at the amino acid level was 98%, indicating that conservation of IpaH exists in different strains. Iprodione is a widely used dicarboxamide fungicide, and its residue has been frequently detected in the environment. The U.S. Environmental Protection Agency has classified iprodione as moderately toxic to small animals and a probable carcinogen to humans. Bacterial degradation of iprodione has been widely investigated. Previous studies demonstrate that hydrolysis of its N-1 amide bond is the initial step in the typical bacterial degradation pathway of iprodione; however, enzymes or genes involved in iprodione degradation have yet to be reported. In this study, a novel gene encoding an amidase responsible for the initial degradation step of iprodione in sp. strain YJN-5 was cloned. In addition, the characteristics and key amino acid sites of IpaH were investigated. These findings enhance our understanding of the microbial degradation mechanism of iprodione.

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“…Iprodione is not chemically stable because it is hydrolyzed in the environment, and its relatively low soil adsorption coefficient ( Koc ; 400 ml·g −1 ) results in high soil mobility (Stromqvist and Jarvis, 2005. As such, its residues have been detected in surface water and may be leached from the soil to ground water, where they pose a threat to drinking water supplies (Derbalah et al ., 2003; Ludvigsen et al ., 2004; Sequinatto et al ., 2013). Ecotoxicological studies have suggested that iprodione is moderately toxic to small animals and may be carcinogenic to humans (USEPA, 1998; Blystone et al ., 2007).…”

Section: Introductionmentioning

confidence: 99%

Comparative genomic analysis of iprodione‐degrading Paenarthrobacter strains reveals the iprodione catabolic molecular mechanism in Paenarthrobacter sp. strain YJN‐5

Zhang

Ren

Jiang

et al. 2020

Environmental Microbiology

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Summary Degradation of the fungicide iprodione by the Paenarthrobacter sp. strain YJN‐5 is initiated via hydrolysis of its N1 amide bond to form N‐(3,5‐dichlorophenyl)‐2,4‐dioxoimidazolidine. In this study, another iprodione‐degrading strain, Paenarthrobacter sp. YJN‐D, which harbours the same metabolic pathway as strain YJN‐5 was isolated and characterized. The genes that encode the conserved iprodione catabolic pathway were identified based on comparative analysis of the genomes of the two iprodione‐degrading Paenarthrobacter sp. and subsequent experimental validation. These genes include an amidase gene, ipaH (previously reported in AEM e01150‐18); a deacetylase gene, ddaH, which is responsible for hydantoin ring cleavage of N‐(3,5‐dichlorophenyl)‐2,4‐dioxoimidazolidine, and a hydrolase gene, duaH, which is responsible for cleavage of the urea side chain of (3,5‐dichlorophenylurea)acetic acid, thus yielding 3,5‐dichloroaniline as the end product. These iprodione‐catabolic genes are distributed on three plasmids in strain YJN‐5 and are highly conserved between the two iprodione‐degrading Paenarthrobacter strains. However, only the ipaH gene is flanked by a mobile genetic element. Two iprodione degradation cassettes bearing ipaH‐ddaH‐duaH were constructed and expressed in strains Pseudomonas putida KT2440 and Bacillus subtilis SCK6 respectively. Our findings enhance the current understanding of the microbial degradation mechanism of iprodione.

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Occurrence of agrochemicals in surface waters of shallow soils and steep slopes cropped to tobacco

Cited by 33 publications

References 16 publications

Degradation of selected agrochemicals by the white rot fungus Trametes versicolor

Degradation of selected agrochemicals by the white rot fungus Trametes versicolor

An Amidase Gene, ipaH , Is Responsible for the Initial Step in the Iprodione Degradation Pathway of Paenarthrobacter sp. Strain YJN-5

Comparative genomic analysis of iprodione‐degrading Paenarthrobacter strains reveals the iprodione catabolic molecular mechanism in Paenarthrobacter sp. strain YJN‐5

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