Sulcotrione Soil Metabolism in Summer Corn Crops

Rouchaud, Jean; Neus, O; Bulcke, Robert; Cools, Karolien; Eelen, Hilde

doi:10.1007/s001289900813

Cited by 23 publications

(16 citation statements)

References 4 publications

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“…30 Moreover, this type of cleavage corresponds to a general biodegradative pathway of 1,2-diketone or 1,3-triketone. [31][32][33] Similar mechanisms are usually encountered during cyclohexanol metabolism.…”

Section: Metabolitementioning

confidence: 99%

Biotransformation of the triketone herbicide mesotrione by a Bacillus strain. Metabolite profiling using liquid chromatography/electrospray ionization quadrupole time‐of‐flight mass spectrometry

Durand

Légeret

Martin

et al. 2006

Rapid Comm Mass Spectrometry

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The metabolic pathway involved in the biotransformation of the herbicide mesotrione by the bacterial strain Bacillus sp. 3B6 was investigated by a reliable liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry (LC/ESI-QTOF-MS) method. The LC/ESI-MS method, both in positive and negative mode, with the assistance of MS(2) fragments and isotopic pattern analyses, allowed us to identify five metabolites. This work constitutes the first complete monitoring of mesotrione degradation kinetics. Among the transformation products found by both techniques, one was formed by intramolecular cyclization between a hydroxylamine and a keto function, which is quite a rare biological reactivity process. For each identified metabolite, a fragmentation pathway is proposed for negative and positive mode.

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Section: Metabolitementioning

confidence: 99%

Biotransformation of the triketone herbicide mesotrione by a Bacillus strain. Metabolite profiling using liquid chromatography/electrospray ionization quadrupole time‐of‐flight mass spectrometry

Durand

Légeret

Martin

et al. 2006

Rapid Comm Mass Spectrometry

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“…The total CO 2 fixed by the NaOH was evaluated by titrating an aliquot (8 ml) with N/5 HCl, in the presence of BaCl 2 20% and thymolphtalein, on days 4,6,8,12,16,20,30,43,50 and 60. On each sampling date, the replacement of the CO 2 -trapping solution by fresh solution allowed air renewal in the jars.…”

Section: Evaluation Of Soil Micro-organism Activitymentioning

confidence: 99%

“…Wilson and Foy [19] show that sulcotrione adsorption is correlated to the content of soil organic matter. According to Rouchaud [15,16,17] and Baer [1,2], sulcotrione is persistent for a short time and mobile. Its degradation generates three metabolites including mainly CMBA (2-chloro-4-methylsulfonylbenzoïc acid), showing no herbicide activity.…”

Section: Introductionmentioning

confidence: 99%

Degradation of sulcotrione in a brown soil amended with various organic matters

2004

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-We investigated sulcotrione degradation in a sandy-silty brown soil. The agricultural field was divided into three small plots ten years ago, named plots R for reference, M for manure and CM for compost manure. The degradation experiment was conducted under controlled laboratory conditions using 14 C benzene uniformly ring-labelled sulcotrione. In the first month of the experiment, 80% of the residues was extractable with solvent, 55% of sulcotrione was degraded, including 45% into 2-chloro-4-methylsulfonylbenzoïc acid (CMBA), the most abundant metabolite of sulcotrione. 10% of the residues was mineralised. After two months, 40% of the residues was extractable, including 16% of sulcotrione, 25% was mineralised and 35% formed non-extractable residues. Soil amended with different organic matters favoured transformation of sulcotrione in soil. The fresh manure amendment activated mineralisation of 10%, and the compost manure amendment induced a lower ratio of extractable sulcotrione at a level of 5%.sulcotrione / degradation / persistence / soil / organic amendments / mineralisation Résumé -Dégradation de la sulcotrione dans un sol brun amendé avec différents apports organiques. La dégradation de la sulcotrione dans le sol a été évaluée en conditions de laboratoire à l'aide de la molécule uniformément marquée au 14 C sur le noyau benzénique. Le sol utilisé présente une texture limono-sableuse et est issu d'une parcelle divisée en trois sous parcelles recevant différents apports organiques depuis dix ans. Les terres issues de ces trois sous parcelles sont nommées respectivement terre R (référence), M (fumier) et CM (fumier composté). Lors du premier mois d'expérimentation 80 % des résidus restent extractibles, 55 % de la sulcotrione est dégradée dont 45 % en CMBA (2-chloro-4-methylsulfonylbenzoïc acide) son métabolite majeur. Seul 10 % des résidus sont minéralisés. Au bout de deux mois, 40 % des résidus sont extractibles au solvant dont 16 % de sulcotrione, 25 % sont minéralisés et 35 % forment des résidus non-extractibles. Lors d'amendements organiques, la transformation de la sulcotrione dans le sol est favorisée. L'apport de fumier active de 10 % la minéralisation des résidus et l'apport de fumier composté induit un ratio de sulcotrione extractible faible de l'ordre de 5 %.sulcotrione / dégradation / persistance / sol / amendement organique / minéralisation

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“…1 -8 A derivative of phenylheptanoic acid was also described under special conditions. 6,7,9 Hitherto, no report has shown the occurrence of accelerated biodegradation of sulcotrione as a result of repeated applications. Soil microorganisms able to transform sulcotrione are yet to be described, in contrast to mesotrione, another herbicide belonging to the triketone family.…”

Section: Introductionmentioning

confidence: 99%

Isolation and characterisation of a bacterial strain degrading the herbicide sulcotrione from an agricultural soil

Calvayrac

Martin-Laurent

Faveaux

et al. 2011

Pest Management Science

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The dissipation kinetics of the herbicide sulcotrione sprayed 4 times on a French soil was studied using a laboratory microcosm approach. An advanced cultivation-based method was then used to isolate the bacteria responsible for biotransformation of sulcotrione. Chromatographic methods were employed as complementary tools to define its metabolic pathway. RESULTS: Soil microflora was able quickly to biotransform the herbicide (DT 50 ≈ 8 days). 2-Chloro-4-mesylbenzoic acid, oneof its main metabolites, was clearly detected. However, no accelerated biodegradation process was observed. Eight pure sulcotrione-resistant strains were isolated, but only one (1OP) was capable of degrading this herbicide with a relatively high efficiency and to use it as a sole source of carbon and energy. In parallel, another sulcotrione-resistant strain (1TRANS) was shown to be incapable of degrading the herbicide. Amplified ribosomal restriction analysis (ARDRA) and repetitive extragenic palendromic PCR genomic (REP-PCR) fingerprinting of strains 1OP and 1TRANS gave indistinguishable profiles.CONCLUSION: Sequencing and aligning analysis of 16S rDNA genes of each pure strain revealed identical sequences and a close phylogenetic relationship (99% sequence identity) to Pseudomonas putida. Such physiological and genetic properties of 1OP to metabolise sulcotrione were probably governed by mobile genetic elements in the genome of the bacteria.

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Sulcotrione Soil Metabolism in Summer Corn Crops

Cited by 23 publications

References 4 publications

Biotransformation of the triketone herbicide mesotrione by a Bacillus strain. Metabolite profiling using liquid chromatography/electrospray ionization quadrupole time‐of‐flight mass spectrometry

Biotransformation of the triketone herbicide mesotrione by a Bacillus strain. Metabolite profiling using liquid chromatography/electrospray ionization quadrupole time‐of‐flight mass spectrometry

Degradation of sulcotrione in a brown soil amended with various organic matters

Isolation and characterisation of a bacterial strain degrading the herbicide sulcotrione from an agricultural soil

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