Biodegradation of Butachlor by Rhodococcus sp. Strain B1 and Purification of Its Hydrolase (ChlH) Responsible for N-Dealkylation of Chloroacetamide Herbicides

Li, Hongming; Cao, Li; Lu, Peng; Ni, Haiyan; Li, Yunxiang; Yan, Xin; Hong, Qing; Li, Shunpeng

doi:10.1021/jf303936j

Cited by 40 publications

(29 citation statements)

References 45 publications

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“…The results showed that the degradation of metamitron by the isolate MET was significantly ( p ≤ 0.05) faster at pH 7.0 than at pH 5.0 and 9.0, implying that microbial degradation was a pH-dependent process202122. Similarly, Liu et al 23. reported that the optimal pH for the degradation of the herbicide butachlor by Rhodococcus sp.…”

Section: Resultsmentioning

confidence: 88%

“…Some researchers also found that temperature had a significant influence on the biodegradation of triazinone herbicides and other herbicides92526. Liu et al 23. reported that the optimal temperature for the degradation of chloroacetamide herbicides by Rhodococcus sp.…”

Section: Resultsmentioning

confidence: 99%

“…Rhodococcus sp. B1 could degrade chloroacetamide herbicides by N-dealkylation23. Additionally, deamino-metamitron and metamitron-N-glucoside were found as primary products of metamitron metabolism in Chenopodium album3.…”

Section: Resultsmentioning

confidence: 99%

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Characterization and genome functional analysis of a novel metamitron-degrading strain Rhodococcus sp. MET via both triazinone and phenyl rings cleavage

Fang

Cao

et al. 2016

Sci Rep

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A novel bacterium capable of utilizing metamitron as the sole source of carbon and energy was isolated from contaminated soil and identified as Rhodococcus sp. MET based on its morphological characteristics, BIOLOG GP2 microplate profile, and 16S rDNA phylogeny. Genome sequencing and functional annotation of the isolate MET showed a 6,340,880 bp genome with a 62.47% GC content and 5,987 protein-coding genes. In total, 5,907 genes were annotated with the COG, GO, KEGG, Pfam, Swiss-Prot, TrEMBL, and nr databases. The degradation rate of metamitron by the isolate MET obviously increased with increasing substrate concentrations from 1 to 10 mg/l and subsequently decreased at 100 mg/l. The optimal pH and temperature for metamitron biodegradation were 7.0 and 20–30 °C, respectively. Based on genome annotation of the metamitron degradation genes and the metabolites detected by HPLC-MS/MS, the following metamitron biodegradation pathways were proposed: 1) Metamitron was transformed into 2-(3-hydrazinyl-2-ethyl)-hydrazono-2-phenylacetic acid by triazinone ring cleavage and further mineralization; 2) Metamitron was converted into 3-methyl-4-amino-6(2-hydroxy-muconic acid)-1,2,4-triazine-5(4H)-one by phenyl ring cleavage and further mineralization. The coexistence of diverse mineralization pathways indicates that our isolate may effectively bioremediate triazinone herbicide-contaminated soils.

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Section: Resultsmentioning

confidence: 88%

Section: Resultsmentioning

confidence: 99%

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Characterization and genome functional analysis of a novel metamitron-degrading strain Rhodococcus sp. MET via both triazinone and phenyl rings cleavage

Fang

Cao

et al. 2016

Sci Rep

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“…Article sp., 15 Acinetobacter sp., 28 Mycobacterium sp., 14 and Sphingobium sp. 14,29 Members of Bacillus are widespread in nature and play an important role in the ecosystem.…”

Section: Journal Of Agricultural and Food Chemistrymentioning

confidence: 99%

“…In general, the major methods for butachlor degradation include dechlorination, hydroxylation, dehydrogenation, debutoxylation, debutoxymethylation, N-dealkylation, Odealkylation, cyclization, etc. 35−37 Liu et al 15 reported that butachlor was only hydrolyzed by strain B1 through Ndealkylation, which resulted in the production of butoxymetha- …”

Section: Journal Of Agricultural and Food Chemistrymentioning

confidence: 99%

Characterization of a Novel Butachlor Biodegradation Pathway and Cloning of the Debutoxylase (Dbo) Gene Responsible for Debutoxylation of Butachlor in Bacillus sp. hys-1

Gao

Jin

Shi

et al. 2015

J. Agric. Food Chem.

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Bacillus sp. strain hys-1, which was isolated from active sludge, could degrade >90% butachlor at a concentration of 100 mg/L within 7 days. The present work revealed that strain hys-1 could mineralize butachlor via the following pathway: butachlor was initially metabolized to 2-chloro-N-(2,6-diethylphenyl)-N-methylacetamide by debutoxylation and then transformed to form 2-chloro-N-(2,6-diethylphenyl)acetamide by N-demethylation. Subsequently, it was converted to 2,6-diethylaniline and further mineralized into CO2 and H2O. In addition, the catalytic efficiency of crude cell extracts descended as follows: alachlor > acetochlor > butachlor. Furthermore, a novel 744 bp gene responsible for transforming butachlor into 2-chloro-N-(2,6-diethylphenyl)-N-methylacetamide was cloned from strain hys-1 and the encoding debutoxylase was designated Dbo. Then Dbo was expressed in Escherichia coli BL21 (DE3) and purified using Ni-nitrilotriacetic acid affinity chromatography. Dbo displayed the highest activity against butachlor at pH 6.5 and 30 °C. Metal ions played an important role in Dbo activity. To the best of the authors' knowledge, this is the first report that strain hys-1 can mineralize butachlor by a novel metabolic mechanism and the first identification of a gene encoding butachlor debutoxylase.

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Bacterial community analysis of cypermethrin enrichment cultures and bioremediation of cypermethrin contaminated soils

Akbar

Sultan

Kertesz

2015

J. Basic Microbiol.

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Cypermethrin is widely used for insect control; however, its toxicity toward aquatic life requires its complete removal from contaminated areas where the natural degradation ability of microbes can be utilized. Agricultural soil with extensive history of CM application was used to prepare enrichment cultures using cypermethrin as sole carbon source for isolation of cypermethrin degrading bacteria and bacterial community analysis using PCR-DGGE of 16 S rRNA gene. DGGE analysis revealed that dominant members of CM enrichment culture were associated with α-proteobacteria followed by γ-proteobacteria, Firmicutes, and Actinobacteria. Three potential CM-degrading isolates identified as Ochrobactrum anthropi JCm1, Bacillus megaterium JCm2, and Rhodococcus sp. JCm5 degraded 86-100% of CM (100 mg L(-1) ) within 10 days. These isolates were also able to degrade other pyrethroids, carbofuran, and cypermethrin degradation products. Enzyme activity assays revealed that enzymes involved in CM-degradation were inducible and showed activity when strains were grown on cypermethrin. Degradation kinetics of cypermethrin (200 mg kg(-1)) in soils inoculated with isolates JCm1, JCm2, and JCm5 suggested time-dependent disappearance of cypermethrin with rate constants of 0.0516, 0.0425, and 0.0807 d(-1), respectively, following first order rate kinetics. The isolated bacterial strains were among dominant genera selected under CM enriched conditions and represent valuable candidates for in situ bioremediation of contaminated soils and waters.

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Biodegradation of Butachlor by Rhodococcus sp. Strain B1 and Purification of Its Hydrolase (ChlH) Responsible for N-Dealkylation of Chloroacetamide Herbicides

Cited by 40 publications

References 45 publications

Characterization and genome functional analysis of a novel metamitron-degrading strain Rhodococcus sp. MET via both triazinone and phenyl rings cleavage

Characterization and genome functional analysis of a novel metamitron-degrading strain Rhodococcus sp. MET via both triazinone and phenyl rings cleavage

Characterization of a Novel Butachlor Biodegradation Pathway and Cloning of the Debutoxylase (Dbo) Gene Responsible for Debutoxylation of Butachlor in Bacillus sp. hys-1

Bacterial community analysis of cypermethrin enrichment cultures and bioremediation of cypermethrin contaminated soils

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