Metabolism of the herbicide bromoxynil by Klebsiella pneumoniae subsp. ozaenae

McBride, Kevin E.; Kenny, James W.; Stalker, David M.

doi:10.1128/aem.52.2.325-330.1986

Cited by 103 publications

(34 citation statements)

References 24 publications

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“…The nitrilase of K. pneumoniae ssp. ozaenae was isolated by selection on the herbicide bromoxynil (3,5‐dibromo‐4‐hydroxybenzonitrile) as nitrogen source (McBride et al. 1986).…”

Section: 1 Substrate Specificitymentioning

confidence: 99%

The nitrilase family of CN hydrolysing enzymes - a comparative study

2003

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“…The nitrilase of K. pneumoniae ssp. ozaenae was isolated by selection on the herbicide bromoxynil (3,5‐dibromo‐4‐hydroxybenzonitrile) as nitrogen source (McBride et al. 1986).…”

Section: 1 Substrate Specificitymentioning

confidence: 99%

The nitrilase family of CN hydrolysing enzymes - a comparative study

2003

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“…Klebsiella appears to have substantial potential for the biodegradation of diverse pollutants, such as organophosphorous (4-methylsulfinyl phenol) and halogenated aromatic compounds (3,5-dibromo-4-hydrobenzonitrile), which are present in herbicides and pesticides (Mac Rae and Cameron 1985;McBride et al 1986), trifluralin (Bellinaso Mde et al 2004), nitroaromatic compounds (Kim and Song 2005), 1,2-dichloroethane (Mileva et al 2008), 4-chloroaniline (Vangnai and Petchkroh 2007), monochlorinated dibenzofuran and dibenzo-p-dioxin (Fukuda et al 2002).…”

Section: Introductionmentioning

confidence: 99%

Diversity of hydrocarbon-degradingKlebsiellastrains isolated from hydrocarbon-contaminated estuaries

Rodrigues

Sakata

Comasseto

et al. 2009

Journal of Applied Microbiology

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Aims: To investigate the diversity and the catabolic capacity of oil‐degrading Klebsiella strains isolated from hydrocarbon‐contaminated sediments in Santos–São Vicente estuary systems in Brazil. Methods and Results: Klebsiella strains obtained from the estuary were characterized using 16S rRNA gene sequencing and BOX‐PCR patterns, testing their catabolic capacity to degrade toluene, xylene, naphthalene and nonane, and identifying the catabolic genes present in the oil‐degrading strains. Results show that Klebsiella strains were widespread in the estuary. Twenty‐one isolates from the Klebsiella genus were obtained; 14 had unique BOX patterns and were further investigated. Among four distinct catabolic genes tested (todC1, ndoB, xylE and alkB1), only the todC1 gene could be amplified in two Klebsiella strains. The biodegradation assay showed that most of the strains had the ability to degrade all of the tested hydrocarbons; however, the strains displayed different efficiencies. Conclusions: The oil‐degrading Klebsiella isolates obtained from the estuary were closely related to Klebsiella pneumoniae and Klebsiella ornithinolytica. The isolates demonstrated a substantial degree of catabolic plasticity for hydrocarbon degradation. Significance and Impact of the Study: The results of this study show that several strains from the Klebsiella genus are able to degrade diverse hydrocarbon compounds. These findings indicate that Klebsiella spp. can be an important part of the oil‐degrading microbial community in estuarine areas exposed to sewage.

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“…Bromoxynil can be readily degraded by Sphingobium chlorophenolica (formerly Flavobacterium sp.) [7], Agrobacterium radiobacter [8,9], Klebsiella pneumoniae [10], Pseudomonas putida [11], and Streptomyces feelus [9]. The initial mechanism for the aerobic transformation of bromoxynil by Sphingobium is the removal of the cyanide group forming 3,5-dibromo-4-hydroquinone [7].…”

Section: Introductionmentioning

confidence: 99%

Biotransformation of 3,5‐dibromo‐4‐hydroxybenzonitrile under denitrifying, Fe(III)‐reducing, sulfidogenic, and methanogenic conditions

Knight¹,

Berman²,

Häggblom³

2003

Enviro Toxic and Chemistry

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Bromoxynil (3,5-dibromo-4-hydroxybenzonitrile) is a halogenated aromatic nitrile herbicide used on a variety of crops for the postemergence control of annual broad-leaved weeds. The anaerobic biodegradability of bromoxynil and its aerobic transformation product, 3,5-dibromo-4-hydroxybenzoate, were examined in enrichment cultures established with anaerobic sediment under denitrifying, Fe(III)-reducing, sulfidogenic, and methanogenic conditions. Bromoxynil (100 microM) was depleted in 20 to 30 d in the methanogenic, sulfidogenic, and Fe(IIi)-reducing enrichments but was stable under denitrifying conditions. The 3,5-dibromo-4-hydroxybenzoate (100 microM) was depleted within 20 to 35 d under all four anaerobic conditions. Both compounds were stable in sterile controls. Bromoxynil and 3,5-dibromo-4-hydroxybenzoate were readily utilized upon respiking of the cultures. During utilization of bromoxynil, stoichiometric release of bromide was observed with transient accumulation of metabolites identified as bromocyanophenol, cyanophenol, and phenol. Bromoxynil heptanoate and octanoate were rapidly hydrolyzed to bromoxynil, which was further degraded. These results indicate that bromoxynil and 3,5-dibromo-4-hydroxybenzoate are degraded under different anaerobic conditions. Anaerobic degradation of bromoxynil proceeds via reductive debromination to 4-cyanophenol, which is further transformed to phenol and can ultimately be degraded to carbon dioxide.

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Metabolism of the herbicide bromoxynil by Klebsiella pneumoniae subsp. ozaenae

Cited by 103 publications

References 24 publications

The nitrilase family of CN hydrolysing enzymes - a comparative study

The nitrilase family of CN hydrolysing enzymes - a comparative study

Diversity of hydrocarbon-degradingKlebsiellastrains isolated from hydrocarbon-contaminated estuaries

Biotransformation of 3,5‐dibromo‐4‐hydroxybenzonitrile under denitrifying, Fe(III)‐reducing, sulfidogenic, and methanogenic conditions

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