Insights into the microbial degradation pathways of the ioxynil octanoate herbicide

Detalhes bibliográficos
Autor(a) principal: Oliveira, Karina O. [UNESP]
Data de Publicação: 2018
Outros Autores: Silva, Amanda R.M., da Silva, Bianca F. [UNESP], Milagre, Humberto M.S. [UNESP], Milagre, Cintia D.F. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.bcab.2018.01.002
http://hdl.handle.net/11449/170638
Resumo: This paper describes the biodegradation of the ioxynil octanoate herbicide by indigenous microorganisms isolated from herbicide impacted soil-enrichment cultures. Eleven positive hits out of twenty-nine microorganisms screened for nitrile hydratase, nitrilase and amidase activity were further evaluated based on their growth in microtiter plates containing liquid medium with increasing concentrations of herbicide (0.97–250 mM). Two strains were selected from this assay for biodegradation studies and were identified as Lysinibacillus boronitolerans MLH-31 and Bacillus cereus MLH-61. The bacterial degradation of ioxynil octanoate and its biodegradation products were monitored, identified and characterized by liquid chromatography tandem mass spectrometry (HPLC-MS/MS). In addition to 3,5-diiodo-4-hydroxybenzamide and 3,5-diiodo-4-hydroxybenzoic acid, which are commonly detected metabolites, two new metabolites were observed: mono-deiodinated compound 3-iodo-4-hydroxybenzoic acid and the product of Caromatic-CN cleaved 1,3-diiodophenol. The experimentally observed metabolites were correlated with the enzymatic systems involved, revealing the presence of esterases, nitrile hydratases, amidases, nitrilases, dehalogenases and carbon-carbon lyases during biodegradation. Lysinibacillus boronitolerans MLH-31 was found to degrade ioxynil octanoate at a rate of 97% over 7 days through a batch-resting cells experiment, while Bacillus cereus MLH-61 was found to do so at a rate of 75% under the same conditions.
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spelling Insights into the microbial degradation pathways of the ioxynil octanoate herbicideAmidaseBiodegradationCarbon-carbon lyaseDehalogenaseIoxynil octanoateNitrilaseNitrile hydrataseThis paper describes the biodegradation of the ioxynil octanoate herbicide by indigenous microorganisms isolated from herbicide impacted soil-enrichment cultures. Eleven positive hits out of twenty-nine microorganisms screened for nitrile hydratase, nitrilase and amidase activity were further evaluated based on their growth in microtiter plates containing liquid medium with increasing concentrations of herbicide (0.97–250 mM). Two strains were selected from this assay for biodegradation studies and were identified as Lysinibacillus boronitolerans MLH-31 and Bacillus cereus MLH-61. The bacterial degradation of ioxynil octanoate and its biodegradation products were monitored, identified and characterized by liquid chromatography tandem mass spectrometry (HPLC-MS/MS). In addition to 3,5-diiodo-4-hydroxybenzamide and 3,5-diiodo-4-hydroxybenzoic acid, which are commonly detected metabolites, two new metabolites were observed: mono-deiodinated compound 3-iodo-4-hydroxybenzoic acid and the product of Caromatic-CN cleaved 1,3-diiodophenol. The experimentally observed metabolites were correlated with the enzymatic systems involved, revealing the presence of esterases, nitrile hydratases, amidases, nitrilases, dehalogenases and carbon-carbon lyases during biodegradation. Lysinibacillus boronitolerans MLH-31 was found to degrade ioxynil octanoate at a rate of 97% over 7 days through a batch-resting cells experiment, while Bacillus cereus MLH-61 was found to do so at a rate of 75% under the same conditions.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)UNESP – São Paulo State University Institute of ChemistryUSP – University of São Paulo Institute of ChemistryUNESP – São Paulo State University Institute of ChemistryCNPq: 384996/2012-4CNPq: 560682/2010-7Universidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Oliveira, Karina O. [UNESP]Silva, Amanda R.M.da Silva, Bianca F. [UNESP]Milagre, Humberto M.S. [UNESP]Milagre, Cintia D.F. [UNESP]2018-12-11T16:51:48Z2018-12-11T16:51:48Z2018-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article258-264application/pdfhttp://dx.doi.org/10.1016/j.bcab.2018.01.002Biocatalysis and Agricultural Biotechnology, v. 13, p. 258-264.1878-8181http://hdl.handle.net/11449/17063810.1016/j.bcab.2018.01.0022-s2.0-850416348802-s2.0-85041634880.pdf14257489168493760000-0001-5627-8616Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengBiocatalysis and Agricultural Biotechnology0,479info:eu-repo/semantics/openAccess2023-11-18T06:13:07Zoai:repositorio.unesp.br:11449/170638Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T18:02:24.255745Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
title Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
spellingShingle Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
Oliveira, Karina O. [UNESP]
Amidase
Biodegradation
Carbon-carbon lyase
Dehalogenase
Ioxynil octanoate
Nitrilase
Nitrile hydratase
title_short Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
title_full Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
title_fullStr Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
title_full_unstemmed Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
title_sort Insights into the microbial degradation pathways of the ioxynil octanoate herbicide
author Oliveira, Karina O. [UNESP]
author_facet Oliveira, Karina O. [UNESP]
Silva, Amanda R.M.
da Silva, Bianca F. [UNESP]
Milagre, Humberto M.S. [UNESP]
Milagre, Cintia D.F. [UNESP]
author_role author
author2 Silva, Amanda R.M.
da Silva, Bianca F. [UNESP]
Milagre, Humberto M.S. [UNESP]
Milagre, Cintia D.F. [UNESP]
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade de São Paulo (USP)
dc.contributor.author.fl_str_mv Oliveira, Karina O. [UNESP]
Silva, Amanda R.M.
da Silva, Bianca F. [UNESP]
Milagre, Humberto M.S. [UNESP]
Milagre, Cintia D.F. [UNESP]
dc.subject.por.fl_str_mv Amidase
Biodegradation
Carbon-carbon lyase
Dehalogenase
Ioxynil octanoate
Nitrilase
Nitrile hydratase
topic Amidase
Biodegradation
Carbon-carbon lyase
Dehalogenase
Ioxynil octanoate
Nitrilase
Nitrile hydratase
description This paper describes the biodegradation of the ioxynil octanoate herbicide by indigenous microorganisms isolated from herbicide impacted soil-enrichment cultures. Eleven positive hits out of twenty-nine microorganisms screened for nitrile hydratase, nitrilase and amidase activity were further evaluated based on their growth in microtiter plates containing liquid medium with increasing concentrations of herbicide (0.97–250 mM). Two strains were selected from this assay for biodegradation studies and were identified as Lysinibacillus boronitolerans MLH-31 and Bacillus cereus MLH-61. The bacterial degradation of ioxynil octanoate and its biodegradation products were monitored, identified and characterized by liquid chromatography tandem mass spectrometry (HPLC-MS/MS). In addition to 3,5-diiodo-4-hydroxybenzamide and 3,5-diiodo-4-hydroxybenzoic acid, which are commonly detected metabolites, two new metabolites were observed: mono-deiodinated compound 3-iodo-4-hydroxybenzoic acid and the product of Caromatic-CN cleaved 1,3-diiodophenol. The experimentally observed metabolites were correlated with the enzymatic systems involved, revealing the presence of esterases, nitrile hydratases, amidases, nitrilases, dehalogenases and carbon-carbon lyases during biodegradation. Lysinibacillus boronitolerans MLH-31 was found to degrade ioxynil octanoate at a rate of 97% over 7 days through a batch-resting cells experiment, while Bacillus cereus MLH-61 was found to do so at a rate of 75% under the same conditions.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T16:51:48Z
2018-12-11T16:51:48Z
2018-01-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.bcab.2018.01.002
Biocatalysis and Agricultural Biotechnology, v. 13, p. 258-264.
1878-8181
http://hdl.handle.net/11449/170638
10.1016/j.bcab.2018.01.002
2-s2.0-85041634880
2-s2.0-85041634880.pdf
1425748916849376
0000-0001-5627-8616
url http://dx.doi.org/10.1016/j.bcab.2018.01.002
http://hdl.handle.net/11449/170638
identifier_str_mv Biocatalysis and Agricultural Biotechnology, v. 13, p. 258-264.
1878-8181
10.1016/j.bcab.2018.01.002
2-s2.0-85041634880
2-s2.0-85041634880.pdf
1425748916849376
0000-0001-5627-8616
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Biocatalysis and Agricultural Biotechnology
0,479
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 258-264
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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