Binding interactions between suberin monomer components and pesticides

Understanding the role of biomacromolecules and their interactions with pollutants is a key for elucidating the sorptionmechanismsandmaking an accurate assessment of the environmental fate of pollutants. The knowledge of the sorption properties of the different constituents of these biomacromolecule...

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Detalles Bibliográficos
Autores: Olivella, M. Angels, Río Andrade, José Carlos del
Tipo de recurso: artículo
Fecha de publicación:2015
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/123775
Acceso en línea:http://hdl.handle.net/10261/123775
Access Level:acceso abierto
Palabra clave:Suberin
Isoproturon
Methomyl
Oxamyl
Molecular modeling
Van der Waals
Glycerol
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spelling Binding interactions between suberin monomer components and pesticidesOlivella, M. AngelsRío Andrade, José Carlos delSuberinIsoproturonMethomylOxamylMolecular modelingVan der WaalsGlycerolUnderstanding the role of biomacromolecules and their interactions with pollutants is a key for elucidating the sorptionmechanismsandmaking an accurate assessment of the environmental fate of pollutants. The knowledge of the sorption properties of the different constituents of these biomacromolecules may furnish a significant contribution to this purpose. Suberin is a very abundant biopolymer in higher plants. In this study, suberin monomers isolated from cork were analyzed by thermally-assisted methylation with tetramethylammonium hydroxide (TMAH) in a pyrolysis unit coupled to gas chromatography–mass spectrometry (GC/MS). The isolated monomer mixture was used to study the sorption of three pesticides (isoproturon, methomyl and oxamyl). The modes of pesticide–sorbent interactions were analyzed by means of two modeling calculations, the first one representing only the mixture of suberin monomers used in the sorption study, and the second one including glycerol to the mixture of suberin monomers, as a building block of the suberin molecule. The results indicated that the highest sorption capacity exhibited by the sorbent was for isoproturon (33%) being methomyl and oxamyl sorbed by the main suberin components to a lesser extent (3% and b 1%, respectively). In addition to van der Waals interactions with the apolar region of sorbent and isoproturon, modeling calculations evidenced the formation of a hydrogen bond between the isoproturon NH group and a carboxylic oxygen atom of a suberin monomer. In the case of methomyl and oxamyl only weak van der Waals interactions stabilize the pesticide–sorbent adducts. The presence of glycerol in the model provoked significant changes in the interactions with isoproturon and methomyl.This research was funded by the Spanish Ministry of Science and Innovation as part of the projects CTM2010-15185 and CTM2012-37215-C02-01. Thanks to Margot Vansteenland for her technical assistance. The authors thank to AECORK for providing the cork samples.Peer reviewedElsevierMinisterio de Ciencia e Innovación (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]201520152015info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501http://hdl.handle.net/10261/123775reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.1016/j.scitotenv.2015.04.118Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1237752026-05-22T06:33:51Z
dc.title.none.fl_str_mv Binding interactions between suberin monomer components and pesticides
title Binding interactions between suberin monomer components and pesticides
spellingShingle Binding interactions between suberin monomer components and pesticides
Olivella, M. Angels
Suberin
Isoproturon
Methomyl
Oxamyl
Molecular modeling
Van der Waals
Glycerol
title_short Binding interactions between suberin monomer components and pesticides
title_full Binding interactions between suberin monomer components and pesticides
title_fullStr Binding interactions between suberin monomer components and pesticides
title_full_unstemmed Binding interactions between suberin monomer components and pesticides
title_sort Binding interactions between suberin monomer components and pesticides
dc.creator.none.fl_str_mv Olivella, M. Angels
Río Andrade, José Carlos del
author Olivella, M. Angels
author_facet Olivella, M. Angels
Río Andrade, José Carlos del
author_role author
author2 Río Andrade, José Carlos del
author2_role author
dc.contributor.none.fl_str_mv Ministerio de Ciencia e Innovación (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Suberin
Isoproturon
Methomyl
Oxamyl
Molecular modeling
Van der Waals
Glycerol
topic Suberin
Isoproturon
Methomyl
Oxamyl
Molecular modeling
Van der Waals
Glycerol
description Understanding the role of biomacromolecules and their interactions with pollutants is a key for elucidating the sorptionmechanismsandmaking an accurate assessment of the environmental fate of pollutants. The knowledge of the sorption properties of the different constituents of these biomacromolecules may furnish a significant contribution to this purpose. Suberin is a very abundant biopolymer in higher plants. In this study, suberin monomers isolated from cork were analyzed by thermally-assisted methylation with tetramethylammonium hydroxide (TMAH) in a pyrolysis unit coupled to gas chromatography–mass spectrometry (GC/MS). The isolated monomer mixture was used to study the sorption of three pesticides (isoproturon, methomyl and oxamyl). The modes of pesticide–sorbent interactions were analyzed by means of two modeling calculations, the first one representing only the mixture of suberin monomers used in the sorption study, and the second one including glycerol to the mixture of suberin monomers, as a building block of the suberin molecule. The results indicated that the highest sorption capacity exhibited by the sorbent was for isoproturon (33%) being methomyl and oxamyl sorbed by the main suberin components to a lesser extent (3% and b 1%, respectively). In addition to van der Waals interactions with the apolar region of sorbent and isoproturon, modeling calculations evidenced the formation of a hydrogen bond between the isoproturon NH group and a carboxylic oxygen atom of a suberin monomer. In the case of methomyl and oxamyl only weak van der Waals interactions stabilize the pesticide–sorbent adducts. The presence of glycerol in the model provoked significant changes in the interactions with isoproturon and methomyl.
publishDate 2015
dc.date.none.fl_str_mv 2015
2015
2015
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/123775
url http://hdl.handle.net/10261/123775
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://dx.doi.org/10.1016/j.scitotenv.2015.04.118
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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