Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases

Detalhes bibliográficos
Autor(a) principal: Rosado, Tânia
Data de Publicação: 2012
Outros Autores: Bernardo, Pedro, Koci, Kamila, Coelho, Ana V., Robalo, Maria Paula, Martins, Lígia O.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/5110
Resumo: The aim of the present work is to provide insight into the mechanism of laccase reactions using syringyl-type mediators. We studied the pH dependence and the kinetics of oxidation of syringyl-type phenolics using the low CotA and the high redox potential TvL laccases. Additionally, the efficiency of these compounds as redox mediators for the oxidation of non-phenolic lignin units was tested at different pH values and increasing mediator/non-phenolic ratios. Finally, the intermediates and products of reactions were identified by LC-MS and H-1 NMR. These approaches allow concluding on the (1) mechanism involved in the oxidation of phenolics by bacterial laccases, (2) importance of the chemical nature and properties of phenolic mediators, (3) apparent independence of the enzyme's properties on the yields of non-phenolics conversion, (4) competitive routes involved in the catalytic cycle of the laccase-mediator system with several new C-O coupling type structures being proposed.
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spelling Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccasesLaccasesPhenolicsNatural MediatorsNon-PhenolicLignin UnitsRadical CouplingNatural MediatorsCrystal-StructureTrametes-VersicolorEndospore CoatPaper PulpOxidationLigninComponentSystemsFlaxThe aim of the present work is to provide insight into the mechanism of laccase reactions using syringyl-type mediators. We studied the pH dependence and the kinetics of oxidation of syringyl-type phenolics using the low CotA and the high redox potential TvL laccases. Additionally, the efficiency of these compounds as redox mediators for the oxidation of non-phenolic lignin units was tested at different pH values and increasing mediator/non-phenolic ratios. Finally, the intermediates and products of reactions were identified by LC-MS and H-1 NMR. These approaches allow concluding on the (1) mechanism involved in the oxidation of phenolics by bacterial laccases, (2) importance of the chemical nature and properties of phenolic mediators, (3) apparent independence of the enzyme's properties on the yields of non-phenolics conversion, (4) competitive routes involved in the catalytic cycle of the laccase-mediator system with several new C-O coupling type structures being proposed.Elsevier Sci LTDRCIPLRosado, TâniaBernardo, PedroKoci, KamilaCoelho, Ana V.Robalo, Maria PaulaMartins, Lígia O.2015-09-08T14:50:13Z2012-112012-11-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10400.21/5110engROSADO, T.; [et al] – Methyl syringate: Na efficient phenolic mediator for bacterial and fungal laccases. Bioresource Technology. ISSN: 0960-8524. Vol. 124 (2012), pp. 371-3780960-852410.1016/j.biortech.2012.08.023metadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T09:48:03Zoai:repositorio.ipl.pt:10400.21/5110Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:14:26.088997Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
title Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
spellingShingle Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
Rosado, Tânia
Laccases
Phenolics
Natural Mediators
Non-Phenolic
Lignin Units
Radical Coupling
Natural Mediators
Crystal-Structure
Trametes-Versicolor
Endospore Coat
Paper Pulp
Oxidation
Lignin
Component
Systems
Flax
title_short Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
title_full Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
title_fullStr Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
title_full_unstemmed Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
title_sort Methyl syringate: An efficient phenolic mediator for bacterial and fungal laccases
author Rosado, Tânia
author_facet Rosado, Tânia
Bernardo, Pedro
Koci, Kamila
Coelho, Ana V.
Robalo, Maria Paula
Martins, Lígia O.
author_role author
author2 Bernardo, Pedro
Koci, Kamila
Coelho, Ana V.
Robalo, Maria Paula
Martins, Lígia O.
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv Rosado, Tânia
Bernardo, Pedro
Koci, Kamila
Coelho, Ana V.
Robalo, Maria Paula
Martins, Lígia O.
dc.subject.por.fl_str_mv Laccases
Phenolics
Natural Mediators
Non-Phenolic
Lignin Units
Radical Coupling
Natural Mediators
Crystal-Structure
Trametes-Versicolor
Endospore Coat
Paper Pulp
Oxidation
Lignin
Component
Systems
Flax
topic Laccases
Phenolics
Natural Mediators
Non-Phenolic
Lignin Units
Radical Coupling
Natural Mediators
Crystal-Structure
Trametes-Versicolor
Endospore Coat
Paper Pulp
Oxidation
Lignin
Component
Systems
Flax
description The aim of the present work is to provide insight into the mechanism of laccase reactions using syringyl-type mediators. We studied the pH dependence and the kinetics of oxidation of syringyl-type phenolics using the low CotA and the high redox potential TvL laccases. Additionally, the efficiency of these compounds as redox mediators for the oxidation of non-phenolic lignin units was tested at different pH values and increasing mediator/non-phenolic ratios. Finally, the intermediates and products of reactions were identified by LC-MS and H-1 NMR. These approaches allow concluding on the (1) mechanism involved in the oxidation of phenolics by bacterial laccases, (2) importance of the chemical nature and properties of phenolic mediators, (3) apparent independence of the enzyme's properties on the yields of non-phenolics conversion, (4) competitive routes involved in the catalytic cycle of the laccase-mediator system with several new C-O coupling type structures being proposed.
publishDate 2012
dc.date.none.fl_str_mv 2012-11
2012-11-01T00:00:00Z
2015-09-08T14:50:13Z
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://hdl.handle.net/10400.21/5110
url http://hdl.handle.net/10400.21/5110
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv ROSADO, T.; [et al] – Methyl syringate: Na efficient phenolic mediator for bacterial and fungal laccases. Bioresource Technology. ISSN: 0960-8524. Vol. 124 (2012), pp. 371-378
0960-8524
10.1016/j.biortech.2012.08.023
dc.rights.driver.fl_str_mv metadata only access
info:eu-repo/semantics/openAccess
rights_invalid_str_mv metadata only access
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Sci LTD
publisher.none.fl_str_mv Elsevier Sci LTD
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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