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Synthesis of Substituted 4-Arylamine-1,2-naphthoquinones in One-Pot Reactions Using CotA-Laccase as Biocatalyst

2020-08-19Journal article Open access
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dc.contributor.authorSousa, Ana Catarina
dc.contributor.authorSantos, Iolanda
dc.contributor.authorPiedade, M. Fatima M.
dc.contributor.authorMartins, Lígia O.
dc.contributor.authorRobalo, M. Paula
dc.date.accessioned2020-06-18T14:30:14Z
dc.date.available2020-06-18T14:30:14Z
dc.date.issued2020-08-19
dc.description.abstractAn efficient and environmentally benign biocatalytic strategy for the synthesis of substituted 4-arylamino-1,2-naphthoquinones was developed, through a cross-coupling reaction in which the 1,2-naphthoquinone nucleus, formed in the biocatalytic process mediated by CotA-laccase from Bacillus subtilis, is the key synthetic intermediate. Electrochemical data and kinetic parameters were determined revealing a significant higher specificity of CotA-laccase for 4-amino-3-hydroxynaphthalene-1-sulfonic acid (AHNSA). This ability of CotA-laccase to discriminate between oxidisable aromatic amines allows the set-up of one-pot reactions in the presence of the enzyme, between AHNSA and a set of appropriate aromatic amines under mild reaction conditions.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationSOUSA, Ana Catarina; [et al] – Synthesis of Substituted 4-Arylamine-1,2-naphthoquinones in One-Pot Reactions Using CotA-Laccase as Biocatalyst. Advanced Synthesis and Catalysis. ISSN 1615-4169. Vol. 362, N.º 16 (2020), pp. 3380-3387pt_PT
dc.identifier.doi10.1002/adsc.202000082pt_PT
dc.identifier.issn1615-4169
dc.identifier.urihttp://hdl.handle.net/10400.21/11883
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWiley-VCH Verlagpt_PT
dc.relationPTDC/BBB-EBB/0122/2014 - FCTpt_PT
dc.relationUID/QUI/00100/2019 - FCTpt_PT
dc.relation.publisherversionhttps://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202000082pt_PT
dc.subjectCotA-laccasept_PT
dc.subject4-arylamino-1pt_PT
dc.subject2-naphthoquinonespt_PT
dc.subjectBiocatalysispt_PT
dc.subjectGreen synthesispt_PT
dc.titleSynthesis of Substituted 4-Arylamine-1,2-naphthoquinones in One-Pot Reactions Using CotA-Laccase as Biocatalystpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FBIO%2F72108%2F2006/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FQEQ-QIN%2F0189%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04551%2F2013/PT
oaire.citation.endPage3387pt_PT
oaire.citation.issue16
oaire.citation.startPage3380pt_PT
oaire.citation.titleAdvanced Synthesis and Catalysispt_PT
oaire.citation.volume362pt_PT
oaire.fundingStream3599-PPCDT
oaire.fundingStream3599-PPCDT
oaire.fundingStream5876
person.familyNameSousa
person.familyNameSantos
person.familyNameMonteiro Martins Minas da Piedade
person.familyNameMartins
person.familyNameRobalo
person.givenNameAna Catarina
person.givenNameIolanda
person.givenNameMaria de Fátima
person.givenNameLígia O.
person.givenNameMaria Paula
person.identifier319225
person.identifier.ciencia-idE81E-0596-BF29
person.identifier.ciencia-idA81A-36ED-5A22
person.identifier.ciencia-id731B-B843-C1DF
person.identifier.ciencia-idE11C-A704-9C18
person.identifier.orcid0000-0001-6133-7406
person.identifier.orcid0000-0003-2641-0684
person.identifier.orcid0000-0002-5335-8810
person.identifier.orcid0000-0003-0082-9591
person.identifier.orcid0000-0002-8200-6910
person.identifier.ridU-3597-2017
person.identifier.ridC-2513-2009
person.identifier.ridB-2002-2012
person.identifier.scopus-author-id7102109314
person.identifier.scopus-author-id9269662100
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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