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Towards the rational biosynthesis of substituted phenazines and phenoxazinones by laccases

2014-09Journal article Restricted access
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dc.contributor.authorSousa, Ana Catarina
dc.contributor.authorConceição Oliveira, M.
dc.contributor.authorMartins, Lígia O.
dc.contributor.authorRobalo, Maria Paula
dc.date.accessioned2015-08-24T14:26:06Z
dc.date.available2015-08-24T14:26:06Z
dc.date.issued2014-09
dc.description.abstractLaccases are multi-copper oxidases that oxidise a wide range of substrates including phenol and aniline derivatives, which could be further involved in coupling reactions leading to the formation of dimeric and trimeric structures. This paper describes the enzyme-mediated dimerisation of several ortho and meta, para-disubstituted aromatic amines into phenazine ("head-to-tail" dimers) and phenoxazinone chromophores. The redox properties of substituted aromatic amines were studied by cyclic voltammetry and the kinetic constants of CotA and Trametes versicolor laccases were measured for selected aromatic amines. The structure of novel enzymatically synthesised phenazine and phenoxazinone dyes using CotA laccase was assessed by NMR and MS. Overall our data show that this enzymatic green process is an efficient alternative to the classic chemical oxidation of aromatic amines and phenols, with an impact on the broad field of applications of these heterocyclic compounds.por
dc.identifier.citationSOUSA, Ana Catarina Cardoso; [et al] – Towards the rational biosynthesis of substituted Phenazines and Phenoxazinones by Laccases. Green Chemistry. ISSN: 1463-9262. Vol. 19, nr. 9 (2014), pp. 4127-4136por
dc.identifier.doi10.1039/c4gc00901k
dc.identifier.issn1463-9262
dc.identifier.issn1463-9270
dc.identifier.urihttp://hdl.handle.net/10400.21/4965
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherRoyal Society of Chemistrypor
dc.relation.publisherversionhttp://pubs.rsc.org/en/content/articlelanding/2014/gc/c4gc00901k#!divAbstract
dc.subjectPotent Antiproliferative Activitypor
dc.subjectCatalyzed Domino Reactionspor
dc.subjectFungal Laccasespor
dc.subjectStreptomyces-Antibioticuspor
dc.subjectQuinoxaline Derivativespor
dc.subjectBiological Evaluationpor
dc.subjectTrametes-Versicolorpor
dc.subjectBacillus-Subtilispor
dc.subjectAntitumor Agentspor
dc.subjectGreen Chemistrypor
dc.titleTowards the rational biosynthesis of substituted phenazines and phenoxazinones by laccasespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage4136por
oaire.citation.issue9por
oaire.citation.startPage4127por
oaire.citation.titleGreen Chemistrypor
oaire.citation.volume19por
person.familyNameSousa
person.familyNameMartins
person.familyNameRobalo
person.givenNameAna Catarina
person.givenNameLígia O.
person.givenNameMaria Paula
person.identifier319225
person.identifier.ciencia-idE81E-0596-BF29
person.identifier.ciencia-id731B-B843-C1DF
person.identifier.ciencia-idE11C-A704-9C18
person.identifier.orcid0000-0001-6133-7406
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
rcaap.rightsclosedAccesspor
rcaap.typearticlepor
relation.isAuthorOfPublication2ec1bb85-33cd-4e24-b84f-0c965d84d25b
relation.isAuthorOfPublicationcaca2712-516a-4db1-83a5-9309ba28954b
relation.isAuthorOfPublication823a9498-17ab-451f-bb8f-56338643ac0c
relation.isAuthorOfPublication.latestForDiscoverycaca2712-516a-4db1-83a5-9309ba28954b

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