Utilize este identificador para referenciar este registo: http://hdl.handle.net/10400.21/4965
Título: Towards the rational biosynthesis of substituted phenazines and phenoxazinones by laccases
Autor: Sousa, Ana Catarina Cardoso
Conceição Oliveira, M.
Martins, Lígia O.
Robalo, Maria Paula Alves
Palavras-chave: Potent Antiproliferative Activity
Catalyzed Domino Reactions
Fungal Laccases
Streptomyces-Antibioticus
Quinoxaline Derivatives
Biological Evaluation
Trametes-Versicolor
Bacillus-Subtilis
Antitumor Agents
Green Chemistry
Data: Set-2014
Editora: Royal Society of Chemistry
Citação: SOUSA, 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. 4127-4136
Resumo: Laccases 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.
Peer review: yes
URI: http://hdl.handle.net/10400.21/4965
DOI: 10.1039/c4gc00901k
ISSN: 1463-9262
1463-9270
Versão do Editor: http://pubs.rsc.org/en/content/articlelanding/2014/gc/c4gc00901k#!divAbstract
Aparece nas colecções:ISEL - Eng. Quim. Biol. - Artigos

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