Wasteful Azo Dyes as a Source of Biologically Active Building Blocks

In this work, an environment-friendly enzymatic strategy was developed for the valorisation of dye-containing wastewaters. We set up biocatalytic processes for the conversion of azo dyes representative of the main classes used in the textile industry into valuable aromatic compounds: aromatic amines...

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Main Authors: Ana Fernandes, Bruna Pinto, Lorenzo Bonardo, Beatriz Royo, M. Paula Robalo, Lígia O. Martins
Format: Article
Language:English
Published: Frontiers Media S.A. 2021-06-01
Series:Frontiers in Bioengineering and Biotechnology
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fbioe.2021.672436/full
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spelling doaj-4f1ffcab4b20431e9fe3db411f605f002021-06-15T07:01:20ZengFrontiers Media S.A.Frontiers in Bioengineering and Biotechnology2296-41852021-06-01910.3389/fbioe.2021.672436672436Wasteful Azo Dyes as a Source of Biologically Active Building BlocksAna Fernandes0Bruna Pinto1Bruna Pinto2Lorenzo Bonardo3Beatriz Royo4M. Paula Robalo5M. Paula Robalo6Lígia O. Martins7Instituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, PortugalInstituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, PortugalÁrea Departamental de Engenharia Química, Instituto Superior de Engenharia de Lisboa (ISEL), Instituto Politécnico de Lisboa, Lisbon, PortugalInstituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, PortugalInstituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, PortugalÁrea Departamental de Engenharia Química, Instituto Superior de Engenharia de Lisboa (ISEL), Instituto Politécnico de Lisboa, Lisbon, PortugalCentro de Química Estrutural, Complexo I, Instituto Superior Técnico, Universidade de Lisboa, Lisbon, PortugalInstituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, PortugalIn this work, an environment-friendly enzymatic strategy was developed for the valorisation of dye-containing wastewaters. We set up biocatalytic processes for the conversion of azo dyes representative of the main classes used in the textile industry into valuable aromatic compounds: aromatic amines, phenoxazinones, phenazines, and naphthoquinones. First, purified preparations of PpAzoR azoreductase efficiently reduced mordant, acid, reactive, and direct azo dyes into aromatic amines, and CotA-laccase oxidised these compounds into phenazines, phenoxazinones, and naphthoquinones. Second, whole cells containing the overproduced enzymes were utilised in the two-step enzymatic conversion of the model mordant black 9 dye into sodium 2-amino-3-oxo-3H-phenoxazine-8-sulphonate, allowing to overcome the drawbacks associated with the use of expensive purified enzymes, co-factors, or exquisite reaction conditions. Third, cells immobilised in sodium alginate allowed recycling the biocatalysts and achieving very good to excellent final phenoxazine product yields (up to 80%) in water and with less impurities in the final reaction mixtures. Finally, one-pot systems using recycled immobilised cells co-producing both enzymes resulted in the highest phenoxazinone yields (90%) through the sequential use of static and stirring conditions, controlling the oxygenation of reaction mixtures and the successive activity of azoreductase (anaerobic) and laccase (aerobic).https://www.frontiersin.org/articles/10.3389/fbioe.2021.672436/fulllaccasesaromatic amineswhole-cell catalysisphenazinesphenoxazinonesazoreductase
collection DOAJ
language English
format Article
sources DOAJ
author Ana Fernandes
Bruna Pinto
Bruna Pinto
Lorenzo Bonardo
Beatriz Royo
M. Paula Robalo
M. Paula Robalo
Lígia O. Martins
spellingShingle Ana Fernandes
Bruna Pinto
Bruna Pinto
Lorenzo Bonardo
Beatriz Royo
M. Paula Robalo
M. Paula Robalo
Lígia O. Martins
Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
Frontiers in Bioengineering and Biotechnology
laccases
aromatic amines
whole-cell catalysis
phenazines
phenoxazinones
azoreductase
author_facet Ana Fernandes
Bruna Pinto
Bruna Pinto
Lorenzo Bonardo
Beatriz Royo
M. Paula Robalo
M. Paula Robalo
Lígia O. Martins
author_sort Ana Fernandes
title Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
title_short Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
title_full Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
title_fullStr Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
title_full_unstemmed Wasteful Azo Dyes as a Source of Biologically Active Building Blocks
title_sort wasteful azo dyes as a source of biologically active building blocks
publisher Frontiers Media S.A.
series Frontiers in Bioengineering and Biotechnology
issn 2296-4185
publishDate 2021-06-01
description In this work, an environment-friendly enzymatic strategy was developed for the valorisation of dye-containing wastewaters. We set up biocatalytic processes for the conversion of azo dyes representative of the main classes used in the textile industry into valuable aromatic compounds: aromatic amines, phenoxazinones, phenazines, and naphthoquinones. First, purified preparations of PpAzoR azoreductase efficiently reduced mordant, acid, reactive, and direct azo dyes into aromatic amines, and CotA-laccase oxidised these compounds into phenazines, phenoxazinones, and naphthoquinones. Second, whole cells containing the overproduced enzymes were utilised in the two-step enzymatic conversion of the model mordant black 9 dye into sodium 2-amino-3-oxo-3H-phenoxazine-8-sulphonate, allowing to overcome the drawbacks associated with the use of expensive purified enzymes, co-factors, or exquisite reaction conditions. Third, cells immobilised in sodium alginate allowed recycling the biocatalysts and achieving very good to excellent final phenoxazine product yields (up to 80%) in water and with less impurities in the final reaction mixtures. Finally, one-pot systems using recycled immobilised cells co-producing both enzymes resulted in the highest phenoxazinone yields (90%) through the sequential use of static and stirring conditions, controlling the oxygenation of reaction mixtures and the successive activity of azoreductase (anaerobic) and laccase (aerobic).
topic laccases
aromatic amines
whole-cell catalysis
phenazines
phenoxazinones
azoreductase
url https://www.frontiersin.org/articles/10.3389/fbioe.2021.672436/full
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