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Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity

Pyomelanin mimics from homogentisic acid (HGA) and gentisic acid (GA) were biosynthesized by the oxidative enzyme T. versicolor laccase at physiological pH to obtain water soluble melanins. The pigments show brown-black color, broad band visible light absorption, a persistent paramagnetism and high...

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Autores principales: Al Khatib, Maher, Costa, Jessica, Spinelli, Daniele, Capecchi, Eliana, Saladino, Raffaele, Baratto, Maria Camilla, Pogni, Rebecca
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7916096/
https://www.ncbi.nlm.nih.gov/pubmed/33572316
http://dx.doi.org/10.3390/ijms22041739
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author Al Khatib, Maher
Costa, Jessica
Spinelli, Daniele
Capecchi, Eliana
Saladino, Raffaele
Baratto, Maria Camilla
Pogni, Rebecca
author_facet Al Khatib, Maher
Costa, Jessica
Spinelli, Daniele
Capecchi, Eliana
Saladino, Raffaele
Baratto, Maria Camilla
Pogni, Rebecca
author_sort Al Khatib, Maher
collection PubMed
description Pyomelanin mimics from homogentisic acid (HGA) and gentisic acid (GA) were biosynthesized by the oxidative enzyme T. versicolor laccase at physiological pH to obtain water soluble melanins. The pigments show brown-black color, broad band visible light absorption, a persistent paramagnetism and high antioxidant activity. The EPR approach shows that at least two different radical species are present in both cases, contributing to the paramagnetism of the samples. This achievement can also shed light on the composition of the ochronotic pigment in the Alkaptonuria disease. On the other hand, these soluble pyomelanin mimics, sharing physico-chemical properties with eumelanin, can represent a suitable alternative to replace the insoluble melanin pigment in biotechnological applications.
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spelling pubmed-79160962021-03-01 Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity Al Khatib, Maher Costa, Jessica Spinelli, Daniele Capecchi, Eliana Saladino, Raffaele Baratto, Maria Camilla Pogni, Rebecca Int J Mol Sci Article Pyomelanin mimics from homogentisic acid (HGA) and gentisic acid (GA) were biosynthesized by the oxidative enzyme T. versicolor laccase at physiological pH to obtain water soluble melanins. The pigments show brown-black color, broad band visible light absorption, a persistent paramagnetism and high antioxidant activity. The EPR approach shows that at least two different radical species are present in both cases, contributing to the paramagnetism of the samples. This achievement can also shed light on the composition of the ochronotic pigment in the Alkaptonuria disease. On the other hand, these soluble pyomelanin mimics, sharing physico-chemical properties with eumelanin, can represent a suitable alternative to replace the insoluble melanin pigment in biotechnological applications. MDPI 2021-02-09 /pmc/articles/PMC7916096/ /pubmed/33572316 http://dx.doi.org/10.3390/ijms22041739 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Al Khatib, Maher
Costa, Jessica
Spinelli, Daniele
Capecchi, Eliana
Saladino, Raffaele
Baratto, Maria Camilla
Pogni, Rebecca
Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title_full Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title_fullStr Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title_full_unstemmed Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title_short Homogentisic Acid and Gentisic Acid Biosynthesized Pyomelanin Mimics: Structural Characterization and Antioxidant Activity
title_sort homogentisic acid and gentisic acid biosynthesized pyomelanin mimics: structural characterization and antioxidant activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7916096/
https://www.ncbi.nlm.nih.gov/pubmed/33572316
http://dx.doi.org/10.3390/ijms22041739
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