Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties

Detalhes bibliográficos
Autor(a) principal: de Oliveira, Fernanda [UNESP]
Data de Publicação: 2022
Outros Autores: Rocha, Inês L.D., Cláudia Gouveia Alves Pinto, Diana, Ventura, Sónia P.M., Gonzaga dos Santos, André [UNESP], José Crevelin, Eduardo, de Carvalho Santos Ebinuma, Valéria [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.foodchem.2021.131214
http://hdl.handle.net/11449/229636
Resumo: Currently, the ability to produce several kinds of water-soluble red natural colorants makes the genus Talaromyces particularly important to the dye industry, which can be an alternative to the use of harmful synthetic colorants. In this study, colored compounds produced by Talaromyces amestolkiae were extracted, characterized chemically and the color stability of the fermented broth without any extraction procedure was further evaluated over pH variation. Five azaphilones compounds were detected by Ultrahigh Performance Liquid Chromatography-Mass Spectrometry system, all being complexes of the fatty acid amino-hexanedioic acid and azaphilone Monascus colorants. The color of the fermented broth was stable at a wide range of pH (3–9). Furthermore, T. amestolkiae colorants precipitated through hydrolysis of key chemical groups at extremely acidic (pH 1) and lose red color in extremely basic (pH 13) medium, showing negative halochromism. Nevertheless, these findings enhance the industrial relevance of azaphilone colorants produced by biotechnological process.
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spelling Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic propertiesColor stabilityHalocromic propertiesMonascus azaphilonesPolyketidesRed colorantsTalaromyces amestolkiaeCurrently, the ability to produce several kinds of water-soluble red natural colorants makes the genus Talaromyces particularly important to the dye industry, which can be an alternative to the use of harmful synthetic colorants. In this study, colored compounds produced by Talaromyces amestolkiae were extracted, characterized chemically and the color stability of the fermented broth without any extraction procedure was further evaluated over pH variation. Five azaphilones compounds were detected by Ultrahigh Performance Liquid Chromatography-Mass Spectrometry system, all being complexes of the fatty acid amino-hexanedioic acid and azaphilone Monascus colorants. The color of the fermented broth was stable at a wide range of pH (3–9). Furthermore, T. amestolkiae colorants precipitated through hydrolysis of key chemical groups at extremely acidic (pH 1) and lose red color in extremely basic (pH 13) medium, showing negative halochromism. Nevertheless, these findings enhance the industrial relevance of azaphilone colorants produced by biotechnological process.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Laboratório Associado para a Química VerdeCentro de Investigação em Materiais Cerâmicos e CompósitosDepartment of Engineering Bioprocess and Biotechnology School of Pharmaceutical Sciences São Paulo State University - UNESPCICECO – Aveiro Institute of Materials Chemistry Department University of Aveiro, Campus Universitário de SantiagoLAQV - REQUIMTE Department of Chemistry and University of AveiroDepartment of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University - UNESPLaboratory of Mass Spectrometry Applied to Natural Products Chemistry Department of Chemistry Faculty of Philosophy Sciences and Letters of Ribeirão Preto (FFCLRP) University of São Paulo (USP)Department of Engineering Bioprocess and Biotechnology School of Pharmaceutical Sciences São Paulo State University - UNESPDepartment of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University - UNESPFAPESP: 2014/01580-3FAPESP: 2018/06908-8FAPESP: 2019/15493-9Laboratório Associado para a Química Verde: UIDB/50006/2020Centro de Investigação em Materiais Cerâmicos e Compósitos: UIDB/50011/2020Centro de Investigação em Materiais Cerâmicos e Compósitos: UIDP/50011/2020Universidade Estadual Paulista (UNESP)University of AveiroLAQV - REQUIMTEUniversidade de São Paulo (USP)de Oliveira, Fernanda [UNESP]Rocha, Inês L.D.Cláudia Gouveia Alves Pinto, DianaVentura, Sónia P.M.Gonzaga dos Santos, André [UNESP]José Crevelin, Eduardode Carvalho Santos Ebinuma, Valéria [UNESP]2022-04-29T08:34:55Z2022-04-29T08:34:55Z2022-03-15info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.foodchem.2021.131214Food Chemistry, v. 372.1873-70720308-8146http://hdl.handle.net/11449/22963610.1016/j.foodchem.2021.1312142-s2.0-85116334054Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengFood Chemistryinfo:eu-repo/semantics/openAccess2024-06-24T13:46:00Zoai:repositorio.unesp.br:11449/229636Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-06-24T13:46Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
title Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
spellingShingle Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
de Oliveira, Fernanda [UNESP]
Color stability
Halocromic properties
Monascus azaphilones
Polyketides
Red colorants
Talaromyces amestolkiae
title_short Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
title_full Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
title_fullStr Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
title_full_unstemmed Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
title_sort Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
author de Oliveira, Fernanda [UNESP]
author_facet de Oliveira, Fernanda [UNESP]
Rocha, Inês L.D.
Cláudia Gouveia Alves Pinto, Diana
Ventura, Sónia P.M.
Gonzaga dos Santos, André [UNESP]
José Crevelin, Eduardo
de Carvalho Santos Ebinuma, Valéria [UNESP]
author_role author
author2 Rocha, Inês L.D.
Cláudia Gouveia Alves Pinto, Diana
Ventura, Sónia P.M.
Gonzaga dos Santos, André [UNESP]
José Crevelin, Eduardo
de Carvalho Santos Ebinuma, Valéria [UNESP]
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (UNESP)
University of Aveiro
LAQV - REQUIMTE
Universidade de São Paulo (USP)
dc.contributor.author.fl_str_mv de Oliveira, Fernanda [UNESP]
Rocha, Inês L.D.
Cláudia Gouveia Alves Pinto, Diana
Ventura, Sónia P.M.
Gonzaga dos Santos, André [UNESP]
José Crevelin, Eduardo
de Carvalho Santos Ebinuma, Valéria [UNESP]
dc.subject.por.fl_str_mv Color stability
Halocromic properties
Monascus azaphilones
Polyketides
Red colorants
Talaromyces amestolkiae
topic Color stability
Halocromic properties
Monascus azaphilones
Polyketides
Red colorants
Talaromyces amestolkiae
description Currently, the ability to produce several kinds of water-soluble red natural colorants makes the genus Talaromyces particularly important to the dye industry, which can be an alternative to the use of harmful synthetic colorants. In this study, colored compounds produced by Talaromyces amestolkiae were extracted, characterized chemically and the color stability of the fermented broth without any extraction procedure was further evaluated over pH variation. Five azaphilones compounds were detected by Ultrahigh Performance Liquid Chromatography-Mass Spectrometry system, all being complexes of the fatty acid amino-hexanedioic acid and azaphilone Monascus colorants. The color of the fermented broth was stable at a wide range of pH (3–9). Furthermore, T. amestolkiae colorants precipitated through hydrolysis of key chemical groups at extremely acidic (pH 1) and lose red color in extremely basic (pH 13) medium, showing negative halochromism. Nevertheless, these findings enhance the industrial relevance of azaphilone colorants produced by biotechnological process.
publishDate 2022
dc.date.none.fl_str_mv 2022-04-29T08:34:55Z
2022-04-29T08:34:55Z
2022-03-15
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.foodchem.2021.131214
Food Chemistry, v. 372.
1873-7072
0308-8146
http://hdl.handle.net/11449/229636
10.1016/j.foodchem.2021.131214
2-s2.0-85116334054
url http://dx.doi.org/10.1016/j.foodchem.2021.131214
http://hdl.handle.net/11449/229636
identifier_str_mv Food Chemistry, v. 372.
1873-7072
0308-8146
10.1016/j.foodchem.2021.131214
2-s2.0-85116334054
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Food Chemistry
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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