Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , |
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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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) |
repository.mail.fl_str_mv |
|
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1803649946671382528 |