A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes

Detalhes bibliográficos
Autor(a) principal: Sousa, Diogo
Data de Publicação: 2022
Outros Autores: Basílio, Nuno, Oliveira, Joana, de Freitas, Victor, Pina, Fernando
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/141060
Resumo: Publisher Copyright: © 2022 American Chemical Society
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spelling A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processesanthocyaninsdegradation kineticsdirect and reverse pH jumpsstopped flowChemistry(all)Agricultural and Biological Sciences(all)Publisher Copyright: © 2022 American Chemical SocietyThe kinetics and thermodynamics of the pH-dependent reversible and irreversible processes leading to color fading of pelargonidin-3-O-glucoside, peonidin-3-O-glucoside, malvidin-3-O-glucoside, and cyanidin-3-O-glucoside dyes in aqueous solutions are reported. Following the addition of base to the flavylium cation, the quinoidal bases disappear by three distinct steps: (i) in an acidic medium by a biexponential process, in which the faster step is controlled by the hydration reaction and the slower one by cis–trans isomerization; the degradation process occurs essentially from the anionic quinoidal base; (ii) in a basic medium (pH > 9.5), in which the disappearance of the anionic bases is monoexponential, with the rate proportional to the hydroxyl concentration (hydroxyl attack), leading to anionic chalcones (cis and trans) at equilibrium─the slower degradation step occurs from the di- and trianionic chalcones; and (iii) in the pH region circa 7.7 < pH < 9.5, in which hydration and hydroxyl attacks are much slower than anionic quinoidal base degradation (which is the rate-controlling step) and the equilibrium cannot be attained.DQ - Departamento de QuímicaRUNSousa, DiogoBasílio, NunoOliveira, Joanade Freitas, VictorPina, Fernando2023-01-05T01:32:38Z2022-01-192022-01-19T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article13application/octet-streamhttp://hdl.handle.net/10362/141060eng0021-8561PURE: 42244518https://doi.org/10.1021/acs.jafc.1c06521info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-03-11T05:18:20Zoai:run.unl.pt:10362/141060Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:49:54.009324Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
title A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
spellingShingle A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
Sousa, Diogo
anthocyanins
degradation kinetics
direct and reverse pH jumps
stopped flow
Chemistry(all)
Agricultural and Biological Sciences(all)
title_short A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
title_full A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
title_fullStr A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
title_full_unstemmed A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
title_sort A New Insight into the Degradation of Anthocyanins: Reversible versus the Irreversible Chemical Processes
author Sousa, Diogo
author_facet Sousa, Diogo
Basílio, Nuno
Oliveira, Joana
de Freitas, Victor
Pina, Fernando
author_role author
author2 Basílio, Nuno
Oliveira, Joana
de Freitas, Victor
Pina, Fernando
author2_role author
author
author
author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
RUN
dc.contributor.author.fl_str_mv Sousa, Diogo
Basílio, Nuno
Oliveira, Joana
de Freitas, Victor
Pina, Fernando
dc.subject.por.fl_str_mv anthocyanins
degradation kinetics
direct and reverse pH jumps
stopped flow
Chemistry(all)
Agricultural and Biological Sciences(all)
topic anthocyanins
degradation kinetics
direct and reverse pH jumps
stopped flow
Chemistry(all)
Agricultural and Biological Sciences(all)
description Publisher Copyright: © 2022 American Chemical Society
publishDate 2022
dc.date.none.fl_str_mv 2022-01-19
2022-01-19T00:00:00Z
2023-01-05T01:32:38Z
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://hdl.handle.net/10362/141060
url http://hdl.handle.net/10362/141060
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0021-8561
PURE: 42244518
https://doi.org/10.1021/acs.jafc.1c06521
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 13
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