Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature

Detalhes bibliográficos
Autor(a) principal: Petronilho, Sílvia
Data de Publicação: 2021
Outros Autores: Neves, Bruna, Melo, Tânia, Oliveira, Sara, Alves, Eliana, Barros, Cristina, Nunes, Fernando M., Coimbra, Manuel A., Domingues, M. Rosário
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10773/31029
Resumo: Frying allows cooking food while promoting their organoleptic properties, imparting crunchiness and flavor. The drawback is the oxidation of triacylglycerides (TAGs), leading to the formation of primary oxidized TAGs. Although they have been associated with chronic and degenerative diseases, they are precursors of pleasant flavors in fried foods. Nevertheless, there is a lack of knowledge about the oxidation species present in foods and their involvement in positive/negative health effects. In this work, high-resolution (HR) C30 reversed-phase (RP)−liquid chromatography (LC)−tandem HR mass spectrometry (MS/MS) was used to identify primary oxidation TAGs resulting from heating triolein (160 °C, 5 min). This allows simulating the initial heating process of frying oils usually used to prepare fried foods, such as chips, crisps, and snacks. Beyond hydroxy, dihydroxy, hydroperoxy, and hydroxy−hydroperoxy derivatives, already reported in phospholipids oxidized by Fenton reaction, new compounds were identified, such as dihydroxy−hydroperoxy−triolein derivatives and positional isomers (9/10- and 9/12-dihydroxy−triolein derivatives). These compounds should be considered when proposing flavor formation pathways and/or mitigating lipid-derived reactive oxygen species occurring during food frying.
id RCAP_79190ce08a437abaac69a1c54e203d2c
oai_identifier_str oai:ria.ua.pt:10773/31029
network_acronym_str RCAP
network_name_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository_id_str 7160
spelling Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperatureFrying oilTriacylglyceridesPrimary oxidation productsTrioleinC30 RP−LC−MSIsomer differentiationFrying allows cooking food while promoting their organoleptic properties, imparting crunchiness and flavor. The drawback is the oxidation of triacylglycerides (TAGs), leading to the formation of primary oxidized TAGs. Although they have been associated with chronic and degenerative diseases, they are precursors of pleasant flavors in fried foods. Nevertheless, there is a lack of knowledge about the oxidation species present in foods and their involvement in positive/negative health effects. In this work, high-resolution (HR) C30 reversed-phase (RP)−liquid chromatography (LC)−tandem HR mass spectrometry (MS/MS) was used to identify primary oxidation TAGs resulting from heating triolein (160 °C, 5 min). This allows simulating the initial heating process of frying oils usually used to prepare fried foods, such as chips, crisps, and snacks. Beyond hydroxy, dihydroxy, hydroperoxy, and hydroxy−hydroperoxy derivatives, already reported in phospholipids oxidized by Fenton reaction, new compounds were identified, such as dihydroxy−hydroperoxy−triolein derivatives and positional isomers (9/10- and 9/12-dihydroxy−triolein derivatives). These compounds should be considered when proposing flavor formation pathways and/or mitigating lipid-derived reactive oxygen species occurring during food frying.American Chemical Society2022-03-14T00:00:00Z2021-03-15T00:00:00Z2021-03-15info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/31029eng0021-856110.1021/acs.jafc.0c08067Petronilho, SílviaNeves, BrunaMelo, TâniaOliveira, SaraAlves, ElianaBarros, CristinaNunes, Fernando M.Coimbra, Manuel A.Domingues, M. Rosárioinfo:eu-repo/semantics/embargoedAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T11:59:55Zoai:ria.ua.pt:10773/31029Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:03:00.271455Repositório 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 Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
title Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
spellingShingle Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
Petronilho, Sílvia
Frying oil
Triacylglycerides
Primary oxidation products
Triolein
C30 RP−LC−MS
Isomer differentiation
title_short Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
title_full Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
title_fullStr Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
title_full_unstemmed Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
title_sort Characterization of non-volatile oxidation products formed from triolein in a model study at frying temperature
author Petronilho, Sílvia
author_facet Petronilho, Sílvia
Neves, Bruna
Melo, Tânia
Oliveira, Sara
Alves, Eliana
Barros, Cristina
Nunes, Fernando M.
Coimbra, Manuel A.
Domingues, M. Rosário
author_role author
author2 Neves, Bruna
Melo, Tânia
Oliveira, Sara
Alves, Eliana
Barros, Cristina
Nunes, Fernando M.
Coimbra, Manuel A.
Domingues, M. Rosário
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Petronilho, Sílvia
Neves, Bruna
Melo, Tânia
Oliveira, Sara
Alves, Eliana
Barros, Cristina
Nunes, Fernando M.
Coimbra, Manuel A.
Domingues, M. Rosário
dc.subject.por.fl_str_mv Frying oil
Triacylglycerides
Primary oxidation products
Triolein
C30 RP−LC−MS
Isomer differentiation
topic Frying oil
Triacylglycerides
Primary oxidation products
Triolein
C30 RP−LC−MS
Isomer differentiation
description Frying allows cooking food while promoting their organoleptic properties, imparting crunchiness and flavor. The drawback is the oxidation of triacylglycerides (TAGs), leading to the formation of primary oxidized TAGs. Although they have been associated with chronic and degenerative diseases, they are precursors of pleasant flavors in fried foods. Nevertheless, there is a lack of knowledge about the oxidation species present in foods and their involvement in positive/negative health effects. In this work, high-resolution (HR) C30 reversed-phase (RP)−liquid chromatography (LC)−tandem HR mass spectrometry (MS/MS) was used to identify primary oxidation TAGs resulting from heating triolein (160 °C, 5 min). This allows simulating the initial heating process of frying oils usually used to prepare fried foods, such as chips, crisps, and snacks. Beyond hydroxy, dihydroxy, hydroperoxy, and hydroxy−hydroperoxy derivatives, already reported in phospholipids oxidized by Fenton reaction, new compounds were identified, such as dihydroxy−hydroperoxy−triolein derivatives and positional isomers (9/10- and 9/12-dihydroxy−triolein derivatives). These compounds should be considered when proposing flavor formation pathways and/or mitigating lipid-derived reactive oxygen species occurring during food frying.
publishDate 2021
dc.date.none.fl_str_mv 2021-03-15T00:00:00Z
2021-03-15
2022-03-14T00:00:00Z
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/10773/31029
url http://hdl.handle.net/10773/31029
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0021-8561
10.1021/acs.jafc.0c08067
dc.rights.driver.fl_str_mv info:eu-repo/semantics/embargoedAccess
eu_rights_str_mv embargoedAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
_version_ 1799137685651062784