Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)

5 Figuras.-- 1 Tabla

Detalles Bibliográficos
Autores: Zamora, Rosario, Lavado-Tena, Cristina M., Hidalgo, Francisco J.
Tipo de recurso: artículo
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/210712
Acceso en línea:http://hdl.handle.net/10261/210712
Access Level:acceso abierto
Palabra clave:Carbonyl-amine reactions
Crotonaldehyde
Food carbonylome
Heterocyclic aromatic amines
Lipid oxidation
Maillard reaction
Reactive carbonyls
id ES_52062d47b22231cf6df4fec0da9fa4f8
oai_identifier_str oai:digital.csic.es:10261/210712
network_acronym_str ES
network_name_str España
repository_id_str
spelling Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)Zamora, RosarioLavado-Tena, Cristina M.Hidalgo, Francisco J.Carbonyl-amine reactionsCrotonaldehydeFood carbonylomeHeterocyclic aromatic aminesLipid oxidationMaillard reactionReactive carbonyls5 Figuras.-- 1 TablaReactions involving reactive carbonyls, creatinine, and ammonia-producing compounds were investigated in order to clarify the formation of the heterocyclic aromatic amine (HAA) 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ). Obtained results showed that MeIQ was only produced when 2-butenal (crotonaldehyde) was present. Reaction yields depended on the pH, with a maximum around pH 6.5, and on concentrations of crotonaldehyde and creatinine. Ammonia was also required for MeIQ formation, but ammonia was produced by creatinine decomposition. The amount of MeIQ formed increased with reaction time, temperature, and oxygen content in the reaction atmosphere. Activation energy for MeIQ formation from crotonaldehyde, creatinine, and glutamine was 72.2 ± 0.4 kJ·mol−1. A reaction pathway that explains MeIQ formation is proposed. Obtained results suggest a main role of reactive carbonyls formed in foods (the food carbonylome) on HAA formation. In addition, they provide scientific basis for the understanding of how HAAs are formed and could be mitigated.We are indebted to José L. Navarro for technical assistance. This study was supported by the Ministerio de Ciencia, Innovación y Universidades (MCIU) from Spain, the Agencia Estatal de Investigación (AEI) from Spain, and the Fondo Europeo de Desarrollo Regional (FEDER) from the European Union (Project RTI2018-096632-B-100).Peer reviewedElsevierMinisterio de Ciencia, Innovación y Universidades (España)European CommissionConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202020202020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501http://hdl.handle.net/10261/210712reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-096632-B-100http://dx.doi.org/10.1016/j.foodchem.2020.126898Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2107122026-05-22T06:33:51Z
dc.title.none.fl_str_mv Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
title Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
spellingShingle Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
Zamora, Rosario
Carbonyl-amine reactions
Crotonaldehyde
Food carbonylome
Heterocyclic aromatic amines
Lipid oxidation
Maillard reaction
Reactive carbonyls
title_short Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
title_full Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
title_fullStr Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
title_full_unstemmed Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
title_sort Reactive carbonyls and the formation of the heterocyclic aromatic amine 2-amino-3,4-dimethylimidazo(4,5-f)quinoline (MeIQ)
dc.creator.none.fl_str_mv Zamora, Rosario
Lavado-Tena, Cristina M.
Hidalgo, Francisco J.
author Zamora, Rosario
author_facet Zamora, Rosario
Lavado-Tena, Cristina M.
Hidalgo, Francisco J.
author_role author
author2 Lavado-Tena, Cristina M.
Hidalgo, Francisco J.
author2_role author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
European Commission
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Carbonyl-amine reactions
Crotonaldehyde
Food carbonylome
Heterocyclic aromatic amines
Lipid oxidation
Maillard reaction
Reactive carbonyls
topic Carbonyl-amine reactions
Crotonaldehyde
Food carbonylome
Heterocyclic aromatic amines
Lipid oxidation
Maillard reaction
Reactive carbonyls
description 5 Figuras.-- 1 Tabla
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/210712
url http://hdl.handle.net/10261/210712
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-096632-B-100
http://dx.doi.org/10.1016/j.foodchem.2020.126898
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869408004257873920
score 15,198674

Similares en LA Referencia