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Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites

datacite.subject.fosCiências Médicas::Ciências da Saúde
datacite.subject.fosCiências Naturais::Ciências Químicas
datacite.subject.fosCiências Naturais::Ciências Biológicas
datacite.subject.fosEngenharia e Tecnologia::Engenharia Química
datacite.subject.fosCiências Naturais::Ciências da Computação e da Informação
datacite.subject.sdg03:Saúde de Qualidade
datacite.subject.sdg12:Produção e Consumo Sustentáveis
datacite.subject.sdg15:Proteger a Vida Terrestre
dc.contributor.authorLopes, João
dc.contributor.authorMarques-da-Silva, Dorinda
dc.contributor.authorVideira, Paula A.
dc.contributor.authorSamhan-Arias, Alejandro K.
dc.contributor.authorLagoa, Ricardo
dc.date.accessioned2026-10-02T10:28:31Z
dc.date.available2026-10-02T10:28:31Z
dc.date.issued2024-03-03
dc.descriptionArticle number - 1129.
dc.descriptionThis article belongs to the Special Issue Themed Issue in Honor of Carlos Gutiérrez Merino: Forty Years of Research Excellence in the Field of Membrane Proteins and Bioenergetics.
dc.descriptionAcknowledgments: J.L. is grateful to LSRE-LCM-Polytechnic Institute of Leiria for the fellowship that enabled the conclusion of this work and to FCT-Portugal for the recently awarded PhD fellowship.
dc.description.abstractThe catalytic properties of cytochrome c (Cc) have captured great interest in respect to mitochondrial physiology and apoptosis, and hold potential for novel enzymatic bioremediation systems. Nevertheless, its contribution to the metabolism of environmental toxicants remains unstudied. Human exposure to polycyclic aromatic hydrocarbons (PAHs) has been associated with impactful diseases, and animal models have unveiled concerning signs of PAHs’ toxicity to mitochondria. In this work, a series of eight PAHs with ionization potentials between 7.2 and 8.1 eV were used to challenge the catalytic ability of Cc and to evaluate the effect of vesicles containing cardiolipin mimicking mitochondrial membranes activating the peroxidase activity of Cc. With moderate levels of H2O2 and at pH 7.0, Cc catalyzed the oxidation of toxic PAHs, such as benzo[a]pyrene, anthracene, and benzo[a]anthracene, and the cardiolipin-containing membranes clearly increased the PAH conversions. Our results also demonstrate for the first time that Cc and Cc–cardiolipin complexes efficiently transformed the PAH metabolites 2-hydroxynaphthalene and 1-hydroxypyrene. In comparison to horseradish peroxidase, Cc was shown to reach more potent oxidizing states and react with PAHs with ionization potentials up to 7.70 eV, including pyrene and acenaphthene. Spectral assays indicated that anthracene binds to Cc, and docking simulations proposed possible binding sites positioning anthracene for oxidation. The results give support to the participation of Cc in the metabolism of PAHs, especially in mitochondria, and encourage further investigation of the molecular interaction between PAHs and Cc.eng
dc.description.sponsorshipFunding: This research was funded by Fundação para a Ciência e Tecnologia (FCT - Portugal) through the project PTDC/BIA-MIB/31864/2017. It was also supported by national funds through FCT/MCTES (PIDDAC) to research units: UCIBIO, UIDB/04378/2020 (DOI: 10.54499/UIDB/04378/2020) and UIDP/04378/2020 (DOI: 10.54499/UIDP/04378/2020); i4HB, LA/P/0140/2020 (DOI: 10.54499/LA/P/0140/2020); LSRE-LCM, UIDB/50020/2020 (DOI: 10.54499/UIDB/50020/2020) and UIDP/50020/2020 (DOI: 10.54499/UIDP/50020/2020); and ALiCE, LA/P/0045/2020 (DOI: 10.54499/LA/P/0045/2020). J.L. is presently supported by a PhD scholarship from FCT-Portugal, reference 2023.04204.BD.
dc.identifier.citationLopes, J., Marques-da-Silva, D., Videira, P. A., Samhan-Arias, A. K., & Lagoa, R. (2024). Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites. Molecules, 29(5), 1129. https://doi.org/10.3390/molecules29051129
dc.identifier.doi10.3390/molecules29051129
dc.identifier.issn1420-3049
dc.identifier.urihttp://hdl.handle.net/10400.8/16949
dc.language.isoeng
dc.peerreviewedyes
dc.publisherMDPI
dc.relationMultifunctional biomolecular systems for new methods of decontamination, protection and toxicological assessment
dc.relationApplied Molecular Biosciences Unit
dc.relationApplied Molecular Biosciences Unit
dc.relationInstitute for Health and Bioeconomy
dc.relationLaboratory of Separation and Reaction Engineering - Laboratory of Catalysis and Materials
dc.relationLaboratory of Separation and Reaction Engineering - Laboratory of Catalysis and Materials
dc.relationALICE - Associate Laboratory in Chemical Engineering
dc.relationEnzyme-assisted remediation approaches for degradation of water microcontaminants
dc.relation.hasversiondoi.org/10.3390/molecules29051129
dc.relation.ispartofMolecules
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectenvironmental toxicology
dc.subjecthemeproteins
dc.subjectionization potential threshold
dc.subjectlipid membrane
dc.subjectmutagenesis
dc.subjectoxidative damage
dc.subjectperoxidases
dc.subjectpollutants
dc.subjectpseudo-peroxidases
dc.subjectradical cations
dc.titleCardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metaboliteseng
dc.title.alternativeMembranas de cardiolipina promovem a transformação de hidrocarbonetos aromáticos policíclicos e seus metabolitospor
dc.typejournal article
dspace.entity.typePublication
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oaire.awardTitleMultifunctional biomolecular systems for new methods of decontamination, protection and toxicological assessment
oaire.awardTitleApplied Molecular Biosciences Unit
oaire.awardTitleApplied Molecular Biosciences Unit
oaire.awardTitleInstitute for Health and Bioeconomy
oaire.awardTitleLaboratory of Separation and Reaction Engineering - Laboratory of Catalysis and Materials
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oaire.awardTitleEnzyme-assisted remediation approaches for degradation of water microcontaminants
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oaire.citation.endPage17
oaire.citation.issue5
oaire.citation.startPage[1]1
oaire.citation.titleMolecules
oaire.citation.volume29
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oaire.versionhttp://purl.org/coar/version/c_970fb48d4fbd8a85
person.familyNameLopes
person.familyNameMarques da Silva
person.familyNameLagoa
person.givenNameJoão
person.givenNameDorinda
person.givenNameRicardo
person.identifier124357
person.identifier.ciencia-id5C18-A29A-44AB
person.identifier.orcid0000-0003-4374-6577
person.identifier.orcid0000-0003-0460-5421
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