Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives

Detalhes bibliográficos
Autor(a) principal: Nuno Vale
Data de Publicação: 2009
Outros Autores: Joana Matos, Rui Moreira, Paula Gomes
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://repositorio-aberto.up.pt/handle/10216/82095
Resumo: Novel primaquine-derived antimatarial!, have been extensively characterized by electrospray ionization-ion trap mass spectrometry (ESI-MS). Experiments by in-source collision-induced dissociation (CID) in the nozzle-skimmer region (NSR) or by tandem mass spectrometry (MS/MS) are shown to be most valuable tools for the physico-chemical. characterization of these 8-aminoquinolinic drugs that also bear the biologically relevant midazolidin-4-one scaffold. It was possible to find parallelism between compound stability in the NSR and its reactivity towards hydrolysis at physiological pH and T. Moreover, MS/MS fragmentation patterns were characteristic for each family, providing a means for structural. distinction of isomers and allowing interesting correlations to be found between the relative abundance of particular fragments and relevant structure-activity determinants, such as the Charton steric parameter, nu. In conclusion, this work provides a solid ground for establishing ESI-MS as a key toot for the physico-chemical characterization of biopharmaceuticals bearing the 8-aminoqunoline and/or the imidazolidin-4-one moieties.
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spelling Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivativesQuímicaChemical sciencesNovel primaquine-derived antimatarial!, have been extensively characterized by electrospray ionization-ion trap mass spectrometry (ESI-MS). Experiments by in-source collision-induced dissociation (CID) in the nozzle-skimmer region (NSR) or by tandem mass spectrometry (MS/MS) are shown to be most valuable tools for the physico-chemical. characterization of these 8-aminoquinolinic drugs that also bear the biologically relevant midazolidin-4-one scaffold. It was possible to find parallelism between compound stability in the NSR and its reactivity towards hydrolysis at physiological pH and T. Moreover, MS/MS fragmentation patterns were characteristic for each family, providing a means for structural. distinction of isomers and allowing interesting correlations to be found between the relative abundance of particular fragments and relevant structure-activity determinants, such as the Charton steric parameter, nu. In conclusion, this work provides a solid ground for establishing ESI-MS as a key toot for the physico-chemical characterization of biopharmaceuticals bearing the 8-aminoqunoline and/or the imidazolidin-4-one moieties.20092009-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://repositorio-aberto.up.pt/handle/10216/82095eng1469-066710.1255/ejms.1011Nuno ValeJoana MatosRui MoreiraPaula Gomesinfo: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:RCAAP2023-11-29T13:07:07Zoai:repositorio-aberto.up.pt:10216/82095Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:33:51.605063Repositório 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 Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
title Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
spellingShingle Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
Nuno Vale
Química
Chemical sciences
title_short Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
title_full Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
title_fullStr Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
title_full_unstemmed Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
title_sort Electrospray ionization mass spectrometry as a valuable tool in the characterization of novel primaquine peptidomimetic derivatives
author Nuno Vale
author_facet Nuno Vale
Joana Matos
Rui Moreira
Paula Gomes
author_role author
author2 Joana Matos
Rui Moreira
Paula Gomes
author2_role author
author
author
dc.contributor.author.fl_str_mv Nuno Vale
Joana Matos
Rui Moreira
Paula Gomes
dc.subject.por.fl_str_mv Química
Chemical sciences
topic Química
Chemical sciences
description Novel primaquine-derived antimatarial!, have been extensively characterized by electrospray ionization-ion trap mass spectrometry (ESI-MS). Experiments by in-source collision-induced dissociation (CID) in the nozzle-skimmer region (NSR) or by tandem mass spectrometry (MS/MS) are shown to be most valuable tools for the physico-chemical. characterization of these 8-aminoquinolinic drugs that also bear the biologically relevant midazolidin-4-one scaffold. It was possible to find parallelism between compound stability in the NSR and its reactivity towards hydrolysis at physiological pH and T. Moreover, MS/MS fragmentation patterns were characteristic for each family, providing a means for structural. distinction of isomers and allowing interesting correlations to be found between the relative abundance of particular fragments and relevant structure-activity determinants, such as the Charton steric parameter, nu. In conclusion, this work provides a solid ground for establishing ESI-MS as a key toot for the physico-chemical characterization of biopharmaceuticals bearing the 8-aminoqunoline and/or the imidazolidin-4-one moieties.
publishDate 2009
dc.date.none.fl_str_mv 2009
2009-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.uri.fl_str_mv https://repositorio-aberto.up.pt/handle/10216/82095
url https://repositorio-aberto.up.pt/handle/10216/82095
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1469-0667
10.1255/ejms.1011
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dc.format.none.fl_str_mv application/pdf
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
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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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
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