Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II)
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.jlumin.2023.119817 http://hdl.handle.net/11449/249776 |
Resumo: | Chemiluminescence is the emission of light from a chemical reaction. Due to its intrinsic selectivity and sensitivity, chemiluminescent reactions are widely applied to detect biological and nonbiological analytes, including transition metal ions. This work presents the study and development of a chemiluminescent reaction mediated by cobalt(II). We found that cobalt(II) is an efficient catalyst for the oxidation of 2-methylindol (2-MI) by hydrogen peroxide (H2O2). The oxidation produced intense and long-lasting chemiluminescence. The selectivity to 2-MI was attested by comparing it with other indole derivatives. The light emission elicited by the oxidation of 2-MI was two orders of magnitude higher than the reaction using the isomer 3-methylindol (3-MI). A relationship between the exclusive formation of indoxyl dimers for the oxidation of 2-MI and not for 3-MI explained the specificity. The reaction was also selective regarding the metal ion used as a catalyst, as attested by comparing cobalt(II) with nine other transition metals, which were not able to promote light emission. The reaction was optimized regarding the pH, buffer constituents, and H2O2 concentration. The detection limit of Co2+ was 0.15 μM. Superoxide radical anion was generated in the reaction course and is involved in light emission efficiency. In conclusion, these findings open new perspectives for metal ion-catalyzed chemiluminescent reactions. |
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Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II)ChemiluminescenceCobalt ionIndole compoundsIndoxyl dimersSuperoxide anionChemiluminescence is the emission of light from a chemical reaction. Due to its intrinsic selectivity and sensitivity, chemiluminescent reactions are widely applied to detect biological and nonbiological analytes, including transition metal ions. This work presents the study and development of a chemiluminescent reaction mediated by cobalt(II). We found that cobalt(II) is an efficient catalyst for the oxidation of 2-methylindol (2-MI) by hydrogen peroxide (H2O2). The oxidation produced intense and long-lasting chemiluminescence. The selectivity to 2-MI was attested by comparing it with other indole derivatives. The light emission elicited by the oxidation of 2-MI was two orders of magnitude higher than the reaction using the isomer 3-methylindol (3-MI). A relationship between the exclusive formation of indoxyl dimers for the oxidation of 2-MI and not for 3-MI explained the specificity. The reaction was also selective regarding the metal ion used as a catalyst, as attested by comparing cobalt(II) with nine other transition metals, which were not able to promote light emission. The reaction was optimized regarding the pH, buffer constituents, and H2O2 concentration. The detection limit of Co2+ was 0.15 μM. Superoxide radical anion was generated in the reaction course and is involved in light emission efficiency. In conclusion, these findings open new perspectives for metal ion-catalyzed chemiluminescent reactions.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Departamento de Química Faculdade de Ciências UNESP - Universidade Estadual Paulista, SPDepartamento de Química Grupo de Cromatografia de Bioafinidade e Produtos Naturais Faculdade de Filosofia Ciências e Letras de Ribeirão Preto Universidade de Sao Paulo, SPDepartamento de Química Faculdade de Ciências UNESP - Universidade Estadual Paulista, SPCAPES: 001CNPq: 139962/2021-2FAPESP: 2019/18445-5CNPq: 302121/2022-6CNPq: 303485/2019-1Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Silva Silveira, Victória Helloiza [UNESP]de Camargo, Marcela Rodrigues [UNESP]Rocha, Camila LoretaCardoso, Carmen LúciaXimenes, Valdecir Farias [UNESP]2023-07-29T16:08:55Z2023-07-29T16:08:55Z2023-06-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.jlumin.2023.119817Journal of Luminescence, v. 258.0022-2313http://hdl.handle.net/11449/24977610.1016/j.jlumin.2023.1198172-s2.0-85150417024Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of Luminescenceinfo:eu-repo/semantics/openAccess2024-04-29T18:17:12Zoai:repositorio.unesp.br:11449/249776Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T21:31:32.915532Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
title |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
spellingShingle |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) Silva Silveira, Victória Helloiza [UNESP] Chemiluminescence Cobalt ion Indole compounds Indoxyl dimers Superoxide anion |
title_short |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
title_full |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
title_fullStr |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
title_full_unstemmed |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
title_sort |
Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II) |
author |
Silva Silveira, Victória Helloiza [UNESP] |
author_facet |
Silva Silveira, Victória Helloiza [UNESP] de Camargo, Marcela Rodrigues [UNESP] Rocha, Camila Loreta Cardoso, Carmen Lúcia Ximenes, Valdecir Farias [UNESP] |
author_role |
author |
author2 |
de Camargo, Marcela Rodrigues [UNESP] Rocha, Camila Loreta Cardoso, Carmen Lúcia Ximenes, Valdecir Farias [UNESP] |
author2_role |
author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (UNESP) Universidade de São Paulo (USP) |
dc.contributor.author.fl_str_mv |
Silva Silveira, Victória Helloiza [UNESP] de Camargo, Marcela Rodrigues [UNESP] Rocha, Camila Loreta Cardoso, Carmen Lúcia Ximenes, Valdecir Farias [UNESP] |
dc.subject.por.fl_str_mv |
Chemiluminescence Cobalt ion Indole compounds Indoxyl dimers Superoxide anion |
topic |
Chemiluminescence Cobalt ion Indole compounds Indoxyl dimers Superoxide anion |
description |
Chemiluminescence is the emission of light from a chemical reaction. Due to its intrinsic selectivity and sensitivity, chemiluminescent reactions are widely applied to detect biological and nonbiological analytes, including transition metal ions. This work presents the study and development of a chemiluminescent reaction mediated by cobalt(II). We found that cobalt(II) is an efficient catalyst for the oxidation of 2-methylindol (2-MI) by hydrogen peroxide (H2O2). The oxidation produced intense and long-lasting chemiluminescence. The selectivity to 2-MI was attested by comparing it with other indole derivatives. The light emission elicited by the oxidation of 2-MI was two orders of magnitude higher than the reaction using the isomer 3-methylindol (3-MI). A relationship between the exclusive formation of indoxyl dimers for the oxidation of 2-MI and not for 3-MI explained the specificity. The reaction was also selective regarding the metal ion used as a catalyst, as attested by comparing cobalt(II) with nine other transition metals, which were not able to promote light emission. The reaction was optimized regarding the pH, buffer constituents, and H2O2 concentration. The detection limit of Co2+ was 0.15 μM. Superoxide radical anion was generated in the reaction course and is involved in light emission efficiency. In conclusion, these findings open new perspectives for metal ion-catalyzed chemiluminescent reactions. |
publishDate |
2023 |
dc.date.none.fl_str_mv |
2023-07-29T16:08:55Z 2023-07-29T16:08:55Z 2023-06-01 |
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://dx.doi.org/10.1016/j.jlumin.2023.119817 Journal of Luminescence, v. 258. 0022-2313 http://hdl.handle.net/11449/249776 10.1016/j.jlumin.2023.119817 2-s2.0-85150417024 |
url |
http://dx.doi.org/10.1016/j.jlumin.2023.119817 http://hdl.handle.net/11449/249776 |
identifier_str_mv |
Journal of Luminescence, v. 258. 0022-2313 10.1016/j.jlumin.2023.119817 2-s2.0-85150417024 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal of Luminescence |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808129330366119936 |