Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes

Detalhes bibliográficos
Autor(a) principal: Couto, Rosa A.S.
Data de Publicação: 2019
Outros Autores: Costa, Séfora S., Mounssef, Bassim, Pacheco, João, Fernandes, Eduarda, Carvalho, Félix, Rodrigues, Cecília M.P., Delerue-Matos, Cristina, Braga, Ataualpa A.C., Moreira Gonçalves, Luís, Quinaz, M. Beatriz
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.22/16008
Resumo: This study demonstrates the ability of an electrochemical sensor based on molecularly imprinted polymers (MIPs) to selectively quantify 3,4-methylenedioxymethamphetamine (MDMA), also known as ecstasy, in biological samples. The device was constructed using ortho-phenylenediamine (o-PD) as the MIP’s building monomer at the surface of a screen-printed carbon electrode (SPCE). The step-by-step construction of the SPCE-MIP sensor was characterized by cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). Density functional theory (DFT) calculations and modelling were performed not only to understand template-monomer interaction but also to comprehend which possible polymer structure - linear or ramified poly(o-PD) – indeed interacts with the analyte. The prepared sensor worked by directly measuring the MDMA oxidation signal through square-wave voltammetry (SWV) after an incubation period of 10 min. Several parameters were optimized, such as the monomer/template ratio, the number of electropolymerization scanning cycles, and the incubation period, to obtain the best sensing efficiency. Optimized sensors exhibited suitable selectivity, repeatability (2.6%), reproducibility (7.7%) and up to one month of stable response. A linear range up to 0.2 mmol L−1 was found with an r2 of 0.9990 and a limit of detection (LOD) and quantification (LOQ) of 0.79 and 2.6 μmol L−1 (0.15 and 0.51 μg mL−1), respectively. The proposed sensor was successfully applied to human blood serum and urine samples, showing its potential for application in medicine and in forensic sciences.
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spelling Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodesAmphetaminesComputational modellingElectroanalysisModified working electrodeMolecular recognitionNon-labelled sensing of recreational drugsThis study demonstrates the ability of an electrochemical sensor based on molecularly imprinted polymers (MIPs) to selectively quantify 3,4-methylenedioxymethamphetamine (MDMA), also known as ecstasy, in biological samples. The device was constructed using ortho-phenylenediamine (o-PD) as the MIP’s building monomer at the surface of a screen-printed carbon electrode (SPCE). The step-by-step construction of the SPCE-MIP sensor was characterized by cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). Density functional theory (DFT) calculations and modelling were performed not only to understand template-monomer interaction but also to comprehend which possible polymer structure - linear or ramified poly(o-PD) – indeed interacts with the analyte. The prepared sensor worked by directly measuring the MDMA oxidation signal through square-wave voltammetry (SWV) after an incubation period of 10 min. Several parameters were optimized, such as the monomer/template ratio, the number of electropolymerization scanning cycles, and the incubation period, to obtain the best sensing efficiency. Optimized sensors exhibited suitable selectivity, repeatability (2.6%), reproducibility (7.7%) and up to one month of stable response. A linear range up to 0.2 mmol L−1 was found with an r2 of 0.9990 and a limit of detection (LOD) and quantification (LOQ) of 0.79 and 2.6 μmol L−1 (0.15 and 0.51 μg mL−1), respectively. The proposed sensor was successfully applied to human blood serum and urine samples, showing its potential for application in medicine and in forensic sciences.This work received financial support from FCT/MCTES through national funds and was co-financed by FEDER, under Partnership Agreement PT2020-UID/QUI/50006/2013-POCI/01/0145/FEDER/007265. RASC wishes to acknowledge FCT for her PhD fellowship (PD/BD/127797/2016) from the PhD Programme in Medicines and Pharmaceutical Innovation (i3DU). AACB (grants 2014/25770-6 and 2015/01491-3) and LMG (grant 2018/14425-7) thank the São Paulo Research Foundation (FAPESP) for financial support. AACB (grant 309715/2017-2) also thanks the Brazilian National Research Council (CNPq) for financial support and fellowships. This study was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - Brasil (CAPES) - Finance Code 001.ElsevierRepositório Científico do Instituto Politécnico do PortoCouto, Rosa A.S.Costa, Séfora S.Mounssef, BassimPacheco, JoãoFernandes, EduardaCarvalho, FélixRodrigues, Cecília M.P.Delerue-Matos, CristinaBraga, Ataualpa A.C.Moreira Gonçalves, LuísQuinaz, M. Beatriz2020-06-25T13:12:40Z2019-032019-03-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.22/16008eng10.1016/j.snb.2019.03.138info: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:RCAAP2023-03-13T13:02:00Zoai:recipp.ipp.pt:10400.22/16008Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T17:35:44.685075Repositório 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 Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
title Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
spellingShingle Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
Couto, Rosa A.S.
Amphetamines
Computational modelling
Electroanalysis
Modified working electrode
Molecular recognition
Non-labelled sensing of recreational drugs
title_short Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
title_full Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
title_fullStr Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
title_full_unstemmed Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
title_sort Electrochemical sensing of ecstasy with electropolymerized molecularly imprinted poly(o-phenylenediamine) polymer on the surface of disposable screen-printed carbon electrodes
author Couto, Rosa A.S.
author_facet Couto, Rosa A.S.
Costa, Séfora S.
Mounssef, Bassim
Pacheco, João
Fernandes, Eduarda
Carvalho, Félix
Rodrigues, Cecília M.P.
Delerue-Matos, Cristina
Braga, Ataualpa A.C.
Moreira Gonçalves, Luís
Quinaz, M. Beatriz
author_role author
author2 Costa, Séfora S.
Mounssef, Bassim
Pacheco, João
Fernandes, Eduarda
Carvalho, Félix
Rodrigues, Cecília M.P.
Delerue-Matos, Cristina
Braga, Ataualpa A.C.
Moreira Gonçalves, Luís
Quinaz, M. Beatriz
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Repositório Científico do Instituto Politécnico do Porto
dc.contributor.author.fl_str_mv Couto, Rosa A.S.
Costa, Séfora S.
Mounssef, Bassim
Pacheco, João
Fernandes, Eduarda
Carvalho, Félix
Rodrigues, Cecília M.P.
Delerue-Matos, Cristina
Braga, Ataualpa A.C.
Moreira Gonçalves, Luís
Quinaz, M. Beatriz
dc.subject.por.fl_str_mv Amphetamines
Computational modelling
Electroanalysis
Modified working electrode
Molecular recognition
Non-labelled sensing of recreational drugs
topic Amphetamines
Computational modelling
Electroanalysis
Modified working electrode
Molecular recognition
Non-labelled sensing of recreational drugs
description This study demonstrates the ability of an electrochemical sensor based on molecularly imprinted polymers (MIPs) to selectively quantify 3,4-methylenedioxymethamphetamine (MDMA), also known as ecstasy, in biological samples. The device was constructed using ortho-phenylenediamine (o-PD) as the MIP’s building monomer at the surface of a screen-printed carbon electrode (SPCE). The step-by-step construction of the SPCE-MIP sensor was characterized by cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). Density functional theory (DFT) calculations and modelling were performed not only to understand template-monomer interaction but also to comprehend which possible polymer structure - linear or ramified poly(o-PD) – indeed interacts with the analyte. The prepared sensor worked by directly measuring the MDMA oxidation signal through square-wave voltammetry (SWV) after an incubation period of 10 min. Several parameters were optimized, such as the monomer/template ratio, the number of electropolymerization scanning cycles, and the incubation period, to obtain the best sensing efficiency. Optimized sensors exhibited suitable selectivity, repeatability (2.6%), reproducibility (7.7%) and up to one month of stable response. A linear range up to 0.2 mmol L−1 was found with an r2 of 0.9990 and a limit of detection (LOD) and quantification (LOQ) of 0.79 and 2.6 μmol L−1 (0.15 and 0.51 μg mL−1), respectively. The proposed sensor was successfully applied to human blood serum and urine samples, showing its potential for application in medicine and in forensic sciences.
publishDate 2019
dc.date.none.fl_str_mv 2019-03
2019-03-01T00:00:00Z
2020-06-25T13:12:40Z
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/10400.22/16008
url http://hdl.handle.net/10400.22/16008
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1016/j.snb.2019.03.138
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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