Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study

Autores
García, Marycarmen; Bollo, Soledad; Rivas, Gustavo Adolfo; Ferreyra, Nancy Fabiana; Yáñez, Claudia
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The immobilization of three amino-β-cyclodextrin derivatives on gold surfaces via different bottom-up approaches was evaluated using cyclic voltammetry and surface plasmon resonance. Direct adsorption on gold and covalent attachment via amide bond formation with carboxylic groups of both the self-assembled monolayer of 4-mercapto benzoic acid (4-MBA) and the electrografted diazonium salt synthesized in situ from 4-amino benzoic acid (4-ABA) were tested. Amino β-CD with 1, 2 or 7 amine groups on the primary rim were used. The influence of the immobilization methodologies on the electrochemical properties of the resulting surfaces was studied using hydroquinone and ferricyanide as redox probes. The results indicate that the surface coverage of the molecules as well as their organization at the gold substrate depends on the number of amine groups on the primary rim of β-CD. A higher coverage via direct adsorption is obtained using the 7-amino groups derivative, while the highest coverage is reached with the 2-amino groups derivative via covalent attachment at diazonium salt electrografted surfaces. A critical discussion about the influence of different strategies used for the immobilization and the number of terminal amine groups on the β-CD structure is performed.
Fil: García, Marycarmen. Universidad de Chile; Chile
Fil: Bollo, Soledad. Universidad de Chile; Chile
Fil: Rivas, Gustavo Adolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Ferreyra, Nancy Fabiana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Yáñez, Claudia. Universidad de Chile; Chile
Materia
Cyclodextrins
Diazonium Salt Electrochemistry
Gold Modification
Self-Assembled Monolayers
Surface Plasmon Resonance
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/52604

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spelling Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative studyGarcía, MarycarmenBollo, SoledadRivas, Gustavo AdolfoFerreyra, Nancy FabianaYáñez, ClaudiaCyclodextrinsDiazonium Salt ElectrochemistryGold ModificationSelf-Assembled MonolayersSurface Plasmon Resonancehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The immobilization of three amino-β-cyclodextrin derivatives on gold surfaces via different bottom-up approaches was evaluated using cyclic voltammetry and surface plasmon resonance. Direct adsorption on gold and covalent attachment via amide bond formation with carboxylic groups of both the self-assembled monolayer of 4-mercapto benzoic acid (4-MBA) and the electrografted diazonium salt synthesized in situ from 4-amino benzoic acid (4-ABA) were tested. Amino β-CD with 1, 2 or 7 amine groups on the primary rim were used. The influence of the immobilization methodologies on the electrochemical properties of the resulting surfaces was studied using hydroquinone and ferricyanide as redox probes. The results indicate that the surface coverage of the molecules as well as their organization at the gold substrate depends on the number of amine groups on the primary rim of β-CD. A higher coverage via direct adsorption is obtained using the 7-amino groups derivative, while the highest coverage is reached with the 2-amino groups derivative via covalent attachment at diazonium salt electrografted surfaces. A critical discussion about the influence of different strategies used for the immobilization and the number of terminal amine groups on the β-CD structure is performed.Fil: García, Marycarmen. Universidad de Chile; ChileFil: Bollo, Soledad. Universidad de Chile; ChileFil: Rivas, Gustavo Adolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Ferreyra, Nancy Fabiana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Yáñez, Claudia. Universidad de Chile; ChilePergamon-Elsevier Science Ltd2016-06-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/52604García, Marycarmen; Bollo, Soledad; Rivas, Gustavo Adolfo; Ferreyra, Nancy Fabiana; Yáñez, Claudia; Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study; Pergamon-Elsevier Science Ltd; Electrochimica Acta; 203; 10-6-2016; 292-3000013-4686CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0013468616308295info:eu-repo/semantics/altIdentifier/doi/10.1016/j.electacta.2016.04.030info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:11:41Zoai:ri.conicet.gov.ar:11336/52604instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:11:42.129CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
title Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
spellingShingle Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
García, Marycarmen
Cyclodextrins
Diazonium Salt Electrochemistry
Gold Modification
Self-Assembled Monolayers
Surface Plasmon Resonance
title_short Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
title_full Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
title_fullStr Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
title_full_unstemmed Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
title_sort Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study
dc.creator.none.fl_str_mv García, Marycarmen
Bollo, Soledad
Rivas, Gustavo Adolfo
Ferreyra, Nancy Fabiana
Yáñez, Claudia
author García, Marycarmen
author_facet García, Marycarmen
Bollo, Soledad
Rivas, Gustavo Adolfo
Ferreyra, Nancy Fabiana
Yáñez, Claudia
author_role author
author2 Bollo, Soledad
Rivas, Gustavo Adolfo
Ferreyra, Nancy Fabiana
Yáñez, Claudia
author2_role author
author
author
author
dc.subject.none.fl_str_mv Cyclodextrins
Diazonium Salt Electrochemistry
Gold Modification
Self-Assembled Monolayers
Surface Plasmon Resonance
topic Cyclodextrins
Diazonium Salt Electrochemistry
Gold Modification
Self-Assembled Monolayers
Surface Plasmon Resonance
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The immobilization of three amino-β-cyclodextrin derivatives on gold surfaces via different bottom-up approaches was evaluated using cyclic voltammetry and surface plasmon resonance. Direct adsorption on gold and covalent attachment via amide bond formation with carboxylic groups of both the self-assembled monolayer of 4-mercapto benzoic acid (4-MBA) and the electrografted diazonium salt synthesized in situ from 4-amino benzoic acid (4-ABA) were tested. Amino β-CD with 1, 2 or 7 amine groups on the primary rim were used. The influence of the immobilization methodologies on the electrochemical properties of the resulting surfaces was studied using hydroquinone and ferricyanide as redox probes. The results indicate that the surface coverage of the molecules as well as their organization at the gold substrate depends on the number of amine groups on the primary rim of β-CD. A higher coverage via direct adsorption is obtained using the 7-amino groups derivative, while the highest coverage is reached with the 2-amino groups derivative via covalent attachment at diazonium salt electrografted surfaces. A critical discussion about the influence of different strategies used for the immobilization and the number of terminal amine groups on the β-CD structure is performed.
Fil: García, Marycarmen. Universidad de Chile; Chile
Fil: Bollo, Soledad. Universidad de Chile; Chile
Fil: Rivas, Gustavo Adolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Ferreyra, Nancy Fabiana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Yáñez, Claudia. Universidad de Chile; Chile
description The immobilization of three amino-β-cyclodextrin derivatives on gold surfaces via different bottom-up approaches was evaluated using cyclic voltammetry and surface plasmon resonance. Direct adsorption on gold and covalent attachment via amide bond formation with carboxylic groups of both the self-assembled monolayer of 4-mercapto benzoic acid (4-MBA) and the electrografted diazonium salt synthesized in situ from 4-amino benzoic acid (4-ABA) were tested. Amino β-CD with 1, 2 or 7 amine groups on the primary rim were used. The influence of the immobilization methodologies on the electrochemical properties of the resulting surfaces was studied using hydroquinone and ferricyanide as redox probes. The results indicate that the surface coverage of the molecules as well as their organization at the gold substrate depends on the number of amine groups on the primary rim of β-CD. A higher coverage via direct adsorption is obtained using the 7-amino groups derivative, while the highest coverage is reached with the 2-amino groups derivative via covalent attachment at diazonium salt electrografted surfaces. A critical discussion about the influence of different strategies used for the immobilization and the number of terminal amine groups on the β-CD structure is performed.
publishDate 2016
dc.date.none.fl_str_mv 2016-06-10
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/52604
García, Marycarmen; Bollo, Soledad; Rivas, Gustavo Adolfo; Ferreyra, Nancy Fabiana; Yáñez, Claudia; Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study; Pergamon-Elsevier Science Ltd; Electrochimica Acta; 203; 10-6-2016; 292-300
0013-4686
CONICET Digital
CONICET
url http://hdl.handle.net/11336/52604
identifier_str_mv García, Marycarmen; Bollo, Soledad; Rivas, Gustavo Adolfo; Ferreyra, Nancy Fabiana; Yáñez, Claudia; Bottom up approaches for amino β-CD adsorption on gold surfaces: A comparative study; Pergamon-Elsevier Science Ltd; Electrochimica Acta; 203; 10-6-2016; 292-300
0013-4686
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0013468616308295
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.electacta.2016.04.030
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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