A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water

Autores
Menéndez, Guillermo Oscar; Samaniego Lopez, Cecilia; Jares, Elizabeth Andrea; Spagnuolo, Carla Cecilia
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
We have synthesized a near infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed.
Fil: Menéndez, Guillermo Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Samaniego Lopez, Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Jares, Elizabeth Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Spagnuolo, Carla Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
Fluorescence
Quantum Dot
Tricarbocyanine
Zinc
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:11336/2101
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in WaterMenéndez, Guillermo OscarSamaniego Lopez, CeciliaJares, Elizabeth AndreaSpagnuolo, Carla CeciliaFluorescenceQuantum DotTricarbocyanineZinchttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/2.10https://purl.org/becyt/ford/2We have synthesized a near infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed.Fil: Menéndez, Guillermo Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Samaniego Lopez, Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Jares, Elizabeth Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Spagnuolo, Carla Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaWiley2013-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/2101Menéndez, Guillermo Oscar; Samaniego Lopez, Cecilia; Jares, Elizabeth Andrea; Spagnuolo, Carla Cecilia; A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water; Wiley; Photochemistry and Photobiology; 89; 6; 11-2013; 1354-13610031-8655enginfo:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1111/php.12160/suppinfoinfo:eu-repo/semantics/altIdentifier/doi/DOI:10.1111/php.12160info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T12:11:00Zoai:ri.conicet.gov.ar:11336/2101instacron: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 12:11:00.471CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
title A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
spellingShingle A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
Menéndez, Guillermo Oscar
Fluorescence
Quantum Dot
Tricarbocyanine
Zinc
title_short A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
title_full A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
title_fullStr A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
title_full_unstemmed A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
title_sort A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water
dc.creator.none.fl_str_mv Menéndez, Guillermo Oscar
Samaniego Lopez, Cecilia
Jares, Elizabeth Andrea
Spagnuolo, Carla Cecilia
author Menéndez, Guillermo Oscar
author_facet Menéndez, Guillermo Oscar
Samaniego Lopez, Cecilia
Jares, Elizabeth Andrea
Spagnuolo, Carla Cecilia
author_role author
author2 Samaniego Lopez, Cecilia
Jares, Elizabeth Andrea
Spagnuolo, Carla Cecilia
author2_role author
author
author
dc.subject.none.fl_str_mv Fluorescence
Quantum Dot
Tricarbocyanine
Zinc
topic Fluorescence
Quantum Dot
Tricarbocyanine
Zinc
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv We have synthesized a near infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed.
Fil: Menéndez, Guillermo Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Samaniego Lopez, Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Jares, Elizabeth Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Spagnuolo, Carla Cecilia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
description We have synthesized a near infrared emissive asymmetric tricarbocyanine conveniently functionalized to improve bioconjugation. The leading structure contains a versatile derivatization point at the meso position for facile radical-nucleophilic aromatic substitution. We have evaluated a DPEN (N,N-di(2-picolyl)ethylendiamine) derivative of this dye as a highly selective sensor for zinc (II) in aqueous medium, which performs in an appropriate sensitivity range for biological studies. The probe was successfully conjugated to a protein-ligand model with high affinity and specificity (biotin-streptavidin technology) rendering an excellent performance of sensing. In a general strategy to obtain sensitive probes combining fluorescent nanoparticles and molecular fluorophores, a preliminary design of a supramolecular assembly derived from the conjugation of the molecular sensor to quantum dots (QDs) was also investigated. The advantages and problems of FRET-based sensors are also discussed.
publishDate 2013
dc.date.none.fl_str_mv 2013-11
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/11336/2101
Menéndez, Guillermo Oscar; Samaniego Lopez, Cecilia; Jares, Elizabeth Andrea; Spagnuolo, Carla Cecilia; A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water; Wiley; Photochemistry and Photobiology; 89; 6; 11-2013; 1354-1361
0031-8655
url http://hdl.handle.net/11336/2101
identifier_str_mv Menéndez, Guillermo Oscar; Samaniego Lopez, Cecilia; Jares, Elizabeth Andrea; Spagnuolo, Carla Cecilia; A versatile Near-Infrared Asymmetric Tricarbocyanine for Zinc Ion Sensing in Water; Wiley; Photochemistry and Photobiology; 89; 6; 11-2013; 1354-1361
0031-8655
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1111/php.12160/suppinfo
info:eu-repo/semantics/altIdentifier/doi/DOI:10.1111/php.12160
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 Wiley
publisher.none.fl_str_mv Wiley
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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score 12.982451

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