A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol

Herein, we describe the synthetic route to access a red-emitting BODIPY from its α-diformylated precursor. The photophysical signatures of this dye are sensitive to the presence of thiol-containing amino acids (like cysteine, homocysteine, and glutathione) in the surrounding environment. This sensor...

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Detalles Bibliográficos
Autores: Avellanal-Zaballa, Edurne, Ramos Torres, Ágata, Prieto Castañeda, Alejandro, García Garrido, Fernando, Bañuelos, Jorge, Rodríguez Agarrabeitia, Antonia, Ortiz García, María Josefa
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/8287
Acceso en línea:https://hdl.handle.net/20.500.14352/8287
Access Level:acceso abierto
Palabra clave:dye chemistry
fluorescent sensors
BODIPY
amino acids
Wittig reaction
Química orgánica (Química)
2306 Química Orgánica
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oai_identifier_str oai:docta.ucm.es:20.500.14352/8287
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network_name_str España
repository_id_str
spelling A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing ThiolAvellanal-Zaballa, EdurneRamos Torres, ÁgataPrieto Castañeda, AlejandroGarcía Garrido, FernandoBañuelos, JorgeRodríguez Agarrabeitia, AntoniaOrtiz García, María Josefadye chemistryfluorescent sensorsBODIPYamino acidsWittig reactionQuímica orgánica (Química)2306 Química OrgánicaHerein, we describe the synthetic route to access a red-emitting BODIPY from its α-diformylated precursor. The photophysical signatures of this dye are sensitive to the presence of thiol-containing amino acids (like cysteine, homocysteine, and glutathione) in the surrounding environment. This sensor provides up to three detection channels to monitor and quantify these biomolecules, even at low concentrations (down to micromolar). Moreover, owing to the pronounced splitting of the spectral band profile induced by these amino acids, the detection can be visualized following just the evolution of the fluorescence color by the naked eye.MDPIUniversidad Complutense de Madrid20192019-11-1420192019-11-14journal articlehttp://purl.org/coar/resource_type/c_6501info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/20.500.14352/8287reponame:Docta Complutenseinstname:Universidad Complutense de Madrid (UCM)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Atribución 3.0 Españahttps://creativecommons.org/licenses/by/3.0/es/info:eu-repo/semantics/openAccessoai:docta.ucm.es:20.500.14352/82872026-06-02T12:44:21Z
dc.title.none.fl_str_mv A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
title A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
spellingShingle A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
Avellanal-Zaballa, Edurne
dye chemistry
fluorescent sensors
BODIPY
amino acids
Wittig reaction
Química orgánica (Química)
2306 Química Orgánica
title_short A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
title_full A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
title_fullStr A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
title_full_unstemmed A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
title_sort A BODIPY-Based Fluorescent Sensor for Amino Acids Bearing Thiol
dc.creator.none.fl_str_mv Avellanal-Zaballa, Edurne
Ramos Torres, Ágata
Prieto Castañeda, Alejandro
García Garrido, Fernando
Bañuelos, Jorge
Rodríguez Agarrabeitia, Antonia
Ortiz García, María Josefa
author Avellanal-Zaballa, Edurne
author_facet Avellanal-Zaballa, Edurne
Ramos Torres, Ágata
Prieto Castañeda, Alejandro
García Garrido, Fernando
Bañuelos, Jorge
Rodríguez Agarrabeitia, Antonia
Ortiz García, María Josefa
author_role author
author2 Ramos Torres, Ágata
Prieto Castañeda, Alejandro
García Garrido, Fernando
Bañuelos, Jorge
Rodríguez Agarrabeitia, Antonia
Ortiz García, María Josefa
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidad Complutense de Madrid
dc.subject.none.fl_str_mv dye chemistry
fluorescent sensors
BODIPY
amino acids
Wittig reaction
Química orgánica (Química)
2306 Química Orgánica
topic dye chemistry
fluorescent sensors
BODIPY
amino acids
Wittig reaction
Química orgánica (Química)
2306 Química Orgánica
description Herein, we describe the synthetic route to access a red-emitting BODIPY from its α-diformylated precursor. The photophysical signatures of this dye are sensitive to the presence of thiol-containing amino acids (like cysteine, homocysteine, and glutathione) in the surrounding environment. This sensor provides up to three detection channels to monitor and quantify these biomolecules, even at low concentrations (down to micromolar). Moreover, owing to the pronounced splitting of the spectral band profile induced by these amino acids, the detection can be visualized following just the evolution of the fluorescence color by the naked eye.
publishDate 2019
dc.date.none.fl_str_mv 2019
2019-11-14
2019
2019-11-14
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/20.500.14352/8287
url https://hdl.handle.net/20.500.14352/8287
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución 3.0 España
https://creativecommons.org/licenses/by/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución 3.0 España
https://creativecommons.org/licenses/by/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Docta Complutense
instname:Universidad Complutense de Madrid (UCM)
instname_str Universidad Complutense de Madrid (UCM)
reponame_str Docta Complutense
collection Docta Complutense
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869404150974906368
score 15.301603

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