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dc.contributor.author | El Sayed Shehata Nasr, Sameh![]() |
es_ES |
dc.contributor.author | De la Torre Paredes, Cristina![]() |
es_ES |
dc.contributor.author | Santos Figueroa, Luis Enrique![]() |
es_ES |
dc.contributor.author | Marín Hernández, Cristina![]() |
es_ES |
dc.contributor.author | Martínez Mañez, Ramón![]() |
es_ES |
dc.contributor.author | Sancenón Galarza, Félix![]() |
es_ES |
dc.contributor.author | Costero Nieto, Ana María![]() |
es_ES |
dc.contributor.author | Gil, Salvador![]() |
es_ES |
dc.contributor.author | Parra, Margarita![]() |
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dc.date.accessioned | 2015-06-30T07:02:39Z | |
dc.date.available | 2015-06-30T07:02:39Z | |
dc.date.issued | 2015-02 | |
dc.identifier.issn | 0925-4005 | |
dc.identifier.uri | http://hdl.handle.net/10251/52480 | |
dc.description.abstract | [EN] Three fluorescent probes (1–3) for the selective and sensitive detection of hydrogen sulfide have been synthesized and characterized. Probe 1 is a coumarin derivative functionalized with an azide moiety whereas 2 contain the azide reactive group into a naphthalene fluorophore backbone. Probe 3 is composed also by a naphthalene fluorophore but, in this case, functionalized with a sulfonylazide reactive moiety. Probes 1 and 3 are non-fluorescent whereas 2 is weakly emissive in HEPES (10 mM, pH 7.4)–DMSO 99:1 (v/v). The emission behavior of the three probes was tested against selected anions, bio-thiols and oxidant molecules. Of all the chemical species tested, only HS− is able to induce an enhancement in the emission intensity (50, 11 and 20-fold for 1, 2 and 3, respectively). The observed emission in the presence of hydrogen sulfide is ascribed, in the case of probes 1 and 2, to an azide–amine reduction induced by HS− anion, whereas for probe 3 the sensing mechanism is related with a sulfonylazide–sulfonamide conversion. The three probes are very sensitive to HS− anion with limits of detection of 0.17, 0.20 and 0.40 mM for 1, 2 and 3 respectively. Cell viability studies demonstrated that 1–3 probes are essentially non-toxic at concentrations 10–50 μM and are well suited for in vivo studies. Finally, probe 1 was used for the detection on intracellular HS− anion in HeLa cells by means of confocal microscopy. | es_ES |
dc.description.sponsorship | Financial support from the Spanish Government (Project MAT2012-38429-004-01) and the Generalitat Valenciana (Project PROMETEO/2009/016) is gratefully acknowledged. S.E. is grateful to the Generalitat Valenciana for his Santiago Grisolia fellow. C.T. also thanks the Ministerio de Ciencia e Innovacion for her FPU grant. L.E.S.F. thanks the Carolina Foundation and UPNFM-Honduras for his doctoral grant. | |
dc.language | Inglés | es_ES |
dc.publisher | Elsevier | es_ES |
dc.relation.ispartof | Sensors and Actuators B: Chemical | es_ES |
dc.rights | Reserva de todos los derechos | es_ES |
dc.subject | Hydrogen sulfide | es_ES |
dc.subject | Fluorescence | es_ES |
dc.subject | Azide | es_ES |
dc.subject | Sulfonylazide | es_ES |
dc.subject | In vivo detection | es_ES |
dc.subject.classification | QUIMICA INORGANICA | es_ES |
dc.subject.classification | QUIMICA ORGANICA | es_ES |
dc.subject.classification | QUIMICA ANALITICA | es_ES |
dc.title | Azide and sulfonylazide functionalized fluorophores for the selective and sensitive detection of hydrogen sulfide | es_ES |
dc.type | Artículo | es_ES |
dc.identifier.doi | 10.1016/j.snb.2014.04.047 | |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO//MAT2012-38429-C04-01/ES/DESARROLLO DE MATERIALES FUNCIONALIZADOS CON PUERTAS NANOSCOPICAS PARA APLICACIONES DE LIBERACION CONTROLADA Y SENSORES PARA LA DETECCION DE NITRATO AMONICO, SULFIDRICO Y CO/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/Generalitat Valenciana//PROMETEO09%2F2009%2F016/ES/Ayuda prometeo 2009 para el grupo de diseño y desarrollo de sensores/ | es_ES |
dc.rights.accessRights | Abierto | es_ES |
dc.contributor.affiliation | Universitat Politècnica de València. Instituto de Reconocimiento Molecular y Desarrollo Tecnológico - Institut de Reconeixement Molecular i Desenvolupament Tecnològic | es_ES |
dc.contributor.affiliation | Universitat Politècnica de València. Departamento de Química - Departament de Química | es_ES |
dc.description.bibliographicCitation | El Sayed Shehata Nasr, S.; De La Torre Paredes, C.; Santos Figueroa, LE.; Marín Hernández, C.; Martínez Mañez, R.; Sancenón Galarza, F.; Costero Nieto, AM.... (2015). Azide and sulfonylazide functionalized fluorophores for the selective and sensitive detection of hydrogen sulfide. Sensors and Actuators B: Chemical. 207(B):987-994. https://doi.org/10.1016/j.snb.2014.04.047 | es_ES |
dc.description.accrualMethod | S | es_ES |
dc.relation.publisherversion | http://dx.doi.org/10.1016/j.snb.2014.04.047 | es_ES |
dc.description.upvformatpinicio | 987 | es_ES |
dc.description.upvformatpfin | 994 | es_ES |
dc.type.version | info:eu-repo/semantics/publishedVersion | es_ES |
dc.description.volume | 207 | es_ES |
dc.description.issue | B | es_ES |
dc.relation.senia | 279607 | |
dc.contributor.funder | Generalitat Valenciana | |
dc.contributor.funder | Ministerio de Economía y Competitividad | es_ES |