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Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a Boron dipyrromethene (BODIPY) dye

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Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a Boron dipyrromethene (BODIPY) dye

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dc.contributor.author Barba Bon, Andrea es_ES
dc.contributor.author Costero, Ana M. es_ES
dc.contributor.author GIL GRAU, SALVADOR es_ES
dc.contributor.author Martínez-Máñez, Ramón es_ES
dc.contributor.author Sancenón Galarza, Félix es_ES
dc.date.accessioned 2016-07-11T07:56:14Z
dc.date.available 2016-07-11T07:56:14Z
dc.date.issued 2014
dc.identifier.issn 1477-0520
dc.identifier.uri http://hdl.handle.net/10251/67396
dc.description.abstract [EN] A novel colorimetric probe (P4) for the selective differential detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) was prepared. Probe P4 contains three reactive sites; i.e. (i) a nucleophilic phenol group able to undergo phosphorylation with nerve gases, (ii) a carbonyl group as a reactive site for cyanide; and (iii) a triisopropylsilyl (TIPS) protecting group that is known to react with fluoride. The reaction of P4 with DCNP in acetonitrile resulted in both the phosphorylation of the phenoxy group and the release of cyanide, which was able to react with the carbonyl group of P4 to produce a colour modulation from pink to orange. In contrast, phosphorylation of P4 with DFP in acetonitrile released fluoride that hydrolysed the TIPS group in P4 to yield a colour change from pink to blue. Probe P4 was able to discriminate between DFP and DCNP with remarkable sensitivity; limits of detection of 0.36 and 0.40 ppm for DCNP and DFP, respectively, were calculated. Besides, no interference from other organophosphorous derivatives or with presence of acid was observed. The sensing behaviour of P4 was also retained when incorporated into silica gel plates or onto polyethylene oxide membranes, which allowed the development of simple test strips for the colorimetric detection of DCNP and DFP in the vapour phase. P4 is the first probe capable of colorimetrically differentiating between a Tabun mimic (DCNP) and a Sarin and Soman mimic (DFP). es_ES
dc.description.sponsorship We thank the Spanish Government (MAT2012-38429-C04) for support. A.B.B. acknowledges the award of a pre-doctoral FPI fellowship. SCSIE (Universidad de Valencia) is gratefully acknowledged for all the equipment employed. en_EN
dc.language Inglés es_ES
dc.publisher Royal Society of Chemistry es_ES
dc.relation Ministerio FPI es_ES
dc.relation.ispartof Organic and Biomolecular Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject CHEMICAL WARFARE AGENTS es_ES
dc.subject FIELD-EFFECT TRANSISTORS es_ES
dc.subject NERVE AGENTS es_ES
dc.subject ORGANOPHOSPHATE PESTICIDES es_ES
dc.subject LANTHANIDE IONS es_ES
dc.subject RHODAMINE-B es_ES
dc.subject FLUORESCENT es_ES
dc.subject ACETYLCHOLINESTERASE es_ES
dc.subject SENSORS es_ES
dc.subject NANOPARTICLES es_ES
dc.subject.classification QUIMICA INORGANICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a Boron dipyrromethene (BODIPY) dye es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c4ob01299b
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.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química 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.description.bibliographicCitation Barba Bon, A.; Costero, AM.; Gil Grau, S.; Martínez-Máñez, R.; Sancenón Galarza, F. (2014). Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a Boron dipyrromethene (BODIPY) dye. Organic and Biomolecular Chemistry. 12(43):8745-8751. https://doi.org/10.1039/c4ob01299b es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://dx.doi.org/10.1039/c4ob01299b es_ES
dc.description.upvformatpinicio 8745 es_ES
dc.description.upvformatpfin 8751 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 12 es_ES
dc.description.issue 43 es_ES
dc.relation.senia 278804 es_ES
dc.identifier.eissn 1477-0539
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.contributor.funder Ministerio de Ciencia e Innovación
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