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"Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter

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"Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter

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Nombre: Rodríguez;Gomez;Nuin ...
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dc.contributor.author Rodríguez Muñiz, Gemma María es_ES
dc.contributor.author Gomez Mendoza, Miguel es_ES
dc.contributor.author Nuin Pla, Neus Edurne es_ES
dc.contributor.author Andreu Ros, María Inmaculada es_ES
dc.contributor.author Marín García, Mª Luisa es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.date.accessioned 2020-04-17T12:51:43Z
dc.date.available 2020-04-17T12:51:43Z
dc.date.issued 2017 es_ES
dc.identifier.issn 1477-0520 es_ES
dc.identifier.uri http://hdl.handle.net/10251/140960
dc.description.abstract [EN] A photoactive bathymeter based on a carboxylic acid moiety covalently linked to a signalling methoxynaphthalene (MNP) fluorophore has been designed to prove the concept of "snorkelling" vs. "diving" in mixed micelles (MM). The carboxylic acid "floats" on the MM surface, while the MNP unit sinks deep in MM. The rate constants of MNP fluorescence quenching by iodide, which remains basically in water, consistently decrease with increasing spacer length, revealing different regions. This is associated with the distance MNP should "dive" in MM to achieve protection from aqueous reactants. Unequivocal proof of the exergonic photoinduced electron transfer was obtained from the UV-visible spectral signature of I-3(-) upon steady-state photolysis. The applicability of the bathymeter was examined upon testing a family of MNP derivatives. The obtained results were validated by comparison with different lipophilicity tests: (i) a modified version of the K-ow partition coefficient and (ii) the retention factor on thin layer chromatography. This concept could potentially be extended to test drugs or pharmacophores exhibiting any photoactive moiety. es_ES
dc.description.sponsorship Financial support from the Spanish Government (SEV-2016-0683), Red RETICS de Investigacion de Reacciones Adversas a Alergenos y Farmacos (RIRAAF), Instituto de Salud Carlos III (RD012/0013, RD16/0006/0030, FIS PI16/01877), VLC-Campus and the Generalitat Valenciana (Prometeo Program) is gratefully acknowledged. es_ES
dc.language Inglés es_ES
dc.publisher The Royal Society of Chemistry es_ES
dc.relation.ispartof Organic & Biomolecular Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title "Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c7ob02595e es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2016-0683/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/ISCIII//RD012%2F0013/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//RD16%2F0006%2F0030/ES/Asma, Reacciones Adversas y Alérgicas (ARADYAL)/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//PI16%2F01877/ES/Estrategia integrada de fotodiagnóstico combinando evaluación clínica, ensayos biológicos y estudios mecanísticos/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Rodríguez Muñiz, GM.; Gomez Mendoza, M.; Nuin Pla, NE.; Andreu Ros, MI.; Marín García, ML.; Miranda Alonso, MÁ. (2017). "Snorkelling" vs. "diving" in mixed micelles probed by means of a molecular bathymeter. Organic & Biomolecular Chemistry. 15(48):10281-10288. https://doi.org/10.1039/c7ob02595e es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1039/c7ob02595e es_ES
dc.description.upvformatpinicio 10281 es_ES
dc.description.upvformatpfin 10288 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 15 es_ES
dc.description.issue 48 es_ES
dc.relation.pasarela S\347419 es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder Instituto de Salud Carlos III es_ES
dc.contributor.funder Universitat Politècnica de València es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
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