Quantum chemical elucidation of the turn-on luminescence mechanism in two new Schiff bases as selective chemosensors of Zn2+: Synthesis, theory and bioimaging applications

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dc.contributor.authorBerrones-Reyes, Jessica C.
dc.contributor.authorMuñoz-Flores, Blanca M.
dc.contributor.authorCantón-Diáz, Arelly M.
dc.contributor.authorTreto-Suárez, Manuel A.
dc.contributor.authorPáez-Hernández, Dayan
dc.contributor.authorSchott, Eduardo
dc.contributor.authorZarate, Ximena
dc.contributor.authorJiménez-Pérez, Víctor M.
dc.date.accessioned2023-03-28T20:01:32Z
dc.date.available2023-03-28T20:01:32Z
dc.date.issued2019
dc.descriptionIndexación Scopuses
dc.description.abstractWe report the synthesis and characterization of two new selective zinc sensors (S,E)-11-amino-8-((2,4-di-tert-butyl-1-hydroxybenzylidene) amino)-11-oxopentanoic acid (A) and (S,E)-11-amino-8-((8-hydroxybenzylidene)amino)-11-oxopentanoic acid (B) based on a Schiff base and an amino acid. The fluorescent probes, after binding to Zn2+ ions, presented an enhancement in fluorescent emission intensity up to 30 times (ϕ = A 50.10 and B 18.14%). The estimated LOD for compounds A and B was 1.17 and 1.20 μM respectively (mixture of acetonitrile : water 1 : 1). Theoretical research has enabled us to rationalize the behaviours of the two selective sensors to Zn2+ synthesized in this work. Our results showed that in the free sensors, PET and ESIPT are responsible for the quenching of the luminescence and that the turn-on of luminescence upon coordination to Zn2+ is mainly induced by the elimination of the PET, which is deeply analysed through EDA, NOCV, molecular structures, excited states and electronic transitions via TD-DFT computations. Confocal fluorescence microscopy experiments demonstrate that compound A could be used as a fluorescent probe for Zn2+ in living cells.es
dc.identifier.citationRSC Advances Volume 9, Issue 53, Pages 30778 - 30789 2019es
dc.identifier.doi10.1039/c9ra05010hen
dc.identifier.issn20462069
dc.identifier.urihttps://repositorio.unab.cl/xmlui/handle/ria/47972
dc.language.isoenes
dc.publisherRSC Advanceses
dc.rights.licenseAttribution-NonCommercial 3.0 Unported (CC BY-NC 3.0)en
dc.rights.urihttps://creativecommons.org/licenses/by-nc/3.0/en
dc.subjectFluorescence microscopyes
dc.subjectProbeses
dc.subjectQuantum chemistryes
dc.subjectConfocal fluorescence microscopyes
dc.subjectElectronic transitiones
dc.subjectFluorescent emissiones
dc.subjectFluorescent probeses
dc.subjectLuminescence mechanismses
dc.subjectSelective sensorses
dc.subjectSynthesis and characterizationses
dc.subjectTheoretical researches
dc.subjectFluorescencees
dc.titleQuantum chemical elucidation of the turn-on luminescence mechanism in two new Schiff bases as selective chemosensors of Zn2+: Synthesis, theory and bioimaging applicationses
dc.typeArtículoes
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Quantum-chemical-elucidation-of-the-turnon-luminescence-mechanism-in-two-new-Schiff-bases-as-selective-chemosensors-of-Znsup2sup-Synthesis-theory-and-bioimaging-applicationsRSC-Advances.pdf
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