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dc.coverage.spatialLAUSANNE
dc.creatorDe la Torre, Pedro
dc.creatorGarcia-Beltran, Olimpo
dc.creatorTiznado, William
dc.creatorMena, Natalia
dc.creatorAstudillo-Saavedra, Luis
dc.creatorGutierrez-Cabrera, Margarita
dc.creatorTrilleras, Jorge
dc.creatorPavez, Paulina
dc.creatorAliaga, Margarita E.
dc.date.accessioned2017-04-27T18:49:32Z
dc.date.available2017-04-27T18:49:32Z
dc.date.issued2014
dc.identifier.issn0925-4005
dc.identifier.urihttp://hdl.handle.net/10533/196879
dc.description.abstract(E)-2-(Benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles derivatives (compounds 1, 2, and 3) were synthesized and assessed for their ability to recognize cysteine (Cys) in aqueous solution via a Michael-type reaction. The sensors can be used for the quantification of Cys with detection limits of ca. 10(-5) M. The sensors showed excellent selectivity for Cys over other amino acids. The most reactive five-membered hetero-cyclic substituent in the tested compounds was the isoxazole derivative (compound 2). The reactivity study was complemented with a theoretical analysis based on the global electrophilicity and hardness. Interestingly, both descriptors correctly assign the reactivity trend 2 > 1 approximate to 3, in accordance with theexperimental evidence. Finally, these sensors were successfully applied to the fluorescence imaging of intracellular Cys in SH-SY5Y cells. (C) 2013 Elsevier B. V. All rights reserved.
dc.language.isoENG
dc.publisherELSEVIER SCIENCE SA
dc.relationinstname: Conicyt
dc.relationreponame: Repositorio Digital RI2.0
dc.relationinstname: Conicyt
dc.relationreponame: Repositorio Digital RI2.0
dc.relation.urihttps://doi.org/10.1016/j.snb.2013.12.001
dc.title(e)-2-(benzo[d]thiazol-2-yl)-3-heteroarylacrylonitriles as efficient michael acceptors for cysteine: real application in biological imaging
dc.typeArticulo
dc.bibliographicCitation.stpage391
dc.bibliographicCitation.endpage399
dc.identifier.folioVIU110063
dc.country.isoCHE
dc.description.citasisi2
dc.description.conicytprogramFONDEF
dc.description.emailojgarciab@ug.uchile.cl; mealiaga@uc.cl
dc.description.investmentarticleFONDECYT [1130062, 11090431, 1130065]; FONDEF [VIU-110063]
dc.identifier.isiWOS:000330113600057
dc.relation.projectidinfo:eu-repo/grantAgreement/Fondef/VIU110063
dc.relation.setinfo:eu-repo/semantics/dataset/hdl.handle.net/10533/93477
dc.rights.driverinfo:eu-repo/semantics/openAccess
dc.title.journalSENSORS AND ACTUATORS B-CHEMICAL
dc.title.journalabbreviationSens. Actuator B-Chem.
dc.type.driverinfo:eu-repo/semantics/article
dc.description.shortconicytprogramFONDEF
dc.identifier.eissn0
dc.description.agradThis work was supported by FONDECYT under Grant Nos. 1130062, 11090431, and 1130065, and by FONDEF VIU-110063.
dc.type.openaireinfo:eu-repo/semantics/publishedVersion


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