Show simple item record

dc.contributor.authorMiguel Ávila, Joan
dc.contributor.authorTomás Gamasa, María
dc.contributor.authorOlmos Verge, Andrea 
dc.contributor.authorPérez Romero, Pedro José 
dc.contributor.authorMascareñas, José L.
dc.date.accessioned2019-02-06T11:37:29Z
dc.date.available2019-02-06T11:37:29Z
dc.date.issued2018
dc.identifier.citationMiguel-Ávila, J., Tomás-Gamasa, M., Olmos, A., Pérez, P. J., & Mascareñas, J. L. (2018). Discrete Cu(i) complexes for azide–alkyne annulations of small molecules inside mammalian cells. Chemical Science, 9(7), 1947-1952. https://doi.org/10.1039/c7sc04643jes_ES
dc.identifier.issn2041-6520
dc.identifier.issn2041-6539 electrónico
dc.identifier.urihttp://hdl.handle.net/10272/15917
dc.description.abstractThe archetype reaction of “click” chemistry, namely, the copper-promoted azide–alkyne cycloaddition (CuAAC), has found an impressive number of applications in biological chemistry. However, methods for promoting intermolecular annulations of exogenous, small azides and alkynes in the complex interior of mammalian cells, are essentially unknown. Herein we demonstrate that isolated, well-defined copper(I)–tris(triazolyl) complexes featuring designed ligands can readily enter mammalian cells and promote intracellular CuAAC annulations of small, freely diffusible molecules. In addition to simplifying protocols and avoiding the addition of “non-innocent” reductants, the use of these premade copper complexes leads to more efficient processes than with the alternative, in situ made copper species prepared from Cu(II) sources, tris(triazole) ligands and sodium ascorbate. Under the reaction conditions, the well-defined copper complexes exhibit very good cell penetration properties, and do not present significant toxicities.es_ES
dc.description.sponsorshipThis work has received financial support from the MINECO (SAF2013-41943-R, SAF2016-76689-R, CTQ2014-52769-C03-01 and CTQ2015-73693-JIN and Orfeo-cinqa CTQ2016-81797-REDC), the Xunta de Galicia (2015-CP082, ED431C 2017/19 and Centro singular de investigacion de Galicia accreditation 20162019, ED431G/09) and the European Union (European Regional Development Fund - ERDF), and the European Research Council (Advanced Grant No. 340055). M. T.-G. thanks the Ministerio de Economia y Competitividad for the Juan de la Cierva-Incorporacion fellowship (IJCI-2015-23210). The authors thank Prof. A. Vidal for his help with the cytometry studies, Dr P. del Pino for his help with the EPR measurements and R. Menaya-Vargas for excellent assistance.es_ES
dc.language.isoenges_ES
dc.publisherRoyal Society of Chemistryes_ES
dc.rightsAtribución-NoComercial-SinDerivadas 3.0 España*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.subject.otherClick chemistryes_ES
dc.subject.otherCycloadditiones_ES
dc.titleDiscrete Cu(I) complexes for azide–alkyne annulations of small molecules inside mammalian cellses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.identifier.doi10.1039/c7sc04643j
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO [SAF2013-41943-R, SAF2016-76689-R, CTQ2014-52769-C03-01, CTQ2015-73693-JIN, Orfeo-cinqa CTQ2016-81797-REDC]es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/Ministerio de Economia y Competitividad [IJCI-2015-23210]


Files in this item

This item appears in the following Collection(s)

Show simple item record

Atribución-NoComercial-SinDerivadas 3.0 España
Except where otherwise noted, this item's license is described as Atribución-NoComercial-SinDerivadas 3.0 España

Copyright © 2008-2010. ARIAS MONTANO. Repositorio Institucional de la Universidad de Huelva
Contact Us | Send Feedback |