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dc.contributor.authorPérez-Rentero, Soniaes_ES
dc.contributor.authorGrijalvo, Santiagoes_ES
dc.contributor.authorPeñuelas, Guillemes_ES
dc.contributor.authorFàbrega, Carmees_ES
dc.contributor.authorEritja Casadellà, Ramónes_ES
dc.description.abstractOligonucleotide gold nanoparticle conjugates are being used as diagnostic tools and gene silencing experiments. Thiol-chemistry is mostly used to functionalize gold nanoparticles with oligonucleotides and to incorporate DNA or RNA molecules onto gold surfaces. However, the stability of such nucleic acid-gold nanoparticle conjugates in certain conditions may be a limitation due to premature break of the thiol-gold bonds followed by aggregation processes. Here, we describe a straightforward synthesis of oligonucleotides carrying thioctic acid moiety based on the use of several thioctic acid-L- Threoninol derivatives containing different spacers, including triglycine, short polyethyleneglycol, or aliphatic spacers. The novel thioctic-oligonucleotides were used for the functionalization of gold nanoparticles and the surface coverage and stability of the resulting thioctic-oligonucleotide gold nanoparticles were assessed. In all cases gold nanoparticles functionalized with thioctic-oligonucleotides had higher loadings and higher stability in the presence of thiols than gold nanoparticles prepared with commercially available thiol-oligonucleotides. Furthermore, the thioctic derivative carrying the triglycine linker is sensitive to cathepsin B present in endosomes. In this way this derivative may be interesting for the cellular delivery of therapeutic oligonucleotides as these results provides the basis for a potential endosomal escape.es_ES
dc.description.sponsorshipThis work is supported by the European Commission (Grants FP7-NMP-213382-2, FUNMOL and NMP4-LA-2011-262943, MULTIFUN), by the Spanish Ministry of Education (Grant CTQ2010-20541), the Generalitat de Catalunya (2009/SGR/208) and the Instituto de Salud Carlos III (CB06_01_0019). CIBER-BBN is an initiative funded by the VI National R&D&i Plan 2008–2011, Iniciativa Ingenio 2010, Consolider Program, CIBER Actions and financed by the Instituto de Salud Carlos III with assistance from the European Regional Development Fund.es_ES
dc.description.sponsorshipWe acknowledge support by the CSIC Open Access Publication Initiative through its Unit of Information Resources for Research (URICI)-
dc.publisherMultidisciplinary Digital Publishing Institutees_ES
dc.relation.isversionofPublisher's versiones_ES
dc.subjectDNA-gold nanoparticle conjugateses_ES
dc.subjectSurface coveragees_ES
dc.subjectThioctic acides_ES
dc.titleThioctic acid derivatives as building blocks to incorporate DNA oligonucleotides onto gold nanoparticleses_ES
dc.description.peerreviewedPeer reviewedes_ES
dc.relation.publisherversionDOI: 10.3390/molecules190710495es_ES
dc.contributor.funderConsejo Superior de Investigaciones Científicas (España)-
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