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dc.contributor.authorGallego Gómez, Iván
dc.contributor.authorRioboo Vidal, Alicia
dc.contributor.authorReina, José J.
dc.contributor.authorDíaz, Bernardo
dc.contributor.authorCanales, Ángeles
dc.contributor.authorCañada, F. Javier
dc.contributor.authorGuerra Varela, Jorge
dc.contributor.authorSánchez Piñón, Laura Elena
dc.contributor.authorMontenegro García, Javier
dc.date.accessioned2019-02-18T11:31:46Z
dc.date.available2020-01-23T02:00:09Z
dc.date.issued2019-01-23
dc.identifier.citationGallego, I., Rioboo, A., Reina, J., Díaz, B., Canales, Á., Cañada, F., Guerra-Varela, J., Sánchez, L. and Montenegro, J. (2019), Glycosylated Cell Penetrating Peptides, GCPPs. ChemBioChem. doi:10.1002/cbic.201800720
dc.identifier.urihttp://hdl.handle.net/10347/18288
dc.descriptionThis is the peer reviewed version of the following article: Gallego, I. , Rioboo, A. , Reina, J. ., Díaz, B. , Canales, Á., Cañada, F. ., Guerra-Varela, J. , Sánchez, L. and Montenegro, J. (2019), Glycosylated Cell Penetrating Peptides, GCPPs. ChemBioChem. doi:10.1002/cbic.201800720, which has been published in final form at https://doi.org/10.1002/cbic.201800720. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions
dc.description.abstractThe cell membrane regulates the exchange of molecules and information with the external environment. However, this control barrier hinders the delivery of exogenous bioactive molecules that can be applied to correct cellular malfunctions. Therefore, the traffic of macromolecules across the cell membrane represents a great challenge for the development of the next generation of therapies and diagnostic methods. Cell penetrating peptides are short peptide sequences capable of delivering a broad range of biomacromolecules across the cellular membrane. However, penetrating peptides still suffer from limitations mainly related with their lack of specificity and potential toxicity. Glycosylation has emerged as a potential promising strategy for the biological improvement of synthetic materials. In this work we have developed a new convergent strategy for the synthesis of penetrating peptides functionalized with glycan residues by an oxime bond connection. We have systematically characterized the uptake efficiency and the intracellular distribution of these glycopeptides by flow cytometry, confocal microscopy and in zebrafish animal models. The incorporation of these glycan residues into the peptide structure influenced the internalization efficiency and the cellular toxicity of the resulting glycopeptide hybrids in the different cell lines tested. The results reported here highlight the potential of the glycosylation of penetrating peptides to modulate their activity
dc.description.sponsorshipWe acknowledge funding from the Spanish Agencia Estatal de Investigación (AEI) [CTQ2014-59646-R, SAF2017-89890-R, CTQ2016-76263-P, CTQ2015-64597-C2-2P], the Xuntade Galicia (ED431G/09, ED431C 2017/25 and 2016-AD031) and the ERDF. I. G. received a predoctoral fellowship from the Xunta de Galicia (ED481A-2018/116). A. R. received a predoctoral fellowship from the Fundación Segundo Gil Dávila. J.G.-V. and L.S. acknowledge the financial support received from the Xunta de Galicia (Galicia, Spain) under the Grupos de Referencia Competitiva Programme: Project GRC2014/010. J. M. received a Ramón y Cajal (RYC-2013-13784), an ERC Starting Investigator Grant (DYNAP-677786) and a Young Investigator Grant from the HFSP (RGY0066/2017)
dc.language.isoeng
dc.publisherWiley
dc.relationinfo:eu-repo/grantAgreement/EC/H2020/677786
dc.relationinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2017-89890-R/ES/PEPTIDOS HIBRIDOS PARA EL TRANSPORTE SELECTIVO Y ENTREGA DE PROTEINAS TERAPEUTICAS
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-59646-R/ES/NUEVOS DISEÑOS CON CONTROL TOPOLOGICO DE PEPTIDOS PENETRANTES EN CELULAS
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/RYC-2013-13784/ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-76263-P/ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2015-64597-C2-2P/ES/ROMPIENDO LAS FRONTERAS DEL RECONOCIMIENTO MOLECULAR DE CARBOHIDRATOS MEDIANTE RMN. ANTICUERPOS Y ACIDOS NUCLEICOS
dc.rights© 2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions
dc.subjectPenetrating peptides
dc.subjectPeptide synthesis
dc.subjectGlycosylation
dc.subjectCell delivery
dc.titleGlycosylated Cell Penetrating Peptides, GCPPs
dc.typeinfo:eu-repo/semantics/article
dc.identifier.DOI10.1002/cbic.201800720
dc.relation.publisherversionhttps://doi.org/10.1002/cbic.201800720
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
dc.identifier.e-issn1439-7633
dc.rights.accessrightsinfo:eu-repo/semantics/openAccess
dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánica
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Zooloxía, Xenética e Antropoloxía Física
dc.description.peerreviewedSI


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