RT Journal Article
T1 Glycosylated Cell Penetrating Peptides, GCPPs
A1 Gallego Gómez, Iván
A1 Rioboo Vidal, Alicia
A1 Reina, José J.
A1 Díaz, Bernardo
A1 Canales, Ángeles
A1 Cañada, F. Javier
A1 Guerra Varela, Jorge
A1 Sánchez Piñón, Laura
A1 Montenegro García, Javier
K1 Penetrating peptides
K1 Peptide synthesis
K1 Glycosylation
K1 Cell delivery
AB The 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
PB Wiley
YR 2019
FD 2019-01-23
LK http://hdl.handle.net/10347/18288
UL http://hdl.handle.net/10347/18288
LA eng
NO 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
NO This 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
NO We  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)
DS Minerva
RD 3 may 2026