RT Journal Article
T1 Glycan shields for penetrating peptides
A1 Gallego Gómez, Iván
A1 Montenegro García, Javier
AB We here describe the synthesis and biological evaluation of glycan shields for cell penetrating peptides. A new benzyl alkoxyamine connector was employed for the coupling of two saccharides units in the lateral side chain of individual amino acids in a peptide sequence. The oxyme bond formation with the corresponding glycan aldehydes allowed the preparation of highly glycosylated penetrating peptides with a minimal synthetic effort. Surprisingly, it was found that a four to six saccharide substitution did not decrease uptake efficiency in cells, whereas it significantly improved the toxicity profile of the penetrating peptide. In particular, glucose substitution was confirmed as an optimal glycan shield that showed an excellent in vitro uptake and intracellular localization as well as a superior in vivo biodistribution
PB Royal Society of Chemistry
SN 0009-241X
YR 2021
FD 2021
LK http://hdl.handle.net/10347/29371
UL http://hdl.handle.net/10347/29371
LA eng
NO Chem. Commun., 2022,58, 1394-1397
NO The Spanish Agencia Estatal de Investigación (AEI) [SAF2017-89890-R, PCI2019-103400, PID2020-117143RB-I00], Xunta de Galicia (ED431C 2017/25, ED431G 2019/03) and the ERDF are acknowledged. J. M. thanks the ERC-Stg (DYNAP, 677786), ISCIII (COV20/00297), ERC-POC (TraffikGene, 838002), Xunta de Galicia (Oportunius Program) and Human Frontier Science Programme Young Investigator Grant (RGY0066/2017) for funding. I. G. received predoctoral fellowships (ED481A-2018/116 and FPU17/00941)
DS Minerva
RD 24 abr 2026