RT Journal Article
T1 A 3D Peptide/[60]Fullerene Hybrid for Multivalent Recognition
A1 Gallego Gómez, Iván
A1 Ramos Soriano, Javier
A1 Méndez Ardoy, Alejandro
A1 Cabrera González, Justo
A1 Lostalé Seijo, Irene
A1 Illescas, Beatriz
A1 Reina Martín, José Juan
A1 Martín León, Nazario
A1 Montenegro García, Javier
K1 Fullerenes
K1 Glycomimetic
K1 Lectin
K1 Multivalency
K1 Peptides
AB Multivalent ligand presentation is a powerful strategy for the development of specific binders and inhibitors. Peptide/[60]fullerene hybrids have now been synthesized that exploit the complete substitution of the fullerene scaffold to afford globular structures presenting twelve copies of a peptide ligand for the recognition of E-selectin. Fully substituted peptide/[60]fullerene hexakis-adducts offer an excellent opportunity for multivalent protein recognition. In contrast to monofunctionalized fullerene hybrids, peptide/[60]fullerene hexakis-adducts display multiple copies of a peptide in close spatial proximity and in the three dimensions of space. High affinity peptide binders for almost any target can be currently identified by in vitro evolution techniques, often providing synthetically simpler alternatives to natural ligands. However, despite the potential of peptide/[60]fullerene hexakis-adducts, these promising conjugates have not been reported to date. Here we present a synthetic strategy for the construction of 3D multivalent hybrids that are able to bind with high affinity the E-selectin. The here synthesized fully substituted peptide/[60]fullerene hybrids and their multivalent recognition of natural receptors constitute a proof of principle for their future application as functional biocompatible materials
PB Wiley
SN 1433-7851
YR 2022
FD 2022
LK http://hdl.handle.net/10347/29251
UL http://hdl.handle.net/10347/29251
LA eng
NO Angew. Chem.Int. Ed.2022,e202210043. https://doi.org/10.1002/anie.202210043
NO This work was partially supported by the Spanish Agencia Estatal de Investigación (AEI) [SAF2017-89890-R, PCI2019-103400, PID2020-117143RB-I00, PID2020-114653RB-I00 and PID2020-115120GB-I00], Xunta de Galicia (ED431C 2017/25 and Centro singular de investigación de Galicia accreditation 2019–2022, ED431G 2019/03) and the European Commission (EC) (European Regional Development Fund-ERDF). J.M. thanks the ERC-STG (DYNAP, 677786), ERC-POC (TraffikGene, 838002), Xunta de Galicia (Oportunius Program) and Human Frontier Science Programme Young Investigator Grant (RGY0066/2017) for funding. J.J.R. received a Beatriz Galindo Grant (BEAGAL18-00051) by the Spanish Ministerio de Universidades. I.G. received predoctoral fellowships (ED481A-2018/116 and FPU17/00941). J.C.-G. thanks the Comunidad de Madrid Atracción de Talento program (2018-T2/BMD-10275)
DS Minerva
RD 24 abr 2026