Helical peptides from VEGF and Vammin hotspots for modulating the VEGF-VEGFR interaction

The design, synthesis, conformational studies and binding affinity for VEGF receptors of a collection of linear and cyclic peptide analogues of the N-terminal α-helix fragments 13-25 of VEGF and 1-13 of Vammin are described. Linear 13(14)-mer peptides were designed with the help of an AGADIR algorit...

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Bibliographic Details
Authors: García-Aranda, M. Isabel, González-López, Susana, Santiveri, Clara M., Gagey-Eilstein, Nathalie, Reille-Seroussi, Marie, Martín-Martínez, Mercedes, Inguimbert, Nicolas, Vidal, Michel, García-López, M. Teresa, Jiménez, M. Angeles, González-Muñiz, Rosario, Pérez de Vega, M. Jesús
Format: article
Publication Date:2013
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/103196
Online Access:http://hdl.handle.net/10261/103196
Access Level:Open access
Keyword:VEGF
Peptides
Helical structures
Protein-protein interactions
Angiogenesis
Description
Summary:The design, synthesis, conformational studies and binding affinity for VEGF receptors of a collection of linear and cyclic peptide analogues of the N-terminal α-helix fragments 13-25 of VEGF and 1-13 of Vammin are described. Linear 13(14)-mer peptides were designed with the help of an AGADIR algorithm and prepared following peptide solid-phase synthetic protocols. Cyclic peptide derivatives were prepared on-resin from linear precursors with conveniently located Glu and Lys residues, by the formation of amide linkages. Conformational analysis, CD and NMR, showed that most synthesized peptides have a clear tendency to be structured as α-helices in solution. Some of the peptides were able to bind a VEGFR-1 receptor with moderate affinity. In addition to the described key residues (Phe17, Tyr21 and Tyr25), Val14 and Val20 seem to be relevant for affinity.