Bike peptides: a ride through the membrane

Several natural peptides have a biaryl or biaryl ether motif in their biologically active structures. A model bicyclic pentapeptide containing a biaryl bridge has been synthesized by solid‐phase peptide synthesis combining on‐resin Suzuki and Miyaura cross‐coupling reactions. Its biological properties in terms of permeability, stability and cytotoxicity have been studied, demonstrating the positive contribution of the biaryl bridge, excellent membrane penetration and serum stability Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd.

A bike peptide displaying a biaryl bridge has been synthesized by SPPS using on‐resin Suzuki and Miyaura reactions. This peptide has demonstrated to be a privileged structure that crosses the BBB by passive diffusion and has an excellent protease resistance.

Source: Journal of Peptide Science - February 28, 2017 Category: Biochemistry Authors: J úlia García‐Pindado, Soledad Royo, Meritxell Teixidó, Ernest Giralt Tags: Special Issue Article Source Type: research