Redox-active biomolecular architectures and self-assembled monolayers based on a cyclodecapeptide regioselectively addressable functional template.
A nanometer scale redox active biomolecular architecture has been successfully synthesized through an efficient chemoselective oxime based coupling between ferrocenyl groups and a regioselectively addressable cyclodecapeptide. This molecular tool exhibits electronic, structural, and chemical properties driven by the biomimetic recognition activity of the polypeptide skeleton associated to the well-defined electrochemical activity of metallocenyl probes. Biomolecular materials obtained by confinement of the redox cyclopeptide in self-assembled monolayers on gold surfaces shows efficient through-bond electron transfer from the ferrocenes to the electrode surface via the peptidic backbone, as well as markedly improved sensing properties toward anionic species in organic electrolyte, as compared to those observed in homogeneous solution.
Devillers
Charles H
CH
Laboratoire d'Electrochimie Organique et de Photochimie Rédox, UMR CNRS 5630, Institut de Chimie Moléculaire de Grenoble, FR CNRS 2607, Université Joseph Fourier, BP 53, 38041 Grenoble Cédex 9, France.
Boturyn
Didier
D
Bucher
Christophe
C
Dumy
Pascal
P
Labbé
Pierre
P
Moutet
Jean-Claude
JC
Royal
Guy
G
Saint-Aman
Eric
E
D003500:Cyclization; D004563:Electrochemistry; D005296:Ferrous Compounds / Q000737:chemistry; D008422:Materials Testing; D000075163:Metallocenes; D008958:Models, Molecular; D015394:Molecular Structure; D036103:Nanotechnology; D009842:Oligopeptides / Q000737:chemistry*; D010084:Oxidation-Reduction; D010456:Peptides, Cyclic / Q000737:chemistry*; D013237:Stereoisomerism; D013499:Surface Properties
D005296:Ferrous Compounds; D000075163:Metallocenes; D009842:Oligopeptides; D010456:Peptides, Cyclic; C004998:ferrocene