title: Synthesis and characterization of a new biotinylated gramicidin.
abstract: A new linear gramicidin analog bearing a biotinyl group grafted on C-terminal part was designed to study ligand-receptor interactions. The C-terminal alcohol in the native peptide was first replaced by an amino group. Then the peptide was synthesized on a polystyrene resin functionalized by the 2-chlorotrityl chloride following a biotinylation performed in solution. This new N'-biotinyl-(EDA)15-Gramicidin A was reconstituted in planar lipid bilayers and exhibited channel activities similar to those of natural gramicidin, with unitary conductance value about 30 ps in 1 M KCl. Furthermore this ionophore activity was quenched by addition of streptavidin in the surrounding medium. Our system is an outstanding tool for monitoring ligand-receptor interactions and could be used for designing a new biosensor.
authors.affiliation: Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, France.
authors.forename: E
authors.initials: E
authors.lastname: Suarez
authors.forename: E D
authors.initials: ED
authors.lastname: Emmanuelle
authors.forename: G
authors.initials: G
authors.lastname: Molle
authors.forename: R
authors.initials: R
authors.lastname: Lazaro
authors.forename: P
authors.initials: P
authors.lastname: Viallefont
mesh_terms: D000595:Amino Acid Sequence; D001710:Biotin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D004563:Electrochemistry; D006096:Gramicidin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008051:Lipid Bilayers / Q000737:chemistry; D008969:Molecular Sequence Data
chemical_list: D008051:Lipid Bilayers; C116418:N'-biotinyl-(ethylenediamine)15-gramidicin A; D006096:Gramicidin; D001710:Biotin