Synthesis and characterization of a new biotinylated gramicidin.
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.
Suarez
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Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, France.
Emmanuelle
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ED
Molle
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Lazaro
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Viallefont
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P
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
D008051:Lipid Bilayers; C116418:N'-biotinyl-(ethylenediamine)15-gramidicin A; D006096:Gramicidin; D001710:Biotin