Volume 4, Issue 6 pp. 371-377
Research Article

Synthesis and characterization of a new biotinylated gramicidin

Emmanuelle Suarez

Emmanuelle Suarez

Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, 34095 Montpellier Cedex 5, France

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Emmanuelle De

Emmanuelle De

IFRMP 23, Polymères, Biopolymères, Membranes, UMR CNRS 6522, Université de Rouen, 76821 Mont Saint-Aignan Cedex, France

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Gerard Molle

Gerard Molle

IFRMP 23, Polymères, Biopolymères, Membranes, UMR CNRS 6522, Université de Rouen, 76821 Mont Saint-Aignan Cedex, France

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René Lazaro

Corresponding Author

René Lazaro

Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, 34095 Montpellier Cedex 5, France

Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, FranceSearch for more papers by this author
Philippe Viallefont

Philippe Viallefont

Laboratoire des Aminoacides, Peptides et Protéines, UPRESA CNRS 5075, Universités Montpellier I, 34095 Montpellier Cedex 5, France

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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. © 1998 European Peptide Society and John Wiley & Sons, Ltd.

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