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Synthesis and characterization of a new biotinylated gramicidin
Author(s) -
Suarez Emmanuelle,
De Emmanuelle,
Molle Gerard,
Lazaro René,
Viallefont Philippe
Publication year - 1998
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/(sici)1099-1387(199809)4:6<371::aid-psc156>3.0.co;2-z
Subject(s) - gramicidin , biotinylation , peptide , streptavidin , chemistry , ligand (biochemistry) , ionophore , gramicidin s , combinatorial chemistry , fluorophore , stereochemistry , biotin , membrane , receptor , biochemistry , fluorescence , physics , quantum mechanics
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.