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Peptide Stapling Using Sonogashira Coupling
Devki Nandan1, Susanta Kumar Behera1, Ramesh Ramapanicker1
1Department of Chemistry, India Institute of Technology Kanpur, Uttar Pradesh (U.P), 208016, India.
Abstract:
An efficient method for the stapling of peptides by linking residues at the i and i+4 or i and i+7 positions through Sonagashira coupling is reported. The alkyne and aryl iodide functionality required are introduced by modifying tyrosine residues to 4-iodophenylalanine (PhI) and 4-propargyloxyphenylalanine (TyP) residues. Comparing the conformations of a stapled peptide with the corresponding linear peptide using CD spectroscopy reveals a more helical structure for the stapled peptide.
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