Rolling Loop Scan: An Approach Featuring Ring-Closing Metathesis for Generating Libraries of Peptides with Molecular Shapes Mimicking Bioactive Conformations or Local Folding of Peptides and Proteins

Angew Chem Int Ed Engl. 1999 Dec 16;38(24):3684-3687. doi: 10.1002/(sici)1521-3773(19991216)38:24<3684::aid-anie3684>3.0.co;2-m.

Abstract

Libraries of loop-containing peptides (such as the one shown schematically) can be prepared from bis-N-alkylated peptides by ring-closing metathesis. In a general solid-phase procedure the peptides are accessible by site-specific N-alkylation. Since the amino acid side chains are not involved in cyclization, they remain available for interaction with, for example, a receptor.