title: Metal-free, regioselective triazole ligations that deliver locked cis peptide mimetics.
abstract: Metal-free triazole turns: 1,5-Disubstituted peptidyl triazoles are obtained regioselectively from the 1,3-dipolar cycloaddition of peptidyl phosphoranes and azides. Peptide turns are thus formed that contain a conformationally locked cis peptide bond. Being regioselective and free of heavy metals, this reaction may find broad application in chemical biology and medicinal chemistry.
authors.affiliation: Leibniz Institute for Molecular Pharmacology (FMP), Robert-Rössle-Strasse 10, 13125 Berlin, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Schmieder
authors.forename: Ronald
authors.initials: R
authors.lastname: Kühne
authors.forename: Jörg
authors.initials: J
authors.lastname: Rademann
mesh_terms: D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010455:Peptides / Q000737:chemistry*; D010753:Phosphoranes / Q000737:chemistry; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
chemical_list: D010455:Peptides; D010753:Phosphoranes; D014230:Triazoles