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Angew Chem Int Ed Engl. 2009;48(27):5042-5. doi: 10.1002/anie.200806390.

Metal-free, regioselective triazole ligations that deliver locked cis peptide mimetics.

Author information

1
Leibniz Institute for Molecular Pharmacology (FMP), Robert-Rössle-Strasse 10, 13125 Berlin, Germany.

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.

PMID:
19472239
DOI:
10.1002/anie.200806390
[Indexed for MEDLINE]

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