Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published December 17, 1998 | public
Journal Article

Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis


Olefin metathesis has been successfully applied to the synthesis of macrocyclic helical peptides [Eq. (a)]. Carbon–carbon bond tethers between amino acid side chains were introduced by ring‐closing metathesis. This macrocyclization protocol is a novel and mild procedure for introducing nonnative covalent cross‐links into peptide helices.

Additional Information

© 1998 Wiley‐VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany. Issue Online: 23 December 1998; Version of Record online: 23 December 1998: Manuscript received: 18 June 1998. Financial support has been generously provided by the National Institutes of Health and Zeneca Pharmaceuticals. H. E. B. is grateful to the ACS Division of Organic Chemistry for a pre-doctoral fellowship (supported by Pfizer, Inc.). We thank Dr. Keith Russell (Zeneca) for instrumental discussions and Dr. Saeed Khan (UCLA) for X-ray crystallographic analyses. Dr. Isabella L. Karle, Prof. Barbara Imperiali, Prof. Scott J. Miller, and Prof. Daniel J. O'Leary are acknowledged for helpful discussions.

Additional details

August 22, 2023
October 18, 2023