Published December 17, 1998
| Version public
Journal Article
Highly Efficient Synthesis of Covalently Cross-Linked Peptide Helices by Ring-Closing Metathesis
Abstract
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
Identifiers
- Eprint ID
- 86267
- Resolver ID
- CaltechAUTHORS:20180507-141622455
Funding
- NIH
- Zeneca Pharmaceuticals
- American Chemical Society
Dates
- Created
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2018-05-07Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field