Cell‐Permeable Peptides Containing Cycloalanine Residues. (16th August 2016)

• Record Type: Journal Article
• Authors: Wu, Hao; Mousseau, Guillaume; Mediouni, Sonia; Valente, Susana T.; Kodadek, Thomas
• Is Part Of: Angewandte Chemie. Volume 128:Number 41(2016)
• Page Start: 12827
• Page End: 12832
• Publication Date: 2016-08-16
• Subjects: Antivirale Verbindungen -- Cyclische Peptide -- HIV Rev -- Peptidmimetika -- Zellgängigkeit; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201605745
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: We present here an efficient alternative to N‐methylation for the purpose of morphing protein‐binding peptides into more serum‐stable and cell‐permeable compounds. This involves the incorporation of a cycloalanine (CyAla) into a peptide in a way that avoids difficult coupling steps. We demonstrate the utility of this chemistry in creating a cell‐permeable derivative of a high‐affinity HIV Rev protein‐binding peptide.