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Cell-Permeable Peptides Containing Cycloalanine Residues.

Cell-Permeable Peptides Containing Cycloalanine Residues.
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Wu H, Mousseau G, Mediouni S, Valente ST, Kodadek T,


Wu H, Mousseau G, Mediouni S, Valente ST, Kodadek T, (click to view)

Wu H, Mousseau G, Mediouni S, Valente ST, Kodadek T,

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Angewandte Chemie (International ed. in English) 2016 8 16() doi 10.1002/anie.201605745

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.

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