Benzophenone protection strategy for synthesis of aza-glycine containing aza-peptides
Biopolymers: Peptide Science, 90(6), 824- 831, April 2008
David Sabatino, Ph.D. Department of Chemistry and Biochemistry
Carine B. Bourguet and William D. Lubell
Aza-glycine has been incorporated into peptide mimics as a tool for studying the active conformation and characterizing structure-function relationships for activity. Side reactions, such as intramolecular cyclizations to form hydantoins and oxadiazalones, have, however, inhibited efforts to make activated aza-Gly residues in solution using carbamate protection. Herein, we describe efficient incorporation of aza-glycine into aza-peptides using diphenyl hydrazone protection.