Multicomponent Diversity-Oriented Synthesis of Aza-Lysine-Peptide Mimics
Organic Letters2013Vol. 16(1), pp. 298–301
Citations Over TimeTop 20% of 2013 papers
Abstract
Copper catalyzed coupling of Mannich reagents to aza-propargylglycine residues has been employed to synthesize constrained aza-lysine peptides. Employing growth hormone releasing peptide-6 (GHRP-6) as a model peptide and a variety of secondary amines, 18 aza-Lys analogs were synthesized by this so-called A(3)-coupling reaction. This effective method for making constrained aza-Lys-peptides offers strong potential for exploring various recognition events implicating lysine residues including post-translational peptide modification.
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