Exploring side-chain diversity by submonomer solid-phase aza-peptide synthesis.

摘要: Submonomer synthesis of aza-peptides featuring regioselective alkylation peptide-bound aza-Gly residues provided ten aza-analogues the Growth Hormone Releasing Peptide-6 (GHRP-6) in 15-42% yield and purity generally >or=90%. Circular dichroism demonstrated that azaPhe-peptide 7a induced a beta-turn conformation which may be responsible for its 1000-fold improvement GHRP-6 selectivity CD36 receptor. This versatile method making avoids solution-phase hydrazine is well suited studying side-chain-activity relationships biologically active peptides.