1402723-40-3Relevant academic research and scientific papers
Opioid activity profiles of oversimplified peptides lacking in the protonable N-terminus
De Marco, Rossella,Tolomelli, Alessandra,Spampinato, Santi,Bedini, Andrea,Gentilucci, Luca
, p. 10292 - 10296 (2013/01/16)
Recently, we described cyclopeptide opioid agonists containing the D-Trp-Phe sequence. To expand the scope of this atypical pharmacophore, we tested the activity profiles of the linear peptides Ac-Xaa-Phe-Yaa (Xaa = L/D-Trp, D-His/Lys/Arg; Yaa = H, GlyNH2). Ac-D-Trp-PheNH2 appeared to be the minimal binding sequence, while Ac-D-Trp-Phe-GlyNH 2 emerged as the first noncationizable short peptide (partial) agonist with high μ-opioid receptor affinity and selectivity. Conformational analysis suggested that 5 adopts in solution a β-turn conformation.
