The cis-4-amino-L-proline residue as a scaffold for the synthesis of cyclic and linear endomorphin-2 analogues

…, G Lucente, P Davis, J Lai, SW Ma…

Index: Torino, Domenica; Mollica, Adriano; Pinnen, Francesco; Feliciani, Federica; Lucente, Gino; Fabrizi, Giancarlo; Portalone, Gustavo; Davis, Peg; Lai, Josephine; Ma, Shou-Wu; Porreca, Frank; Hruby, Victor J. Journal of Medicinal Chemistry, 2010 , vol. 53, # 11 p. 4550 - 4554

Full Text: HTML

Citation Number: 21

Abstract

Endomorphin-2 (EM-2: Tyr-Pro-Phe-Phe-NH2) is an endogenous tetrapeptide that combines potency and efficacy with high affinity and selectivity toward the μ opioid receptor, the most responsible for analgesic effects in the central nervous system. The presence of the Pro2 represents a crucial factor for the ligand structural and conformational properties. Proline is in fact an efficient stereochemical spacer, capable of inducing favorable spatial orientation ...