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

…, AP Sobolev, G Lucente, P Davis, J Lai…

Index: Mollica, Adriano; Pinnen, Francesco; Stefanucci, Azzurra; Mannina, Luisa; Sobolev, Anatoly P.; Lucente, Gino; Davis, Peg; Lai, Josephine; Ma, Shou-Wu; Porreca, Frank; Hruby, Victor J. Journal of Medicinal Chemistry, 2012 , vol. 55, # 19 p. 8477 - 8482

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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 ...