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Morphiceptin (Tyr-Pro-Phe-Pro-NH 2 ), a tetrapeptide present in the enzymatic digest of bovine β-casein, is a selective ligand of the μ-opioid receptor. In the present study, we describe the synthesis of a series of novel morphiceptin analogs modified in positions 1–3. Two of the obtained analogs, [Dmt 1 , d-Ala 2 , d-1-Nal 3 ]morphiceptin and [Dmt 1 , d-NMeAla...
In our previous paper we reported synthesis and biological activity of two cyclic analogs of endomorphin-2 (EM-2): Tyr-c(Lys-Phe-Phe-Asp)-NH 2 and Tyr-c(Asp-Phe-Phe-Lys)-NH 2 , achieved by making an amid bond between Lys and Asp side-chains. The first analog did not bind to the μ-opioid receptor, the affinity of the second one was very low. In the present study, we describe the synthesis...
Endogenous μ-opioid receptor (MOR) selective peptides, endomorphin-1 (EM-1) and endomorphin-2 (EM-2), unlike so called ‘typical opioids’, are characterized by the presence of Pro 2 residue, which is a spacer connecting aromatic pharmacophoric residues. In order to investigate structural requirements for position 2, we synthesized endomorphin analogs incorporating, instead of Pro, unnatural...
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