Add time:07/29/2019 Source:sciencedirect.com
The binding of alkylendiamide dimers of the three N-terminal residues of [D-Ala2, D-Leu5]enkephalin (DADL) to rat brain and Ng108-15 neuroblastoma-glioma cell membranes was compared with that of DADL, Tyr-D-Ala-Gly-NMe-Phe-Gly-ol (DAGO) and morphiceptin. Tritiated DADL and DAGO were used as labeled ligands for δ- and μ-receptors, respectively. Dimerization of the tripeptides resulted in dramatic increases in both μ and δ binding. The binding to μ-receptors showed two peaks at an alkyl chain length of n =2 and approximately n = 16. In contrast, δ binding (NG108-15 cells) increased steadily with increasing chain length. The dimers with n less than 18 were μ-preferential, and the one with n = 2 showed the most dramatic increase in μ selectivity with a 400 fold higher affinity to μ- than to δ-receptors. For long-chain alkyl spacers the compounds became δ selective.
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