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Theoretical conformational analysis of a μ-selective cyclic opioid peptide analog

✍ Scribed by Brian C. Wilkes; Peter W. Schiller

Publisher: Wiley (John Wiley & Sons)
Year: 1987
Tongue: English
Weight: 811 KB
Volume: 26
Category: Article
ISSN: 0006-3525
DOI: 10.1002/bip.360260817

No coin nor oath required. For personal study only.

✦ Synopsis

The allowed conformations of the p-receptor-selective cyclic opioid peptide analog H-Tyr-D-Om-Phe-Asp-NH, were determined using a grid search through the entire conformational space. Energy mnimization of the 13-membered ring structure lacking the exocyclic Tyr' residue and the Phe3 side chain using the molecular mechanics program Maximin resulted in only four low-energy conformations. These four ring structures served as templates for a further energy minimization study with the Tyr' residue and Phe3 side chain added to the molecule. The results indicated that the Tyr' and Phe3 side chains enjoy considerable orientational freedom, but nevertheless, only a limited number of low-energy side-chain configurations were found. The obtained low-energy conformers are discussed in relation to various proposed models of the bioactive conformation of enkephalins and morphiceptin.

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