Bifunctional [2‘,6‘-Dimethyl-l-tyrosine1]endomorphin-2 Analogues Substituted at Position 3 with Alkylated Phenylalanine Derivatives Yield Potent Mixed μ-Agonist/δ-Antagonist and Dual μ-Agonist/δ-Agonist Opioid Ligands

@article{Li2007BifunctionalA,
  title={Bifunctional [2‘,6‘-Dimethyl-l-tyrosine1]endomorphin-2 Analogues Substituted at Position 3 with Alkylated Phenylalanine Derivatives Yield Potent Mixed $\mu$-Agonist/$\delta$-Antagonist and Dual $\mu$-Agonist/$\delta$-Agonist Opioid Ligands},
  author={Tingyou Li and K. Shiotani and A. Miyazaki and Y. Tsuda and A. Ambo and Y. Sasaki and Y. Jinsmaa and E. Marczak and S. Bryant and L. Lazarus and Y. Okada},
  journal={Journal of Medicinal Chemistry},
  year={2007},
  volume={50},
  pages={2753-2766}
}
Endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) and [Dmt1]EM-2 (Dmt = 2‘,6‘-dimethyl-l-tyrosine) analogues, containing alkylated Phe3 derivatives, 2‘-monomethyl (2, 2‘), 3‘,5‘- and 2‘,6‘-dimethyl (3, 3‘, and 4‘, respectively), 2‘,4‘,6‘-trimethyl (6, 6‘), 2‘-ethyl-6‘-methyl (7, 7‘), and 2‘-isopropyl-6‘-methyl (8, 8‘) groups or Dmt (5, 5‘), had the following characteristics:  (i) [Xaa3]EM-2 analogues exhibited improved μ- and δ-opioid receptor affinities. The latter, however, were inconsequential (Ki… Expand

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