• Corpus ID: 21052617

Design and synthesis of 1-aminocycloalkane-1-carboxylic acid-substituted deltorphin analogues: unique delta and mu opioid activity in modified peptides.

@article{Breveglieri1996DesignAS,
  title={Design and synthesis of 1-aminocycloalkane-1-carboxylic acid-substituted deltorphin analogues: unique delta and mu opioid activity in modified peptides.},
  author={Angela Breveglieri and Remo Guerrini and Severo Salvadori and Clementina Bianchi and Sharon D. Bryant and Martti Attila and Lawrence H. Lazarus},
  journal={Journal of medicinal chemistry},
  year={1996},
  volume={39 3},
  pages={
          773-80
        }
}
Deltorphin analogues were substituted by a series of achiral C alpha,alpha-dialkyl cyclic alpha-amino acids (1-aminocycloalkane-1-carboxylic acids, Ac chi c, where chi = a hexane, pentane, or propane cycloalkane ring) in position 2, 3, 4, or 2 and 3 in deltorphin C, and in position 2 in [Ac6c2,-des-Phe3]deltorphin C hexapeptide. Receptor assays indicated that even though Ac6c2 and Ac6c3 exhibited a diminished Ki delta by ca. 20-fold (2.5-3.3 nM) relative to deltorphin C (Ki delta = 0.15 nM… 
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