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Original Articles

AN EFFICIENT SYNTHESIS OF DAGO

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Pages 469-473 | Received 14 Nov 1994, Published online: 18 Feb 2009

References

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  • McDermott , J. R. and Benoiton , N. L. 1973 . Can. J. Chem. , 51 : 1915
  • Abbreviations: Boc, t-butyloxycarbonyl; Bzl, benzyl; DCC, 1,3-dicyclohexylcarbodiimide; DIEA, N, N-diisopropylethylamine; DMAP, 4-(dimethylamino)pyridine; HOBt, 1-hydroxy-benzotriazole hydrate; Pd/C, palladium on carbon; TFA, trifluoroacetic acid.
  • Gorin , F. T. , Balasubramanian , T. M. , Cicero , T. J. , Schweitzer , J. and Marshall , G. R. 1980 . J. Med. Chem. , 23 : 1113
  • The binding experiments were carried out on guinea pig brain membranes using the following radioligands to label the receptor binding sites: [3H]DAGO, μ [3H][pCIPhe]DPDPE, δ; [3H]U69,593,K.
  • Garbay-Jaureguiberry , C. , Robichon , A. and Roques , B. P. 1986 . Int. J. Peptide Protein Res. , 27 : 34 The observed IC50 values were 11.5±0.4 (GPI) and 76±7 (MVD).
  • Kazmierski , W. , Wire , W. S. , Lui , G. K. , Knapp , R. J. , Shook , J. E. , Burks , T. F. , Yamamura , H. I. and Hruby , V. J. 1988 . J. Med. Chem. , 31 : 2170
  • Portoghese , P. S. , Sultana , M. and Takemori , A. E. 1990 . J. Med. Chem. , 33 : 1714
  • Portoghese , P. S. , Nagase , H. , Lipkowski , A. W. , Larson , D. L. and Takemori , A. E. 1988 . J. Med. Chem. , 31 : 836
  • The antagonists CTAP (100 nM) and norBNI (20 nM) were examined in the GPI assay; NTI (1 nM) in the MVD assay.

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