Location of Repository

Conformational analysis of potent and very selective delta opioid dipeptide antagonists

By AMODEO P, BALBONI G, CRESCENZI O, R. GUERRINI, PICONE D, SALVADORI S, TANCREDI T and TEMUSSI PA

Abstract

The 6 selectivity and antagonism of peptides containing\ud L-tetrahydro-3-isoquinoline carboxylic acid (Tic) in second\ud position can be attributed mainly to the Tyr-Tic unit. These\ud properties can be further enhanced by substituting Tyr t with\ud 2,6-dimethyi-L-tyrosyl (Dmt). Dmt-Tic-NH2, Dmt-Tic-OH,\ud Dmt-Tic-Ala-NH2 and Dmt-Tic-Ala-OH are all more active and/\ud or selective than the corresponding [Tyrt]-parent peptides. In fact\ud the selectivities of Dmt-Tic-OH and Dmt-Tic-Ala-OH are the\ud highest ever recorded for opioid molecules, tH NMR spectra in\ud a DMSOIwater mixture at 278 K reveal the presence of two\ud similar conformers, characterised by a cis or trans Dmt-Tic bond,\ud in all four peptides. A detailed conformational analysis in solution\ud of Dmt-Tic-NH 2 shows that these conformers have a shape very\ud similar to that of the bioactive conformation of Tyr-Tic-NH~ and\ud to that of naltrindole

Publisher: Elsevier BV:PO Box 211, 1000 AE Amsterdam Netherlands:011 31 20 4853757, 011 31 20 4853642, 011 31 20 4853641, EMAIL: nlinfo-f@elsevier.nl, INTERNET: http://www.elsevier.nl, Fax: 011 31 20 4853598
Year: 1995
OAI identifier: oai:iris.unife.it:11392/470901
Download PDF:
Sorry, we are unable to provide the full text but you may find it at the following location(s):
  • http://www.elsevier.nl, (external link)
  • http://hdl.handle.net/11392/47... (external link)
  • Suggested articles


    To submit an update or takedown request for this paper, please submit an Update/Correction/Removal Request.