Synthesis and in vitro Evaluation of Trifluoroethylamine Analogues of Enkephalins

Roberta Sinisi, Alessandra Ghilardi, Stefania Ruiu, Paolo Lazzari, Luciana Malpezzi, Monica Sani, Luca Pani, Matteo Zanda

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)


Here we show that enkephalin analogues with the Gly 3–Phe 4 peptide bond replaced by a stereochemically defined trifluoroethylamine function display binding affinities in the nanomolar range for the μ- and δ-opioid receptors, only 30- to 80-fold lower than those of the natural compounds, whereas the Gly 2–Gly 3 trifluoroethylamine analogues have lower affinity.
Original languageEnglish
Pages (from-to)1416-1420
Number of pages5
Issue number9
Early online date16 Jun 2009
Publication statusPublished - 4 Sep 2009


  • amino acid sequence
  • analgesics
  • animals
  • enkephalins
  • ethylamines
  • mice
  • receptors, opioid


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