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 journalArticle

7 Citations (Scopus)

Abstract

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
JournalChemMedChem
Volume4
Issue number9
Early online date16 Jun 2009
DOIs
Publication statusPublished - 4 Sep 2009

Keywords

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

Fingerprint Dive into the research topics of 'Synthesis and in vitro Evaluation of Trifluoroethylamine Analogues of Enkephalins'. Together they form a unique fingerprint.

  • Cite this

    Sinisi, R., Ghilardi, A., Ruiu, S., Lazzari, P., Malpezzi, L., Sani, M., Pani, L., & Zanda, M. (2009). Synthesis and in vitro Evaluation of Trifluoroethylamine Analogues of Enkephalins. ChemMedChem, 4(9), 1416-1420. https://doi.org/10.1002/cmdc.200900158