Synthesis and biological activities of position one and three transposed analogs of the opioid peptide YKFA

John E. Burden, Peg Davis, Frank Porreca, Arno F. Spatola

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

Tyr-c[D-Lys-Phe-Ala], YKFA, is a potent opioid peptide analog with subnanomolar IC50s toward mu and delta receptors. Transposing Phe and Tyr, a modification found to promote mu antagonist activity in opioid/somatostatin hybrids, gave surprisingly high mu agonist activities for several related analogs, considering the lack of a 1-position hydroxyl function.

Original languageEnglish (US)
Pages (from-to)3441-3446
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume9
Issue number24
DOIs
StatePublished - Dec 20 1999

Keywords

  • Agonists
  • Analgesics
  • Peptides and polypeptides
  • Receptors

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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