Consequences of cis-amide bond simulation in opioid peptides

Jacek Olczak, Krzysztof Kaczmarek, Iwona Maszczyńska, Marek Lisowski, Dagmar Stropova, Victor J. Hruby, Henry I. Yamamura, Andrzej W. Lipkowski, Janusz Zabrocki

Research output: Contribution to journalArticlepeer-review

9 Scopus citations


Six analogs of leucine-enkephalin were synthesized in which a 1,5-disubstituted tetrazole ring was incorporated in order to lock selected peptide bonds in cis geometry. The obtained compounds were examined based on their biological effects in vivo and in vitro. Only one analog was completely inactive in binding assays being very weakly active in the antinociceptive test. The remaining five compounds displayed at least weak receptor affinity and in vivo activity.

Original languageEnglish (US)
Pages (from-to)437-440
Number of pages4
JournalInternational Journal of Peptide Research and Therapeutics
Issue number5-6
StatePublished - 1998


  • 1,5-disubstituted tetrazole ring
  • Cis peptide bond conformation
  • Leu-enkephalin

ASJC Scopus subject areas

  • Analytical Chemistry
  • Bioengineering
  • Biochemistry
  • Molecular Medicine
  • Drug Discovery


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