Conformationally biased analogs of oxytocin

MICHAL LEBL, GEZA TOTH, JIŘINA SLANINOVÁ, VICTOR J. HRUBY

Research output: Contribution to journalArticle

19 Scopus citations

Abstract

Four diastereomeric analogs of oxytocin containing substituted phenylalanine in position 2 were synthesized. This modified phenylalanine side chain contained one methyl group attached to the β‐carbon and the second one at the 2′ position of the aromatic ring. All analogs were found to be inhibitors of uterotonic activity of oxytocin with pA2 values ranging from 6.0 to 8.3; the most potent one (pA2= 8.3) contained dimethylphenylalanine of the D‐erythro configuration

Original languageEnglish (US)
Pages (from-to)148-151
Number of pages4
JournalInternational journal of peptide and protein research
Volume40
Issue number2
DOIs
StatePublished - Aug 1992

Keywords

  • alkyl‐substituted phenylalanines
  • conformational restriction
  • inhibitory activity
  • oxytocin analogs

ASJC Scopus subject areas

  • Biochemistry

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