Bioactive conformation of luteinizing hormone-releasing hormone: evidence from a conformationally constrained analog

Science. 1980 Nov 7;210(4470):656-8. doi: 10.1126/science.7001627.

Abstract

An analog of luteinizing hormone-releasing hormone containing a gamma-lactam as a conformational constraint has been prepared with the use of a novel cyclization of a methionine sulfonium salt. The analog is more active as a luteinizing hormone-releasing hormone agonist that the parent hormone, and provides evidence for a bioactive conformation containing a beta-turn.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Biological Assay
  • Cells, Cultured
  • Female
  • Gonadotropin-Releasing Hormone* / analogs & derivatives
  • Hydrogen Bonding
  • Lactams
  • Protein Conformation
  • Rats
  • Structure-Activity Relationship

Substances

  • Lactams
  • Gonadotropin-Releasing Hormone