Bioactive conformation of luteinizing hormone-releasing hormone: evidence from a conformationally constrained analog.
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.
D000595:Amino Acid Sequence; D000818:Animals; D001681:Biological Assay; D002478:Cells, Cultured; D005260:Female; D007987:Gonadotropin-Releasing Hormone / Q000031:analogs & derivatives; D006860:Hydrogen Bonding; D007769:Lactams; D011487:Protein Conformation; D051381:Rats; D013329:Structure-Activity Relationship
D007769:Lactams; D007987:Gonadotropin-Releasing Hormone