Structural biochemistry XIII: Synthesis of luteinizing hormone‐releasing hormone modification [Trp8]‐LH‐RH

George Pettit, T. H. Smith

Research output: Contribution to journalArticle

Abstract

A fragment condensation method was utilized for synthesis of the Trp8‐substituted luteinizing hormone‐releasing hormone (LH‐RH). Lert‐Butoxycarbonyl protection was employed for the α‐amino positions, and benzyl protection was used for the phenol group of Tyr and the imidazole nitrogen of His. Peptide bond‐forming reactions were performed using N‐hydroxysuccinimide (for Trp), dicyclohexylcarbodiimide‐1‐hydroxybenzotriazole, l‐ethyl‐3‐(3′‐dimethylaminopropyl)‐carbodiimide hydrochloride, or mixed carbonic anhydride methods. Biological evaluation of [Trp8]‐LH‐RH indicated no luteinizing hormone‐releasing activity or inhibition of luteinizing hormone release over the dose ranges studied.

Original languageEnglish (US)
Pages (from-to)1013-1015
Number of pages3
JournalJournal of Pharmaceutical Sciences
Volume68
Issue number8
DOIs
StatePublished - Aug 1979

Keywords

  • Chemical synthesis—luteinizing hormone‐releasing hormone derivatives, structure‐activity relationships
  • Hormones—luteinizing hormone‐releasing hormone, derivatives, synthesis, structure‐activity relationships
  • Luteinizing hormone‐releasing hormone—derivatives, synthesis, structure‐activity relationships
  • Structure‐activity relationships—luteinizing hormone‐releasing hormone derivatives

ASJC Scopus subject areas

  • Pharmaceutical Science

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