Synthesis and Biological Properties of [2-L-β-(Pyrazolyl-3)alanine]-Luteinizing Hormone-Releasing Hormone

David H. Coy, Esther J. Coy, Yoshihiro Hirotsu, Andrew V. Schally

Research output: Contribution to journalArticlepeer-review

8 Scopus citations


The replacement of the imidazole moiety by the isosteric pyrazole ring system in peptides that contain histidine has become a useful means of evaluating the role played by that amino acid in determining biological activity. Thus, β-(pyrazolyl-3)alanine has been substituted for histidine in the RNase S peptide1 resulting in a material which binds competitively and strongly with the S protein to give a complex which is, however, devoid of enzymatic activity. Substitution of the amino acid for the histidine residues in angiotensin II,2 β-corticotropin,3,4 and thyrotropin-releasing hormone5 gave compounds which retained appreciable hormonal activity.

Original languageEnglish (US)
Pages (from-to)140-142
Number of pages3
JournalJournal of Medicinal Chemistry
Issue number1
StatePublished - Jan 1 1974
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery


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