Solid phase synthesis and evaluation of Tyr-Tic-Phe-Phe(p-NHCOCH2Br) ([Phe(p-bromoacetamide)4]TIPP), a potent affinity label for δ opioid receptors

Vivek Kumar, Thomas F. Murray, Jane V. Aldrich

Research output: Contribution to journalArticlepeer-review

9 Scopus citations


Derivatives of the δ opioid receptor selective peptide Tyr-Tic-Phe-Phe-OH (TIPP) containing a p-bromoacetamide moiety on the phenyl ring of Phe3 or Phe4 were prepared by solid phase synthesis. [Phe(p-NHCOCH2Br)4]TIPP exhibited high affinity for cloned δ receptors (IC50 = 5.4 nM), and incubation with only 2.5 nM resulted in 85% wash resistant inhibition of radioligand binding to δ receptors. Therefore, this peptide is a potent affinity label for further study of δ opioid receptors.

Original languageEnglish (US)
Pages (from-to)3820-3823
Number of pages4
JournalJournal of Medicinal Chemistry
Issue number18
StatePublished - Aug 29 2002
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Molecular Medicine
  • Drug Discovery


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