Synthesis of [d-ALA2, 4′-125I-PHE3, GLU4] deltorphin and characterization of its δ opioid receptor binding properties

Lei Fang, Richard J. Knapp, Terry O Matsunaga, Steven J. Weber, Thomas P Davis, Victor J Hruby, Henry I. Yamamura

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Both [d-Ala2, Glu4]Deltorphin and [d-Ala2, 4′-I-Phe3, Glu4]Deltorphin are highly selective ligands for δ, relative to μ, opioid receptors. Radiolabeled [d-Ala2, 4′-125I-Phe3, Glu4]Deltorphin ([125I]Deltorphin) was prepared with a specific activity of 2200 Ci/mmol from [d-Ala2, 4′-NH2-Phe3, Glu4]Deltorphin through a diazonium salt intermediate. The inhibition of [125I]Deltorphin binding to rat brain membranes by ligands selective for μ, δ, and κ opioid receptors is consistent with binding by the radioligand to a single site having the properties of a δ opioid receptor. The results of these studies are in good agreement with those obtained by structurally different δ opioid receptor ligands. The similarity between the δ receptor site labeled by [125I]Deltorphin and those labeled by other δ receptor agonists, in contrast to differences seen by in vivo studies of their analgesic effects, is discussed.

Original languageEnglish (US)
JournalLife Sciences
Volume51
Issue number20
DOIs
StatePublished - 1992

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Opioid Receptors
Ligands
deltorphin
Analgesics
Rats
Brain
Salts
Membranes

ASJC Scopus subject areas

  • Pharmacology

Cite this

Synthesis of [d-ALA2, 4′-125I-PHE3, GLU4] deltorphin and characterization of its δ opioid receptor binding properties. / Fang, Lei; Knapp, Richard J.; Matsunaga, Terry O; Weber, Steven J.; Davis, Thomas P; Hruby, Victor J; Yamamura, Henry I.

In: Life Sciences, Vol. 51, No. 20, 1992.

Research output: Contribution to journalArticle

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AU - Yamamura, Henry I.

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AB - Both [d-Ala2, Glu4]Deltorphin and [d-Ala2, 4′-I-Phe3, Glu4]Deltorphin are highly selective ligands for δ, relative to μ, opioid receptors. Radiolabeled [d-Ala2, 4′-125I-Phe3, Glu4]Deltorphin ([125I]Deltorphin) was prepared with a specific activity of 2200 Ci/mmol from [d-Ala2, 4′-NH2-Phe3, Glu4]Deltorphin through a diazonium salt intermediate. The inhibition of [125I]Deltorphin binding to rat brain membranes by ligands selective for μ, δ, and κ opioid receptors is consistent with binding by the radioligand to a single site having the properties of a δ opioid receptor. The results of these studies are in good agreement with those obtained by structurally different δ opioid receptor ligands. The similarity between the δ receptor site labeled by [125I]Deltorphin and those labeled by other δ receptor agonists, in contrast to differences seen by in vivo studies of their analgesic effects, is discussed.

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