Biological active analogues of the opioid peptide biphalin

Mixed α/β3-peptides

Adriano Mollica, Francesco Pinnen, Roberto Costante, Marcello Locatelli, Azzurra Stefanucci, Stefano Pieretti, Peg Davis, Josephine Lai, David Rankin, Frank Porreca, Victor J Hruby

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Natural residues of the dimeric opioid peptide Biphalin were replaced by the corresponding homo-β3 amino acids. The derivative 1 containing hβ3 Phe in place of Phe showed good μ- and δ-receptor affinities (Kiδ = 0.72 nM; K iμ = 1.1 nM) and antinociceptive activity in vivo together with an increased enzymatic stability in human plasma.

Original languageEnglish (US)
Pages (from-to)3419-3423
Number of pages5
JournalJournal of Medicinal Chemistry
Volume56
Issue number8
DOIs
StatePublished - Apr 25 2013

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Opioid Peptides
Amino Acids
Peptides
biphalin

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

Mollica, A., Pinnen, F., Costante, R., Locatelli, M., Stefanucci, A., Pieretti, S., ... Hruby, V. J. (2013). Biological active analogues of the opioid peptide biphalin: Mixed α/β3-peptides. Journal of Medicinal Chemistry, 56(8), 3419-3423. https://doi.org/10.1021/jm301456c

Biological active analogues of the opioid peptide biphalin : Mixed α/β3-peptides. / Mollica, Adriano; Pinnen, Francesco; Costante, Roberto; Locatelli, Marcello; Stefanucci, Azzurra; Pieretti, Stefano; Davis, Peg; Lai, Josephine; Rankin, David; Porreca, Frank; Hruby, Victor J.

In: Journal of Medicinal Chemistry, Vol. 56, No. 8, 25.04.2013, p. 3419-3423.

Research output: Contribution to journalArticle

Mollica, A, Pinnen, F, Costante, R, Locatelli, M, Stefanucci, A, Pieretti, S, Davis, P, Lai, J, Rankin, D, Porreca, F & Hruby, VJ 2013, 'Biological active analogues of the opioid peptide biphalin: Mixed α/β3-peptides', Journal of Medicinal Chemistry, vol. 56, no. 8, pp. 3419-3423. https://doi.org/10.1021/jm301456c
Mollica A, Pinnen F, Costante R, Locatelli M, Stefanucci A, Pieretti S et al. Biological active analogues of the opioid peptide biphalin: Mixed α/β3-peptides. Journal of Medicinal Chemistry. 2013 Apr 25;56(8):3419-3423. https://doi.org/10.1021/jm301456c
Mollica, Adriano ; Pinnen, Francesco ; Costante, Roberto ; Locatelli, Marcello ; Stefanucci, Azzurra ; Pieretti, Stefano ; Davis, Peg ; Lai, Josephine ; Rankin, David ; Porreca, Frank ; Hruby, Victor J. / Biological active analogues of the opioid peptide biphalin : Mixed α/β3-peptides. In: Journal of Medicinal Chemistry. 2013 ; Vol. 56, No. 8. pp. 3419-3423.
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