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  • Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.

Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.

Journal of medicinal chemistry (2013-04-04)
Adriano Mollica, Francesco Pinnen, Roberto Costante, Marcello Locatelli, Azzurra Stefanucci, Stefano Pieretti, Peg Davis, Josephine Lai, David Rankin, Frank Porreca, Victor J Hruby
ABSTRACT

Natural residues of the dimeric opioid peptide Biphalin were replaced by the corresponding homo-β(3) amino acids. The derivative 1 containing hβ(3) Phe in place of Phe showed good μ- and δ-receptor affinities (Ki(δ) = 0.72 nM; Ki(μ) = 1.1 nM) and antinociceptive activity in vivo together with an increased enzymatic stability in human plasma.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Biphalin trifluoroacetate salt, ≥97% (HPLC)