title: Chiral Effect of a Phe Residue in Position 3 of the Dmt1-L(or D)-Tic2Analogues on Opioid Functional Activities.
abstract: In this letter, we describe a structure-activity relationships study, specifically related to the chirality of third amino acid residue in our H-Dmt-L(or D)-Tic analogues, of which C-terminus is attached to a piperidinyl moiety. Observed selectivities and functional activities of these analogues demonstrated that the chiralities of the second and third position residues are crucial for determining whether these ligands act as antagonists or agonists at theδopioid receptor, but not at theμopioid receptor.
authors.affiliation: Department of Chemistry and Biochemistry, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Yeon Sun
authors.initials: YS
authors.lastname: Lee
authors.affiliation: Department of Chemistry and Biochemistry, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Hong Chang
authors.initials: HC
authors.lastname: Qu
authors.affiliation: Department of Pharmacology, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Peg
authors.initials: P
authors.lastname: Davis
authors.affiliation: Department of Pharmacology, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Shou-Wu
authors.initials: SW
authors.lastname: Ma
authors.affiliation: Department of Chemistry and Biochemistry, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Ruben
authors.initials: R
authors.lastname: Vardanyan
authors.affiliation: Department of Pharmacology, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Josephine
authors.initials: J
authors.lastname: Lai
authors.affiliation: Department of Pharmacology, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Frank
authors.initials: F
authors.lastname: Porreca
authors.affiliation: Department of Chemistry and Biochemistry, University of Arizona, Tucson, Arizona 85721, United States.
authors.forename: Victor J
authors.initials: VJ
authors.lastname: Hruby
keywords: Dmt-Tic; chirality; opioid functional activities; structure–activity relationship; δ opioid receptor