Arizona Health Sciences

Chiral Effect of a Phe Residue in Position 3 of the Dmt(1)-L(or D)-Tic(2) Analogues on Opioid Functional Activities.

TitleChiral Effect of a Phe Residue in Position 3 of the Dmt(1)-L(or D)-Tic(2) Analogues on Opioid Functional Activities.
Publication TypeJournal Article
Year of Publication2013
AuthorsLee YSun, Qu HChang, Davis P, Ma S-W, Vardanyan R, Lai J, Porreca F, Hruby VJ
JournalACS Med Chem Lett
Volume4
Issue7
Pagination656-659
Date Published2013 Jul 11
ISSN1948-5875
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 the δ opioid receptor, but not at the μ opioid receptor.

DOI10.1021/ml400115n
Alternate JournalACS Med Chem Lett
PubMed ID24648867
PubMed Central IDPMC3956057
Grant ListR01 DA013449 / DA / NIDA NIH HHS / United States
Faculty Member Reference: 
Yeon Sun Lee, Ph.D.
Frank Porreca, Ph.D.