Abstract
Modulation of opioid activity was accomplished for analogues of Leu-enkephalin through incorporation of a 4-imidazolidinone moiety. The peptide backbone was constrained via a methylene bridge between two neighboring amides within its regular peptide sequence, which was expected to disrupt the secondary structure of the original molecule. Five positional analogues of Leu-enkephalin based on the same sequence and different location of the imidazolidinone-constrict were designed, synthesized, and examined for their affinity to micro-, delta- and kappa-opioid receptors.
Publication types
-
Research Support, U.S. Gov't, P.H.S.
MeSH terms
-
Analgesics, Opioid / chemical synthesis*
-
Analgesics, Opioid / pharmacology*
-
Chromatography, High Pressure Liquid
-
Drug Design
-
Enkephalin, Leucine / analogs & derivatives*
-
Enkephalin, Leucine / chemical synthesis
-
Enkephalin, Leucine / pharmacology*
-
Imidazoles / chemical synthesis*
-
Imidazoles / pharmacology*
-
Indicators and Reagents
-
Magnetic Resonance Spectroscopy
-
Methylation
-
Receptors, Opioid, delta / drug effects
-
Receptors, Opioid, kappa / drug effects
-
Receptors, Opioid, mu / drug effects
-
Structure-Activity Relationship
Substances
-
Analgesics, Opioid
-
Imidazoles
-
Indicators and Reagents
-
Receptors, Opioid, delta
-
Receptors, Opioid, kappa
-
Receptors, Opioid, mu
-
Enkephalin, Leucine