Design, synthesis, and evaluation of opioid analogues with non-peptidic beta-turn scaffold: enkephalin and endomorphin mimetics.
We have identified a mu-selective opioid receptor agonist without a cationic amino group in the molecule from libraries of bicyclic beta-turn peptidomimetics. The biologically active conformation of the lead is proposed to mimic an endomorphin type III 4 --> 1 beta-turn conformation.
Eguchi
Masakatsu
M
Shen
Richard Y W
RY
Shea
J Paul
JP
Lee
Min S
MS
Kahn
Michael
M
D004745:Enkephalins / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D009270:Naloxone / Q000737:chemistry; D009294:Narcotics / Q000138:chemical synthesis* / Q000737:chemistry*; D009842:Oligopeptides / Q000737:chemistry*; D010452:Peptide Biosynthesis; D019151:Peptide Library; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D011487:Protein Conformation; D017433:Protein Structure, Secondary; D011957:Receptors, Opioid / Q000819:agonists; D013997:Time Factors
D004745:Enkephalins; D009294:Narcotics; D009842:Oligopeptides; D019151:Peptide Library; D010455:Peptides; D011957:Receptors, Opioid; C105293:endomorphin 1; D009270:Naloxone