Dehydro-enkephalins. VI. Dehydroalanine3-enkephalin: a potent enkephalin analog for the delta opiate receptor.
The Gly3 residue in Gly2- and D-Ala2-enkephalins has been replaced by delta Ala3 and Ser3 in order to examine the effect on binding to the delta and mu opiate receptors. [D-Ala2, delta Ala3, Leu5]-enkephalin maintains most of its receptor binding affinities for both sites. It is suggested that the proper conjunctions of positions 2 and 3 of the enkephalin sequence are important to receptor preference and that position 3 may have a very specific interaction with the delta receptor. The in vivo analgesic and CNS activities of the peptides are also discussed.
D000698:Analgesia; D000818:Animals; D001681:Biological Assay; D001921:Brain / Q000378:metabolism; D002462:Cell Membrane / Q000378:metabolism; D004745:Enkephalins / Q000138:chemical synthesis* / Q000494:pharmacology; D007202:Indicators and Reagents; D008297:Male; D051379:Mice; D051381:Rats; D011957:Receptors, Opioid / Q000378:metabolism*; D017450:Receptors, Opioid, mu; D013329:Structure-Activity Relationship
D004745:Enkephalins; D007202:Indicators and Reagents; D011957:Receptors, Opioid; D017450:Receptors, Opioid, mu; C036183:enkephalin, dehydro-Ala(3)-