Enkephalin analogues with 2',6'-dimethylphenylalanine replacing phenylalanine in position 4.
Four Leu-enkephalin (Enk) analogues containing 2',6'-dimethyphenylalanine (Dmp) in position 4 were prepared and tested for their receptor binding and biological activities. Among the analogues prepared, [2', 6'-dimethyltyrosine, D-Dmp4]Enk was found to be an antagonist toward mu and delta opioid receptors with pA2 values of 6.90 and 5.57, respectively.
Sasaki
Y
Y
Tohoku Pharmaceutical University, Sendai, Japan. ysasaki@tohoku-pharm.ac.jp
Hirabuki
M
M
Ambo
A
A
Ouchi
H
H
Yamamoto
Y
Y
D000818:Animals; D001667:Binding, Competitive; D001921:Brain; D004743:Enkephalin, Leucine / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D007082:Ileum / Q000187:drug effects; D020128:Inhibitory Concentration 50; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D011485:Protein Binding; D051381:Rats; D017465:Receptors, Opioid, delta / Q000037:antagonists & inhibitors* / Q000378:metabolism; D017450:Receptors, Opioid, mu / Q000037:antagonists & inhibitors / Q000378:metabolism; D013329:Structure-Activity Relationship; D013574:Synaptosomes / Q000737:chemistry; D014649:Vas Deferens / Q000187:drug effects
C427023:2',6'-dimethylphenylalanine; D017465:Receptors, Opioid, delta; D017450:Receptors, Opioid, mu; D010649:Phenylalanine; D004743:Enkephalin, Leucine