Beta-endorphin. Synthesis and biological activity of analogs with disulfide bridges.
Two analogs of human beta-endorphin (beta-EP) which contain cystine bridges, [Cys15-Cys26,Phe27,Gly31]-beta-EP (I) and [Cys16-Cys26,Phe27,Gly31]-beta-EP (II), were synthesized by the solid-phase method. Peptides I and II were shown to contain 2-2.5 times the opiate receptor binding activity of beta-endorphin. We also synthesized two analogs with reduced alkylated cysteine residues and these peptides, [Arg9,19,24,28,29 Cys(Cam)11,26,Phe27,Gly31] and [Arg9,19,24,28,29,Cys-(Cam)12,26,Phe27,Gly31], were shown to have approximately the same opiate receptor activity as beta-endorphin.
Blake
J
J
Helmeste
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D001921:Brain / Q000378:metabolism; D002462:Cell Membrane / Q000378:metabolism; D004220:Disulfides; D004723:Endorphins / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007202:Indicators and Reagents; D011957:Receptors, Opioid / Q000187:drug effects / Q000378:metabolism; D013329:Structure-Activity Relationship; D001615:beta-Endorphin
D004220:Disulfides; D004723:Endorphins; D007202:Indicators and Reagents; D011957:Receptors, Opioid; D001615:beta-Endorphin