Syntheses of depsipeptide analogues of the insect neuropeptide proctolin.
Four depsipeptide analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single ester linkage between Arg(1) and Tyr(2), Tyr(2) and Leu(3), and between Pro(4) and Thr(5), respectively. A didepsipentapeptide containing an ester linkage between Tyr(2) and Leu(3) and between Pro(4) and Thr(5), has also been prepared. The depsipeptide 4 is the first example of a backbone-modified proctolin analogue which shows full myotropic activity.
Scherkenbeck
Jürgen
J
Bayer AG, Central Research, 51368 Leverkusen, Germany. juergen.scherkenbeck@bayer-ag.de
Plant
Andrew
A
Stieber
Frank
F
Lösel
Peter
P
Dyker
Hubert
H
D000818:Animals; D006110:Grasshoppers; D009132:Muscles / Q000187:drug effects / Q000502:physiology; D009479:Neuropeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D009479:Neuropeptides; D009842:Oligopeptides; C011536:proctolin