Synthesis and biological activity of camel and bovine beta-melanotropins.
Two natural occurring melanotropins, camel betaC2-MSH and bovine beta-MSH, have been synthesized by improved solid-phase procedures. The coupling reaction of tert-butyloxycarbonylamino acids was achieved by using their preformed symmetrical anhydrides. The synthetic hormones were purified by gel filtration on Sephadex G-10 and G-25, chromatography on carboxymehtylcellulose, and partition chromatography on Sephadex G-25 with final yields of 56 and 35% for betac2-MSH and betab-MSH, respectively. They were then shown to be identical with their natural hormones in amino acid analysis, paper electrophoresis, disc electrophoresis, thin-layer chromatography, enzymic digests, and bioassays. Bioassay data of these two synthetic melanotropins indicate that the replacement of Ser by Gly in betab-MSH does not change its melanocyte-stimulating activity.
D000818:Animals; D002162:Camelus; D002266:Carboxymethylcellulose Sodium; D002417:Cattle; D002852:Chromatography, Ion Exchange; D002854:Chromatography, Paper; D002855:Chromatography, Thin Layer; D004589:Electrophoresis, Disc; D004590:Electrophoresis, Paper; D066298:In Vitro Techniques; D009074:Melanocyte-Stimulating Hormones / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D012867:Skin / Q000187:drug effects
D009074:Melanocyte-Stimulating Hormones; D002266:Carboxymethylcellulose Sodium