Synthesis of human des-tryptophan-1,norleucine-12-minigastrin-II and its biological activities.
A human minigastrin-II analog was prepared by conventional methods in solution using N-benzyloxycarbonyltyrosine O-sulfate as starting material in the synthetic route. Upon removal of the acid-labile protecting groups and purification by preparative reversed-phase chromatography the sulfated gastrin peptide was obtained in satisfactory overall yields as homogeneous material. It was found to be about twice as active as the non-sulfated form in stimulating gastric acid secretion and to exhibit a 10-fold higher affinity to gastrin receptors of purified parietal cells.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D005744:Gastric Acid / Q000378:metabolism; D005755:Gastrins / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D008297:Male; D010295:Parietal Cells, Gastric / Q000378:metabolism; D011817:Rabbits; D051381:Rats; D011949:Receptors, Cholecystokinin / Q000378:metabolism; D013431:Sulfates
D005755:Gastrins; D011949:Receptors, Cholecystokinin; D013431:Sulfates; C042617:minigastrin, des-Trp(1)-Nle(12)-