Synthesis and some pharmacological properties of Z-Tyr(SO3H)-Met-Gly-Trp-Met-Asp(Phe-NH2)-OH, a 32-beta-aspartyl analogue of cholecystokinin (pancreozymin) 27-33.
The heptapeptide carbobenzoxy-L-tyrosyl(O-sulfate)-L-methionylglycyl-L-tryptophyl-L-methionyl-L- aspartyl-beta-L-phenylalanine amine (Z-32-beta-Asp-CCK-27-33) was synthesized and tested for its ability to stimulate secretion from dispersed pancreatic acini in vitro, to increase protein secretion from cat pancreas in vivo, and to cause contraction of guinea pig gallbladder in situ. In increasing amylase secretion in vitro, the Z-32-beta-Asp-CCK-27-33 was equal in efficacy with but approximatively one-third as potent as the Boc-CCK-27-33, and when tested in vivo its activity is approximately 10 Ivy dog units (Idu)/microgram. In stimulation of the contraction of the gallbladder, it showed an activity lower than 1 Idu/microgram. This analogue has more pancreozyminic activity than cholecystokin-like activity. This seems to indicate different affinities for the two receptors.
D000681:Amylases / Q000378:metabolism; D000758:Anesthesia; D000818:Animals; D002415:Cats; D002766:Cholecystokinin / Q000138:chemical synthesis* / Q000494:pharmacology; D005704:Gallbladder / Q000378:metabolism; D006168:Guinea Pigs; D066298:In Vitro Techniques; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D010179:Pancreas / Q000201:enzymology; D010446:Peptide Fragments / Q000138:chemical synthesis* / Q000494:pharmacology; D011506:Proteins / Q000378:metabolism; D012844:Sincalide
D010446:Peptide Fragments; D011506:Proteins; C025997:cholecystokinin (27-33); D002766:Cholecystokinin; D000681:Amylases; D012844:Sincalide