Title: Sincalide
CAS Registry Number: 25126-32-3
CAS Name: 1-De(5-oxo-L-proline)-2-de-L-glutamine-5-L-methioninecaerulein
Additional Names: cholecystokinin C-terminal octapeptide; CCK C-terminal octapeptide; pancreozymin C-terminal octapeptide
Manufacturers' Codes: SQ-19844
Trademarks: Kinevac (BMS)
Molecular Formula: C49H62N10O16S3
Molecular Weight: 1143.27
Percent Composition: C 51.48%, H 5.47%, N 12.25%, O 22.39%, S 8.41%
Literature References: The C-terminal octapeptide of cholecystokinin-pancreozymin (see cholecystokinin). Structurally similar to caerulein, q.v., it evokes a variety of biological responses similar to CCK-PZ, including smooth-muscle contraction of the gall bladder and small intestine, relaxation of the choledochoduodenal junction, protein secretion by the pancreas and acid secretion by the stomach. It is more active than cholecystokinin on a weight or molar basis. Initial isoln: V. Mutt, J. E. Jorpes, Eur. J. Biochem. 6, 156 (1968). Prepn: M. A. Ondetti et al., DE 1922185 corresp to US 3723406 (1969, 1970, both to Squibb); eidem, J. Am. Chem. Soc. 92, 195 (1970). Mechanical and metabolic effects: K. E. Andersson et al., Acta Physiol. Scand. 96, 495 (1976). In vitro study: M. Deschodt-Lanckman et al., Gastroenterology 68, 819 (1975). Use in clinical radiology: W. M. Thompson, J. R. Amberg, Gastrointest. Radiol. 3, 191 (1978). Effect on food intake: M. A. Della-Fera, C. A. Baile, Science 206, 471 (1979). Review of synthesis: L. Balaspiri, Acta Physiol. Acad. Sci. Hung. 47, 299 (1976). Review of pharmacology: S. L. Engel et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 2, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1979) pp 516-526.
Properties: Solid. [a]D23 -18.4° (c = 0.7 in 1N NH3). uv max (0.1N NaOH): 280, 288 nm (e 4850, 4230).
Optical Rotation: [a]D23 -18.4° (c = 0.7 in 1N NH3)
Absorption maximum: uv max (0.1N NaOH): 280, 288 nm (e 4850, 4230)
Therap-Cat: Choleretic.
Keywords: Choleretic; Gastric and Pancreatic Secretion Stimulant. |