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Sincalide

Sincalide is an octapeptide fragment of cholestocystokinin (CCK) that activates the CCK receptor on immune cell surfaces. Sincalide is more potent when sulfated. Sincalide exhibits neuroprotective, immunosuppressive, and anorexigenic activities. In hippocampal neurons, sincalide increases the density of filopodia and dendritic spines. In vagal motor neurons, sincalide increases excitatory currents. In other cellular models, this compound inhibits IgG1 production and regulates transcription factor expression and activation of B cells. Sincalide also modulates hormone signaling, increasing adrenocorticotropic hormone (ACTH) secretion and altering leptin, melanocortin, and corticotropin-releasing factor (CRF) pathways. In separate animal models, sincalide decreases appetite and increases cardiac output, also increasing gastrointestinal blood flow.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18972692

Cas No.

25126-32-3

Purity

≥95%

Formula

C49H62N10O16S3

Formula Wt.

1143.29

IUPAC Name

3-amino-4-[[1-[[1-[[2-[[1-[[1-[[1-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid

Synonym

Cholecystokinin, CCK Octapeptide (26-33); CCK8

Zhang LL, Wei XF, Zhang YH, et al. CCK-8S increased the filopodia and spines density in cultured hippocampal neurons of APP/PS1 and wild-type mice. Neurosci Lett. 2013 May 10;542:47-52. PMID: 23541713.

Zhang JG, Cong B, Jia XX, et al. Cholecystokinin octapeptide inhibits immunoglobulin G1 production of lipopolysaccharide-activated B cells. Int Immunopharmacol. 2011 Nov;11(11):1685-90. PMID: 21664492.

Kang KS, Yahashi S, Azuma M, et al. The anorexigenic effect of cholecystokinin octapeptide in a goldfish model is mediated by the vagal afferent and subsequently through the melanocortin- and corticotropin-releasing hormone-signaling pathways. Peptides. 2010 Nov;31(11):2130-4. PMID: 20688118.

Seth H, Gräns A, Axelsson M. Cholecystokinin as a regulator of cardiac function and postprandial gastrointestinal blood flow in rainbow trout (Oncorhynchus mykiss). Am J Physiol Regul Integr Comp Physiol. 2010 May;298(5):R1240-8. PMID: 20164206.

Merino B, Cano V, Guzmán R, et al. Leptin-mediated hypothalamic pathway of cholecystokinin (CCK-8) to regulate body weight in free-feeding rats. Endocrinology. 2008 Apr;149(4):1994-2000. PMID: 18096657.

Wan S, Coleman FH, Travagli RA. Cholecystokinin-8s excites identified rat pancreatic-projecting vagal motoneurons. Am J Physiol Gastrointest Liver Physiol. 2007 Aug;293(2):G484-92. PMID: 17569742.

Porter JR, Sander LD. The effect of cholecystokinin octapeptide on pituitary-adrenal hormone secretion. Regul Pept. 1981 Aug;2(4):245-52. PMID: 6269155.

Jensen SL, Holst JJ, Nielsen OV, et al. Effect of sulfation of CCK-8 on its stimulation of the endocrine and exocrine secretion from the isolated perfused porcine pancreas. Digestion. 1981;22(6):305-9. PMID: 6277714.

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