Cholecystokinin (CCK) octapeptide is a peptide hormone found in the intestine and brain, which stimulates digestion, mediates satiety, and participates in anxiety disorders. It is a cleavage product of intact CCK prohormones. The activity of CCK octapeptide (unsulfated) is 1/300 of that of sulfated CCK octapeptide.
CAT No: 10-101-247
CAS No:25679-24-7
Synonyms/Alias:25679-24-7;H-ASP-TYR-MET-GLY-TRP-MET-ASP-PHE-NH2;Cholecystokinin Octapeptide (desulfated);CCK(26-33) Desulfated;Cholecystokinin Octapeptide, desulfated;Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2;CHEMBL216166;Desulfated CCK-8;(3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-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]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-4-oxobutanoic acid;CCK Octapeptide, desulfated;Desulfated CCK8;OIXQINQYMGNCII-YRVFCXMDSA-N;MFCD00076488;DYMGWMDF-NH2;CHEBI:138169;HY-P0196;BDBM50007921;AKOS015994633;FC108598;MS-31915;Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH(2);CS-0021290;L-Asp-L-Tyr-L-Met-Gly-L-Trp-L-Met-L-Asp-L-Phe-NH2;(3S,6S,9S,15S,18S,21S)-9-((1H-indol-3-yl)methyl)-21-amino-3-((S)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-18-(4-hydroxybenzyl)-6,15-bis(2-(methylthio)ethyl)-5,8,11,14,17,20-hexaoxo-4,7,10,13,16,19-hexaazatricosane-1,23-dioic acid;3-{2-[2-(2-{2-[2-(2-Amino-3-carboxy-propionylamino)-3-(4-hydroxy-phenyl)-propionylamino]-4-methylsulfanyl-butyrylamino}-acetylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-N-(1-carbamoyl-2-phenyl-ethyl)-succinamic acid;L-alpha-aspartyl-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-L-phenylalaninamide;
Chemical Name:(3R,6S,9S,15R,18R,21R)-9-((1H-indol-3-yl)methyl)-21-amino-3-((R)-2-hydrazinyl-3-phenylpropanamido)-18-(4-hydroxybenzyl)-6,15-bis(2-(methylthio)ethyl)-4,7,10,13,16,19,20-heptaoxo-5,8,11,14,17-pentaazatricosane-1,23-dioic acid
Cholecystokinin Octapeptide (desulfated), also known as CCK-8 desulfated, is a synthetic derivative of the naturally occurring gastrointestinal hormone cholecystokinin. Distinguished by the absence of the sulfate group at the tyrosine residue, this peptide serves as a valuable research tool for investigating the physiological and biochemical roles of cholecystokinin and its receptor subtypes. Its structural similarity to endogenous CCK-8 allows it to interact with CCK receptors while exhibiting unique pharmacological properties, making it an essential compound for dissecting receptor-specific pathways and understanding the nuances of gut-brain signaling. The desulfated form is particularly useful in differentiating the contributions of sulfated and non-sulfated cholecystokinin peptides in various biological systems.
Receptor Pharmacology: In receptor binding and signaling studies, Cholecystokinin Octapeptide (desulfated) is widely employed to distinguish between CCK-A and CCK-B receptor subtypes. Due to its altered affinity compared to the sulfated form, researchers use it to map receptor distribution, characterize ligand-receptor interactions, and elucidate the structural requirements for receptor activation. By comparing the responses elicited by the desulfated and sulfated peptides, scientists can delineate the specific roles of each receptor subtype in physiological processes, thereby advancing the understanding of receptor pharmacology and aiding in the development of receptor-selective ligands.
Neurobiological Research: CCK-8 desulfated is an important tool in neurobiology for exploring the modulatory effects of cholecystokinin on neuronal activity, synaptic transmission, and neuropeptide signaling within the central and peripheral nervous systems. Its use enables researchers to investigate how the absence of the sulfate group influences peptide-receptor interactions, neurotransmitter release, and neural circuit modulation. These studies contribute to a deeper understanding of the diverse functions of CCK peptides in regulating anxiety, pain perception, feeding behavior, and other neurophysiological processes, providing insights into the complex neurochemical networks that underlie behavior and cognition.
Digestive Physiology: In gastrointestinal research, desulfated CCK-8 is utilized to study the regulation of digestive enzyme secretion, gallbladder contraction, and gut motility. By comparing its effects to those of the native sulfated peptide, investigators can assess the importance of tyrosine sulfation in mediating the physiological actions of cholecystokinin on target tissues. This approach facilitates the identification of signaling pathways and effector mechanisms that are selectively responsive to different CCK isoforms, thereby enhancing the understanding of digestive hormone function and its relevance to nutrient absorption and homeostasis.
Endocrine Function Studies: The peptide is also used to probe the role of cholecystokinin in hormone secretion and metabolic regulation. Its application in experimental models enables the examination of how desulfated CCK-8 influences the release of pancreatic hormones, such as insulin and glucagon, as well as its impact on energy balance and glucose metabolism. Such studies are instrumental in unraveling the complex interplay between gut peptides and endocrine signaling networks, which has implications for research into appetite control, metabolic disorders, and the physiological adaptation to dietary changes.
Peptide Structure-Activity Relationship Analysis: Researchers employ Cholecystokinin Octapeptide (desulfated) in structure-activity relationship (SAR) studies to clarify the functional significance of post-translational modifications in peptide hormones. By systematically comparing the biological activities of sulfated and desulfated forms, scientists gain insights into the molecular determinants that govern receptor binding, activation, and downstream signaling. These findings not only inform the rational design of novel peptide analogs with tailored pharmacological profiles but also contribute to the broader understanding of how structural variations influence peptide function across diverse biological contexts.
1. The spatiotemporal control of signalling and trafficking of the GLP-1R
4. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
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