Seglitide Acetate

Seglitide Acetate is a peptide analog containing helix-supporting residues and acidic-basic pairs that tune receptor interaction. The acetate form enhances solubility and handling. Researchers evaluate its conformational behavior in solution and binding to structured targets. Applications include SAR exploration, receptor-motif mapping, and synthetic analog development.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Seglitide Acetate(CAS 99248-33-6)

CAT No: R2400

CAS No:99248-33-6

Synonyms/Alias:Seglitide acetate;99248-33-6;Seglitide acetate [USAN];UNII-URM20C99DG;URM20C99DG;MK-678;Seglitide (acetate);Seglitide acetate (USAN);DTXSID80244001;acetic acid;(3S,6S,9S,12R,15S,18S)-9-(4-aminobutyl)-3-benzyl-15-[(4-hydroxyphenyl)methyl]-12-(1H-indol-3-ylmethyl)-1,18-dimethyl-6-propan-2-yl-1,4,7,10,13,16-hexazacyclooctadecane-2,5,8,11,14,17-hexone;CYCLIC(N-ME-ALA-TYR-D-TRP-LYS-VAL-PHE) ACETATE;Cyclo(N-methyl-L-alanyl-L-tyrosyl-D-tryptophyl-L-lysyl-L-valyl-L-phenylalanyl) monoacetate (salt);CYCLO(N-METHYL-L-ALANYL-L-TYROSYL-D-TRYPTOPHYL-L-LYSYL-L-VALYL-L-PHENYLALANYL), ACETATE (1:1);Cyclo(N-methyl-L-alanyl-L-tyrosyl-D-tryptophyl-L-lysyl-L-valyl-L-phenylalanyl)-monoacetate (salt).;SCHEMBL242685;CHEMBL2103887;DTXCID40166492;GDA37702;AKOS040749474;HY-106103A;TS-08626;CS-0088855;D05812;Q27291225;

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M.F/Formula
C46H60N8O9
M.W/Mr.
869
Sequence
Three Letter Code:cyclo[N(Me)Ala-Tyr-D-Trp-Lys-Val-Phe].CH3CO2H

Seglitide Acetate is a synthetic peptide compound that functions as a selective antagonist of the cholecystokinin type A receptor (CCK-A receptor). Structurally derived from the cholecystokinin octapeptide sequence, it is engineered for high receptor specificity and stability, making it a valuable molecular tool in biochemical and pharmacological research. Its ability to modulate CCK-A receptor-mediated signaling pathways positions it as a critical agent for dissecting the physiological and cellular roles of cholecystokinin, particularly in gastrointestinal and neuroendocrine systems. Seglitide Acetate is widely utilized in laboratory settings to investigate receptor-ligand interactions, signal transduction mechanisms, and the functional dynamics of peptide hormones.

Receptor Pharmacology Studies: As a potent and selective CCK-A receptor antagonist, Seglitide Acetate is extensively employed in studies aimed at elucidating the pharmacological profiles of cholecystokinin receptors. By competitively inhibiting endogenous or exogenous CCK ligands, it enables researchers to characterize receptor binding affinity, ligand specificity, and downstream signaling events. These investigations are crucial for mapping the molecular determinants of CCK-A receptor activation and for distinguishing the distinct physiological roles of CCK-A versus CCK-B receptor subtypes.

Digestive Physiology Research: The compound serves as a key investigative tool in the study of gastrointestinal physiology, especially regarding the regulation of pancreatic secretion, gallbladder contraction, and gut motility. By selectively blocking CCK-A receptor activity, Seglitide Acetate allows scientists to delineate the specific contributions of CCK-mediated pathways in digestive processes. Its use facilitates the analysis of hormone-receptor interactions that govern nutrient-induced digestive responses, supporting a deeper understanding of peptide-regulated gastrointestinal function.

Neuroendocrine Function Analysis: Seglitide Acetate is instrumental in research focused on the neuroendocrine system, where cholecystokinin signaling plays a pivotal role in appetite control, satiety, and energy homeostasis. Through targeted inhibition of CCK-A receptors, it enables the dissection of neuronal circuits and hormonal feedback loops involved in feeding behavior and metabolic regulation. Such studies provide critical insights into the molecular mechanisms underlying neuropeptide action in the central and peripheral nervous systems.

Peptide Structure-Activity Relationship (SAR) Investigations: The synthetic nature and receptor selectivity of Seglitide Acetate make it an exemplary reference compound in structure-activity relationship studies of peptide ligands. Researchers utilize it to probe the effects of sequence modifications, conformational constraints, and chemical derivatization on receptor binding and biological activity. These SAR analyses inform the rational design of novel peptide analogs with improved specificity, potency, or stability for research and development applications.

Analytical Method Development: In the context of bioanalytical chemistry, Seglitide Acetate is frequently used as a standard or control in the development and validation of quantitative assays for peptide detection. Its well-characterized properties facilitate the optimization of chromatographic, mass spectrometric, and immunoassay techniques, supporting accurate measurement of peptide concentrations in complex biological matrices. These methodological advancements are essential for robust pharmacokinetic, pharmacodynamic, and biomarker studies involving peptide-based compounds.

InChI
InChI=1S/C44H56N8O7.C2H4O2/c1-26(2)38-43(58)50-37(23-28-12-6-5-7-13-28)44(59)52(4)27(3)39(54)48-35(22-29-17-19-31(53)20-18-29)41(56)49-36(24-30-25-46-33-15-9-8-14-32(30)33)42(57)47-34(40(55)51-38)16-10-11-21-45;1-2(3)4/h5-9,12-15,17-20,25-27,34-38,46,53H,10-11,16,21-24,45H2,1-4H3,(H,47,57)(H,48,54)(H,49,56)(H,50,58)(H,51,55);1H3,(H,3,4)/t27-,34-,35-,36+,37-,38-;/m0./s1
InChI Key
FIKSSPSBVSPVFU-WIKDFEFZSA-N

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