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T6515

Sigma-Aldrich

Cholecystokinin Fragment 30-33 Amide

≥95% (HPLC)

Synonym(s):

CCK-4, Gastrin Tetrapeptide, Tetragastrin, Trp-Met-Asp-Phe amide

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About This Item

Empirical Formula (Hill Notation):
C29H36N6O6S
CAS Number:
Molecular Weight:
596.70
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥95% (HPLC)

form

powder

mol wt

59670 g/mol

technique(s)

toxicology assay: suitable

solubility

DMF: 20 mg/mL, clear, colorless to yellow

suitability

suitable for molecular biology

UniProt accession no.

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc3ccccc3)C(N)=O

InChI

1S/C29H36N6O6S/c1-42-12-11-22(33-27(39)20(30)14-18-16-32-21-10-6-5-9-19(18)21)28(40)35-24(15-25(36)37)29(41)34-23(26(31)38)13-17-7-3-2-4-8-17/h2-10,16,20,22-24,32H,11-15,30H2,1H3,(H2,31,38)(H,33,39)(H,34,41)(H,35,40)(H,36,37)/t20-,22-,23-,24-/m0/s1

InChI key

RGYLYUZOGHTBRF-BIHRQFPBSA-N

Gene Information

human ... CCK(885)
rat ... Cckbr(25706)

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Amino Acid Sequence

Trp-Met-Asp-Phe-NH2

General description

Research area: Neuroscience

Several biologically active fragments of the neuropeptide cholecystokinin (CCK) are present in the brain, where they interact with CCK-A and CCK-B receptors. Among these fragments, CCK-4 is notably abundant in the cortical and limbic brain structures. CCK-4, a bioactive form of cholecystokinin, is a peptide hormone that regulates food intake by binding to CCK receptors in the gut and brain.

Application

Cholecystokinin Fragment 30-33 Amide can be used for inactivating the CCK8 antiserum. The product can also be used as an antigen utilized in absorption control for testing the specificity of antisera.Cholecystokinin Fragment 30-33 Amide has been used to induce anxiolytic- and antidepressant-like effects and study the role of neuropeptide Y, in mice.

Biochem/physiol Actions

Cholecystokinin Fragment 30-33 Amide also referred to as CCK-4 or Trp-Met-Asp-Phe amide is a peptide fragment derived from peptide hormone cholecystokinin. CCK-4 is a panicogenic agent that induces panic attacks in humans. This property of the compound can be used in scientific research for testing new anxiolytic drugs.CCK-4 acts selectively through CCK-B receptors and is recognized for its role in regulating emotional behaviors. Studies on CCK knock-down mice have indicated anxiolytic- and antidepressant-like effects.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Cholecystokinin Fragment 30-33 Amide dissolves in Dimethylformamide at 20 mg/ml to yield a clear, colorless to yellow solution.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kim Hinkelmann et al.
Journal of psychiatric research, 44(16), 1148-1153 (2010-05-11)
Cholecystokinin-tetrapeptide (CCK-4) is an established model to generate subjective panic anxiety. CCK-4 injection also results in consistent and dose-dependent rise of stress hormones. Effects other than upon subjective panic and stress hormone activity have barely been examined. The purpose of
Innar Tõru et al.
Psychiatry research, 178(2), 342-347 (2010-05-18)
In this study we examined how personality disposition may affect the response to cholecystokinin tetrapeptide (CCK-4; 50 microg) challenge in healthy volunteers (n=105). Personality traits were assessed with the Swedish universities Scales of Personality (SSP). Statistical methods employed were correlation
Rainer Rupprecht et al.
Science (New York, N.Y.), 325(5939), 490-493 (2009-06-23)
Most antianxiety drugs (anxiolytics) work by modulating neurotransmitters in the brain. Benzodiazepines are fast and effective anxiolytic drugs; however, their long-term use is limited by the development of tolerance and withdrawal symptoms. Ligands of the translocator protein [18 kilodaltons (kD)]
Cannabinoid receptors and cholecystokinin in feeding inhibition
Francisco A, et al.
Vitamins and Hormones (2013)
M Bläker et al.
Molecular pharmacology, 58(2), 399-406 (2000-07-25)
Recent efforts have focused on identifying small nonpeptide molecules that can mimic the activity of endogenous peptide hormones. Understanding the molecular basis of ligand-induced receptor activation by these divergent classes of ligands should expedite the process of drug development. Using

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