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Key Documents

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

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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A C Dieler et al.
Current pharmaceutical design, 14(33), 3492-3507 (2008-12-17)
Pharmacological magnetic resonance imaging (phMRI) is a method to study effects of psychopharmacological agents on neural activation. Changes of the blood oxygen level dependent (BOLD), the basis of functional MRI (fMRI), are typically obtained at relatively high sampling frequencies. This
Toyokazu Akimori et al.
Medical molecular morphology, 44(1), 7-14 (2011-03-23)
The function of brush cells is obscure, but recent cytochemical studies indicate that rat bile duct brush cells secrete NaHCO(3). The aim of this study was to determine the quantitative distribution of brush cells at 16 sites of the rat
Diana Koszycki et al.
Peptides, 35(1), 9-13 (2012-03-15)
Recent investigations suggest that genes that confer risk for panic disorder (PD) may moderate response to panicogenic agents in healthy volunteers. Given the potential role of the central cholecystokinin receptor (CCKBR) (CT) polymorphism alleles 26 and 27 in PD, the
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
J Bradwejn
Journal of psychiatry & neuroscience : JPN, 18(4), 178-188 (1993-07-01)
Cholecystokinin (CCK) is a neurotransmitter found in high density in the brains of mammals. Microiontophoretic studies showing that benzodiazepines selectively antagonized CCK-induced excitation of rat hippocampal neurons have led to the hypothesis that CCK is an anxiogenic peptide. The hypothesis

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