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T6515

Sigma-Aldrich

Cholecystokinin Fragment 30-33 Amide

≥95% (HPLC)

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Synonym(s):
CCK-4, Gastrin Tetrapeptide, Tetragastrin, Trp-Met-Asp-Phe amide
Empirical Formula (Hill Notation):
C29H36N6O6S
CAS Number:
1947-37-1
Molecular Weight:
596.70
MDL number:
MFCD00076492
UNSPSC Code:
12352200
PubChem Substance ID:
24900382
NACRES:
NA.32

Quality Level

200

Assay

≥95% (HPLC)

form

powder

technique(s)

toxicology assay: suitable

UniProt accession no.

P06307
P30553

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

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.

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 the new anxiolytic drugs.

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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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)]
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
H Fink et al.
Experimental brain research, 123(1-2), 77-83 (1998-12-03)
Cholecystokinin (CCK) is one of the first discovered gastrointestinal hormones and one of the most abundant neuropeptides in the brain. Two types of CCK receptors have been identified: (1) CCK-A receptors are mainly located in the periphery, but are also
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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