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C2901

Sigma-Aldrich

Cholecystokinin (CCK) Fragment 26-33 Amide, Non-sulfated

≥95% (HPLC), powder

Synonym(s):

CCK-8, non-sulfated

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About This Item

Empirical Formula (Hill Notation):
C49H62N10O13S2
CAS Number:
25679-24-7
Molecular Weight:
1063.21
MDL number:
MFCD00076488
UNSPSC Code:
12352202
PubChem Substance ID:
24892546
NACRES:
NA.32

Quality Level

200

assay

≥95% (HPLC)

form

powder

UniProt accession no.

P06307

storage temp.

−20°C

SMILES string

CSCCC(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(N)CC(O)=O)C(=O)NCC(=O)NC(Cc2c[nH]c3ccccc23)C(=O)NC(CCSC)C(=O)NC(CC(O)=O)C(=O)NC(Cc4ccccc4)C(N)=O

InChI

1S/C49H62N10O13S2/c1-73-18-16-34(55-47(70)37(21-28-12-14-30(60)15-13-28)58-44(67)32(50)23-41(62)63)45(68)53-26-40(61)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(71)56-35(17-19-74-2)46(69)59-39(24-42(64)65)49(72)57-36(43(51)66)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52,60H,16-24,26,50H2,1-2H3,(H2,51,66)(H,53,68)(H,54,61)(H,55,70)(H,56,71)(H,57,72)(H,58,67)(H,59,69)(H,62,63)(H,64,65)

InChI key

OIXQINQYMGNCII-UHFFFAOYSA-N

Gene Information

human ... CCK(885)

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Amino Acid Sequence

Asp-Tyr-Met-Gly-Trp-Met-Asp-Phe-NH2

Application

Cholecystokinin (CCK) Fragment 26-33 Amide, Non-sulfated has been used in the specificity testing against gastrin and pepsinogen I proteins.

Biochem/physiol Actions

Biologically inactive form of CCK-8; CCKB/gastrin receptor agonist that has no activity at the CCKA receptor.
Cholecystokinin (CCK) is a 115 amino acid preprohormone and a neurotransmitter. It exists in many isoforms. The octapeptide of CCK (CCK-8S) is the most abundant form. CCK is mapped to human chromosome 3p22.1. CCK interacts with receptors of the gastrointestinal tract and nervous system. Polymorphisms in the CCK is implicated in hallucinations in patients with Parkinson′s disease. CCK plays a key role in the activation of the calcineurin-regulated nuclear factor of activated T-cells (NFATs).

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Neuropeptide regulation of fear and anxiety: Implications of cholecystokinin, endogenous opioids, and neuropeptide γ.
Bowers ME, et al.
Physiology & Behavior, 107(5), 699-710 (2012)
Cholecystokinin activates pancreatic calcineurin-NFAT signaling in vitro and in vivo.
Gurda GT, et al.
Molecular Biology of the Cell, 19(1), 198-206 (2008)
Identification of tyrosine 189 and asparagine 358 of the cholecystokinin 2 receptor in direct interaction with the crucial C-terminal amide of cholecystokinin by molecular modeling, site-directed mutagenesis, and structure/affinity studies.
Gales C, et al.
Molecular Pharmacology, 63(5), 973-982 (2003)
Advances in molecular genetics of panic disorder.
Maron E, et al.
Molecular Psychiatry, 15(7), 681-681 (2010)
Atrophic gastritis serum levels of amidated gastrin-17 and pepsinogen I in atrophic gastritis: an observational case-control study.
Sipponen P, et al.
Scandinavian Journal of Gastroenterology, 37(7), 785-791 (2002)
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