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B1636

Sigma-Aldrich

Pentagastrin

≥95% (HPLC), powder, CCK2 receptor agonist

Synonym(s):

Peptavlon, Petogasrin, N-t-Boc-β-Ala-Trp-Met-Asp-Phe amide

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About This Item

Empirical Formula (Hill Notation):
C37H49N7O9S
CAS Number:
5534-95-2
Molecular Weight:
767.89
EC Number:
226-889-7
MDL number:
MFCD00076515
UNSPSC Code:
12352200
PubChem Substance ID:
24891602
NACRES:
NA.77

product name

Pentagastrin, ≥95% (HPLC), powder

Quality Level

200

Assay

≥95% (HPLC)

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

color

white to off-white

solubility

DMF: 20 mg/mL, clear, colorless to faint yellow or tan

storage temp.

−20°C

SMILES string

CSCCC(NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)CCNC(=O)OC(C)(C)C)C(=O)NC(CC(O)=O)C(=O)NC(Cc3ccccc3)C(N)=O

InChI

1S/C37H49N7O9S/c1-37(2,3)53-36(52)39-16-14-30(45)41-28(19-23-21-40-25-13-9-8-12-24(23)25)34(50)42-26(15-17-54-4)33(49)44-29(20-31(46)47)35(51)43-27(32(38)48)18-22-10-6-5-7-11-22/h5-13,21,26-29,40H,14-20H2,1-4H3,(H2,38,48)(H,39,52)(H,41,45)(H,42,50)(H,43,51)(H,44,49)(H,46,47)

InChI key

NEYNJQRKHLUJRU-UHFFFAOYSA-N

Gene Information

mouse ... Cckbr(12426)
rat ... Cckar(24889) , Cckbr(25706)

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Amino Acid Sequence

Boc-Bal-Trp-Met-Asp-Phe-NH2

General description

Research area: Immunology & cytokines

Application

Pentagastrin has been used to bidirectionally modulate lateral nucleus of the amygdala (LA) activity. It has also been used as a cholecystokinin-2 receptor (CCK2R) agonist to block the receptor binding for Ga-DOTA-MGS5 in AR42J rat pancreatic cell lines during cell uptake and receptor binding studies.

Biochem/physiol Actions

Pentagastrin, a synthetic polypeptide is a gastrin analog. It contains the five C-terminal amino acids of gastrin. It acts as a cholecystokinin-2 (CCK2) receptor/ cholecystokinin-B (CCKB) receptor agonist. Pentagastrin stimulates the secretion of pepsin and gastric acid. It also aids in the evaluation of gastric acid secretory function. Pentagastrin exhibits panicogenic/ anxiogenic effects and thereby induces panic attacks in panic disorder (PD) patients.

antibody

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inhibitor

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Description
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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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L Singh et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(4), 1130-1133 (1991-02-15)
The effect of neuropeptide cholecystokinin (CCK) receptor agonists and antagonists was examined in the rat elevated X-maze model of anxiety. The selective CCK-B receptor antagonists CI-988 (PD 134308) and L-365,260 produced anxiolytic-like effects, whereas MK-329, a CCK-A receptor antagonist, was
Y Keto et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 24(2), 147-153 (2011-11-10)
Gastroduodenal acidification has been reported to aggravate upper abdominal discomfort and pain that are symptoms suffered by functional dyspepsia (FD) patients. Delayed gastric emptying and hypersensitivity to gastric distension (GD) contribute importantly to the pathophysiology of FD. In the present
T D Barrett et al.
British journal of pharmacology, 166(5), 1684-1693 (2012-02-04)
JNJ-26070109 [(R)4-bromo-N-[1-(2,4-difluoro-phenyl)-ethyl]-2-(quinoxaline-5-sulfonylamino)-benzamide] is a novel antagonist at cholecystokinin CCK(2) receptors with good pharmacokinetic properties and represents a novel mechanism for the treatment of gastro-oesophageal reflux disease (GORD). The purpose of the present study was to determine whether chronic treatment with
Gastrin stimulates a cholecystokinin-2-receptor-expressing cardia progenitor cell and promotes progression of Barrett's-like esophagus
Lee Y, et al.
Testing, 8(1), 203-203 (2017)
A Imdahl et al.
The Journal of surgical research, 86(1), 108-115 (1999-08-24)
To clarify the impact of the classic gastrin/CCK-B receptor on the growth of benign and malignant colonic cells, two permanent cell lines expressing this receptor have been established. The conditionally immortalized nonmalignant colonic cell line YAMC and the colonic carcinoma
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