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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:
Molecular Weight:
767.89
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Pentagastrin, ≥95% (HPLC), powder

Quality Level

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

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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.

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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Consistency of immigrant suicide rates in Austria with country-of-birth suicide rates: A role for genetic risk factors for suicide?
Voracek M, et al.
Psychiatry Research, 170(2-3), 286-289 (2009)
The role of the lateral amygdala in the retrieval and maintenance of fear-memories formed by repeated probabilistic reinforcement
Erlich J C, et al.
Frontiers in Behavioral Neuroscience, 6(2-3), 16-16 (2012)
K McManus et al.
Journal of affective disorders, 66(2-3), 273-279 (2001-10-02)
Panic disorder (PD) symptomatology has been reported to be altered by hormonal events or treatments which affect estrogen levels. Coryell et al. [Arch. Gen. Psychiatry, 39 (1982) 701-703; Am. J. Psychiatry, 143 (1986) 508-510] have suggested that the increased cardiovascular
Makoto Inada et al.
Scandinavian journal of gastroenterology, 47(2), 148-154 (2012-01-05)
A traditional measurement of gastric acid, involving nasogastric intubation of stomach and acid suction, has been suggested as a gold standard. However, this causes the patient discomfort and cost increase, and is 'time-consuming'. A calcium [(13)C]carbonate (Ca(13)CO(3)) breath test was
Katsunori Iijima et al.
Journal of gastroenterology, 47(12), 1290-1297 (2012-05-03)
The association of Helicobacter pylori infection with aspirin-induced gastropathy is controversial. H. pylori infection exerts diverse effects on gastric acid secretion. In this study, the interaction between H. pylori infection and aspirin was investigated with reference to the individual gastric

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