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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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Description
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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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Gilbert H Daniels
Thyroid : official journal of the American Thyroid Association, 21(11), 1199-1207 (2011-09-23)
Medullary thyroid carcinoma (MTC) is a rare thyroid malignancy with the potential for aggressive behavior. Measurement of serum calcitonin (Ct) in the thyroid nodule population is the most sensitive way to detect occult MTC. An important and controversial question is
Anton A Hörmann et al.
Pharmaceuticals (Basel, Switzerland), 14(6) (2021-07-03)
The new minigastrin analog DOTA-MGS5 is a promising new candidate for targeting cholecystokinin-2 receptor (CCK2R)-expressing tumors. To enable the clinical translation of PET/CT imaging using 68Ga-labeled DOTA-MGS5, different quality and safety aspects need to be considered to comply with the
Géraldine Pina et al.
Clinical endocrinology, 78(3), 358-364 (2012-08-24)
To evaluate a second-generation assay for basal serum calcitonin (CT) measurements compared with the pentagastrin-stimulation test for the diagnosis of inherited medullary thyroid carcinoma (MTC) and the follow-up of patients with MTC after surgery. Recent American Thyroid Association recommendations suggest
I Szabó et al.
Journal of physiology, Paris, 94(1), 71-74 (2000-04-13)
The effect of gastrin on stimulating tumour proliferation has been evaluated on human pancreas cancer cells in culture and in tumours transplanted to nude mice. The presence of CCK-B/gastrin-like receptor responsible for that effect of gastrin has been proved in
Pentagastrin as a stimulant in routine clinical testing of gastric acid secretion.
S A Pedersen
Digestion, 3(2), 81-89 (1970-01-01)
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