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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
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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.[1] 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.[2]

Biochem/physiol Actions

Pentagastrin, a synthetic polypeptide is a gastrin analog. It contains the five C-terminal amino acids of gastrin.[3] It acts as a cholecystokinin-2 (CCK2) receptor/ cholecystokinin-B (CCKB) receptor agonist.[4] Pentagastrin stimulates the secretion of pepsin and gastric acid.[3] It also aids in the evaluation of gastric acid secretory function.[5] Pentagastrin exhibits panicogenic/ anxiogenic effects and thereby induces panic attacks in panic disorder (PD) patients.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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
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
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
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

Questions

1–4 of 4 Questions  
  1. How can Pentagastrin, Product B1636, solutions be stored?

    1 answer
    1. Pentagastrin is subject to oxidation in solution.  A pentagastrin solution in DMF can be stored frozen to protect the TRP and MET from oxidation. Further protection from oxidation can be insured if the solution is prepared with degassed solvent and the solution is stored under an inert gas such as argon or dry nitrogen gas.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. What is the shelf-life of Pentagastrin, Product B1636?

    1 answer
    1. This product does not have any official shelf-life or expiration dating associated with it. The only date shown on the certificate of analysis will be the QC Release date. For customers whose systems require formal date management, use of a date one year from shipment is supported by our terms and conditions of supply.

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  4. What is Pentagastrin, Product B1636, soluble in?

    1 answer
    1. Pentagastrin is soluble in either dimethylformamide (DMF) or DMSO at a concentration of 20 mg/mL.

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