Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Diagnostic agents >  Organ Function Test agent >  PENTAGASTRIN

PENTAGASTRIN

Basic information Safety Supplier Related

PENTAGASTRIN Basic information

Product Name:
PENTAGASTRIN
Synonyms:
  • T-BOC-BETA-ALA-TRP-MET-ASP-PHE-NH2
  • aspartyl]-l-phenylalaninamide
  • ay6608
  • boc-beta-ala-try-met-asp-phe(nh2)
  • gastrodiagnost
  • ici50123
  • lanineamide
  • l-methionyl-l-alpha-aspartyl-
CAS:
5534-95-2
MF:
C37H49N7O9S
MW:
767.9
EINECS:
226-889-7
Product Categories:
  • MARCAINE
  • Peptide
Mol File:
5534-95-2.mol
More
Less

PENTAGASTRIN Chemical Properties

Melting point:
229-230° (dec)
alpha 
D22 -28.8 ±0.5° (DMF)
Boiling point:
1196.6±65.0 °C(Predicted)
Density 
1.303±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Practically insoluble in water; soluble in 5M ammonia and in dimethylformamide; slightly soluble in ethanol (96%).
pka
4.19±0.10(Predicted)
form 
powder
Sequence
N-t-Boc-β-Ala-Trp-Met-Asp-Phe-NH2
InChIKey
NEYNJQRKHLUJRU-DZUOILHNSA-N
More
Less

Safety Information

Hazard Codes 
T
Risk Statements 
61-36/38-20/21
Safety Statements 
53-45-36/37/39-22
WGK Germany 
1
RTECS 
AY2970000
Hazardous Substances Data
5534-95-2(Hazardous Substances Data)

MSDS

More
Less

PENTAGASTRIN Usage And Synthesis

Description

Pentagastrin is a synthetic polypeptide and cholecystokinin-2 (CCK2) receptor agonist. It binds selectively to CCK2 receptors in guinea pig brain over CCK1 receptors in rat pancreas (IC50s = 11 and 1,100 nM, respectively). Pentagastrin increases calcium influx and polyphosphoinositide turnover in rat GH3 pituitary cells (EC50s = 23 and 3.9 nM, respectively). It also increases histidine decarboxylase activity in mucous- and endocrine cell-enriched isolated rabbit fundic mucosal cells (EC50 = 2.9 nM). Pentagastrin induces contraction of isolated pig ileum smooth muscle cells in vitro (EC50 = 30 pM). It increases gastric acid and pepsin secretion in conscious cats in vivo (ED50s = 1.29 and 57.3 nmol/kg2 per hour, respectively). Formulations containing pentagastrin have previously been used as a diagnostic aid to evaluate gastric acid secretory function.

Chemical Properties

A white or almost white powder.

Originator

Peptavlon,I.C.I. ,UK,1967

Uses

Pentagastrin is a synthetic polypeptide that has effects like gastrin when given parenterally. It stimulates the secretion of gastric acid, pepsin, and intrinsic factor, and has been used as a diagnostic aid as the pentagastrin-stimulated calcitonin test.

Uses

anesthetic (local)

Uses

diagnostic agent for gastric secretion disorders

Definition

ChEBI: Pentagastrin is an organic molecular entity.

Manufacturing Process

A solution of 3.55 parts of L-tryptophanyl-L-methionyl-L-aspartyl-Lphenylalanine amide trifluoroacetate in 30 parts of dimethylformamide is cooled to 0°C, and 1.01 parts of triethylamine are added. The mixture is stirred while 1.84 parts of N-tert-butyloxycarbonyl-β-alanine 2,4,5trichlorophenyI ester are added at 0°C. The reaction mixture is kept at 0°C for 48 hours and then at 20°-23°C for 24 hours. The mixture is added to a mixture of 100 parts of ice-water, 0.37 part of concentrated hydrochloric acid (SG 1.18), 1.2 parts of acetic acid and 20 parts of ethyl acetate. The mixture is stirred for 15 minutes at 0°-10°C and is then filtered. The solid residue is washed with water and then with ethyl acetate, and is dried at 40°-50°C under reduced pressure. There is thus obtained N-tert-butyloxycarbonyl-βalanyl-L-tryptophanyl-L-methionyl-L-aspartyl-L-phenylalanine amide, MP 213°C with de composition.

brand name

Peptavlon (Wyeth).

Therapeutic Function

Gastrosecretory hormone

General Description

Pentagastrin (Peptavlon), a physiologicalgastric acid secretagogue, is the synthetic pentapeptide derivative:N-t-butyloxycarbonyl-β-alanyl-L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalanyl amide. It contains theCOOH-terminal tetrapeptide amide (H·Try·Met· Asp·Phe·NH2), which is considered to be the active center ofthe natural gastrins. Accordingly, pentagastrin appears tohave the physiological and pharmacological properties ofthe gastrins, including stimulation of gastric secretion,pepsin secretion, gastric motility, pancreatic secretion ofwater and bicarbonate, pancreatic enzyme secretion, biliaryflow and bicarbonate output, intrinsic factor secretion, andcontraction of the gallbladder.
Pentagastrin is indicated as a diagnostic agent to evaluategastric acid secretory function, and it is useful in testing foranacidity in patients with suspected pernicious anemia, atrophicgastritis or gastric carcinoma, hypersecretion in suspectedduodenal ulcer or postoperative stomal ulcers, andZollinger-Ellison tumor.

Biochem/physiol Actions

CCKB agonist that stimulates gastric acid secretion; anxiogenic.Pentagastrin is an agonist of the cholecystokinin-2 (CCK2) receptor. It helps to increase the excitability of neurons in the basolateral amygdala through the activation of a non-specific cation channel.

PENTAGASTRIN Preparation Products And Raw materials

Raw materials

PENTAGASTRINSupplier

Hangzhou Peptidego Biotech Co.,Ltd. Gold
Tel
0571-87213919
Email
eric@peptidego.com
Phygene Gold
Tel
18059081430
Email
2070812664@qq.com
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Email
ymbetter@glbiochem.com
LGM Pharma
Tel
1-(800)-881-8210
Email
inquiries@lgmpharma.com
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com