PENTAGASTRIN

ChemicalBook > CAS DataBase List > PENTAGASTRIN

Product Name: PENTAGASTRIN
CAS No.: 5534-95-2
Chemical Name: PENTAGASTRIN
Synonyms: GRP;ay6608;ici50123;petavlon;peptavlon;petogasrin;lanineamide;PENTAGASTRIN;Pehtagastrin;gastrodiagnost
CBNumber: CB4412263
Molecular Formula: C37H49N7O9S
Formula Weight: 767.9
MOL File: 5534-95-2.mol

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PENTAGASTRIN Property

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
color: White to off-white
Sequence: N-t-Boc-β-Ala-Trp-Met-Asp-Phe-NH2
InChIKey: NEYNJQRKHLUJRU-DZUOILHNSA-N
SMILES: C(C1=CNC2C=CC=CC1=2)[C@H](NC(=O)CCNC(=O)OC(C)(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N)CC1C=CC=CC=1 |&1:10,27,35,43,r|

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Safety

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: BP278
Product name: Pentagastrin
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 5MG
Price: $266
Updated: 2024/03/01

Sigma-Aldrich

Product number: B1636
Product name: Pentagastrin
Purity: ≥95% (HPLC), powder
Packaging: 25mg
Price: $266
Updated: 2024/03/01

Sigma-Aldrich

Product number: B1636
Product name: Pentagastrin
Purity: ≥95% (HPLC), powder
Packaging: 100mg
Price: $864
Updated: 2024/03/01

Cayman Chemical

Product number: 28546
Product name: Pentagastrin
Packaging: 10mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 28546
Product name: Pentagastrin
Packaging: 100mg
Price: $431
Updated: 2024/03/01

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PENTAGASTRIN Chemical Properties,Usage,Production

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

β-Alanine N-[(tert-Butoxy)carbonyl]-D-tryptophan Protective agent Propionamide L-ASPARTIC ACID

Preparation Products

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View Lastest Price from PENTAGASTRIN manufacturers

Shandong Huizhihan Supply Chain Co., Ltd

Product: Pentagastrin 5534-95-2
Price: US $0.00-0.00/BOX
Min. Order: 1BOX
Purity: 99.99%
Supply Ability: 1000
Release date: 2024-11-04

Watson Biotechnology Co.,Ltd

Product: Pehtagastrin 5534-95-2
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 98%
Supply Ability: 1000G
Release date: 2024-08-15

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Pentagastrin 5534-95-2
Price: US $0.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 20kg/month
Release date: 2021-07-20

5534-95-2, PENTAGASTRINRelated Search:

Terlipressin acetate Lypressin Ornipressin ARGIPRESSIN ACETATE Sucralfate PENTAGASTRIN tert-Butyl 3-(methylamino)propylcarbamate N-Boc-1,3-propanediamine MET-BETA-ALA GASTRIN (14-17) (HUMAN) Carbamic acid, [3-(propylamino)propyl]-, 1,1-dimethylethyl ester (9CI) PENTAGASTRIN BP STANDARD(CRM STANDARD) rat gastrin C-terminal pentagastrin (ortho-nitrophenyl)sulfenyl pentagastrin cholecystokinin 5-pentagastrin PENTAGASTRIN BP(CRM STANDARD) Pentagastrin, blocked PENTAGASTRIN, [3H]

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-

l-n-tert-butyleste

n-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-l-tryptophyl-l-phenylalaninamid

Acetyl-L-glutamic acid &gamma

Z-N-methyl-L-glutamic acid &gamma

N-(Benzyloxycarbonyl)-L-glutamic Acid &alpha

Fmoc-L-alpha-aminoadipic acid &delta

Fmoc-N-methyl-L-glutamic acid &gamma

Methotrexate &alpha

petogasrin

-tert-butylester

ylpropionamido]-4-(methylthio)butyramido]succinamicacidn-tert-butylester

n-t-boc-β-ala-trp-met-asp-phe amide

N-T-boc-B-ala-trp-met-asp-phe amide

PENTAGASTRIN (ICI 50123) SYNTHETIC >99%

BOC-β-Ala-Trp-Met-Asp-Phe-NH2

N-(1,1-Dimethylethoxy)carbonyl-βAla-L-Trp-L-Met-L-Asp-L-Phe-NH2

N-Boc-βAla-L-Trp-L-Met-L-Asp-L-Phe-NH2

AY 6608, ICI 50123, NSC 367746, Boc-(b-Ala13)-Gastrin (13-17), Boc-b-Ala-CCK-4

Boc-b-Ala-Trp-Met-Asp-Phe-NH2

3-7-Cholecystokinin-7(swine), 3-[N-[(1,1-dimethylethoxy)carbonyl]-b-alanine]- (9CI)

L-Glutamic Acid &alpha

DL-Glutamic acid &gamma

N-tert-Butyloxycarbonyl-L-aspartic Acid &beta

Pentagastrin, ≥95%(HPLC)

n-(alpha-carbamoylphenethyl)-3-[2-[2-[3-(carboxyamino)propionamido]-3-indol-3-

n-[n-[n-[n-(n-tert-butoxycarbonyl-beta-alanyl)-l-tryptophanyl]-l-methionyl]-l-

n-carboxy-beta-alanyl-l-tryptophyl-l-methionyl-l-aspartylphenyl-alaninamid

n-carboxy-beta-alanyl-l-tryptophyl-l-methionyl-l-aspartylphenyl-l-alaninamiden

n-t-butyloxycarbonyl-beta-alanyl-l-tryptophyl-l-methionyl-l-aspartyl-l-phenyla

peptavlon

petavlon

Boc-(β-Ala13)-Gastrin (13-17)

GRP

GASTRIN RELEASING PEPTIDE

BOC-BETA-ALA-TRP-MET-ASP-PHE-NH2

PENTAGASTRIN

N-T-BOC-BETA-ALA-TRP-MET-ASP-PHE AMIDE

Z-L-beta-Glutamic acid &gamma

Fmoc-L-aspartic Acid &beta

Pehtagastrin

L-Phenylalaninamide, N-[(1,1-dimethylethoxy)carbonyl]-β-alanyl-L-tryptophyl-L-methionyl-L-α-aspartyl-

PENTAGASTRIN USP/EP/BP

Boc-(β-Ala13)-Gastrin (13-17)

(10S,13S,16S)-10-((1H-Indol-3-yl)methyl)-16-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-2,2-dimethyl-13-(2-(methylthio)ethyl)-4,8,11,14-tetraoxo-3-oxa-5,9,12,15-tetraazaoctadecan-18-oic acid

5534-95-2

C37H49N7O9S

C37H50N7O9S

Gastrointestinal Products

Cholecystokinins

Peptides