Pentagastrin

Pentagastrin is a synthetic pentapeptide that has effects like gastrin. When given parenterally it stimulates the secretion of gastric acid, pepsin and intrinsic factor.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Pentagastrin(CAS 5534-95-2)

CAT No: 10-101-95

CAS No:5534-95-2

Synonyms/Alias:pentagastrin;5534-95-2;Peptavlon;Pentagastrina;Pentagastrine;Gastrodiagnost;Pentagastrinum;Petogasrin;ICI-50123;AY 6608;AY-6608;ICI 50123;ICI 50,123;UNII-EF0NX91490;DTXSID3048992;HSDB 3247;EF0NX91490;Boc-beta-ala-try-met-asp-phe(nh2);EINECS 226-889-7;MFCD00076515;NSC 367746;NSC-367746;Pentagastrine [INN-French];Pentagastrinum [INN-Latin];BRN 5472892;CHEMBL1328;Pentagastrina [INN-Spanish];DTXCID9028918;L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-;Pentagastrine (INN-French);Pentagastrinum (INN-Latin);N-Carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-L-alaninamide N-tert-butyl ester;N-t-Butyloxycarbonyl-beta-alanyl-L-tryptophyl-L-methion yl-L-aspartyl-L-phenylalanine amide;Pentagastrina (INN-Spanish);PENTAGASTRIN (MART.);PENTAGASTRIN [MART.];Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butyl ester, L-;N-(alpha-Carbamoylphenethyl)-3-(2-(2-(3-(carboxyamino)propionamido)-3-indol-3-ylpropionamido)-4-(methylthio)butyramido)succinamic acid N-tert-butyl ester;N-(N-(N-(N-(N-tert-Butoxycarbonyl-beta-alanyl)-L-tryptophanyl)-L-methionyl)-L-aspartyl)-L-phenylalaninamide;(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid;Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butylester, L-;Gastrin Pentapeptide;CAS-5534-95-2;Pentapeptide, Gastrin;Peptavlon (TN);Pentagastrin [USAN:INN:BAN:JAN];PETAVLON;PENTAGASTRIN [MI];PENTAGASTRIN [INN];PENTAGASTRIN [JAN];PENTAGASTRIN [HSDB];PENTAGASTRIN [USAN];PENTAGASTRIN [VANDF];SCHEMBL26045;MLS006009992;PENTAGASTRIN [WHO-DD];Pentagastrin (JAN/USAN/INN);CHEBI:31974;V04CG04;NEYNJQRKHLUJRU-DZUOILHNSA-N;PENTAGASTRIN [ORANGE BOOK];EX-A7390;HY-A0261;Boc-beta-Ala-Trp-Met-Asp-Phe-NH2;Tox21_113479;BDBM50024321;AKOS030213248;Tox21_113479_1;CS-5667;DB00183;N-(ALPHA-CARBAMOYLPHENETHYL)-3-;NCGC00167300-01;NCGC00183362-01;NCGC00183362-02;AS-56396;DA-76711;N-t-Boc-beta-Ala-Trp-Met-Asp-Phe amide;SMR004701067;NS00043181;D01631;EN300-19736421;Q423586;BRD-K78789465-001-01-6;BRD-K78789465-001-02-4;(10S,13S,16S)-10-((1H-indol-3-yl)methyl)-16-((S)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-2,2-dimethyl-13-(2-(methylthio)ethyl)-4,8,11,14-tetraoxo-3-oxa-5,9,12,15-tetraazaoctadecan-18-oic acid;(3S)-3-[(2S)-2-[(2S)-2-(3-{[(tert-butoxy)carbonyl]amino}propanamido)-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid;226-889-7;3-{2-[2-(3-tert-Butoxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-N-(1-carbamoyl-2-phenyl-ethyl)-succinamic acid;L-PHENYLALANINAMIDE, N-((1,1-DIMETHYLETHOXY)CARBONYL)-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-;N-CARBOXY-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-L-ALANINAMIDE N-TERT-BUTYL ESTER;

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C37H49N7O9S
M.W/Mr.
767.9
Sequence
One Letter Code:XWMDF
Three Letter Code:Boc-bAla-Trp-Met-Asp-Phe-NH2
Application
Pentagastrin has been used as a diagnostic aid as the pentagastrin-stimulated calcitonin test. Pentagastrin is also used as a stimulation test to elevate of several hormones, such as serotonin.
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Activity
Agonist
Target
Cholecystokinin Receptor

Pentagastrin is a synthetic peptide analogue of the naturally occurring gastrointestinal hormone gastrin, characterized by its pentapeptide structure and potent biological activity in stimulating gastric secretory functions. As a stable and well-characterized peptide, it has become an invaluable tool in physiological, pharmacological, and biochemical research focusing on gastric acid secretion, receptor signaling, and gastrointestinal regulatory mechanisms. Its defined sequence and ability to selectively activate cholecystokinin-B/gastrin receptors make it particularly relevant for studies investigating the molecular underpinnings of gastric and neuroendocrine pathways, as well as for the development of receptor-targeted assays and models.

Gastrointestinal physiology research: Pentagastrin is widely employed in studies examining the regulation of gastric acid secretion and the broader mechanisms of digestive system function. By mimicking endogenous gastrin, it enables researchers to probe the physiological responses of gastric parietal cells and associated signaling cascades, offering insights into acid secretory dynamics and the interplay between hormonal and neural regulation within the stomach. Its use supports the development of experimental models that elucidate the roles of gastrin and related peptides in digestive homeostasis.

Receptor pharmacology: As a selective agonist for the cholecystokinin-B (CCK-B) receptor, pentagastrin serves as a critical reagent in receptor binding and activation studies. Researchers utilize it to characterize receptor-ligand interactions, downstream signaling events, and receptor distribution in various tissues. The compound's specificity allows for detailed dissection of CCK-B receptor function, aiding in the identification of novel modulators and in the assessment of receptor-mediated physiological and pharmacological responses.

Signal transduction studies: Pentagastrin provides a robust model for investigating intracellular signaling pathways initiated by peptide hormone stimulation. Upon receptor engagement, it triggers well-defined cascades involving second messengers such as calcium ions and cyclic AMP, as well as downstream effectors like protein kinases. These properties make it an essential tool for dissecting the molecular events underlying peptide-induced signal transduction, facilitating the study of both canonical and non-canonical pathways in cellular models.

Gastric cell biology: The compound is frequently used to stimulate gastric epithelial and neuroendocrine cell lines in vitro, enabling the study of cell proliferation, differentiation, and secretory activity in response to peptide hormones. By providing a controlled and reproducible stimulus, pentagastrin assists in elucidating the cellular and molecular mechanisms governing gastric mucosal growth, hormone responsiveness, and the regulation of gene expression related to digestive function.

Analytical assay development: In the context of biochemical assay design, pentagastrin serves as a reference agonist or positive control for functional tests involving gastrin receptors and related signaling systems. Its consistent activity and defined structure make it suitable for calibrating assay sensitivity, validating receptor expression, and benchmarking the performance of analytical platforms used to quantify hormone-receptor interactions or measure downstream biochemical responses. Through these applications, it contributes to the standardization and reproducibility of experimental protocols in gastrointestinal and neuroendocrine research.

Source#
Synthetic
Long-term Storage Conditions
Soluble in DMSO, not in water
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
InChI
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)/t26-,27-,28-,29-/m0/s1
InChI Key
NEYNJQRKHLUJRU-DZUOILHNSA-N

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