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 that structurally mimics the naturally occurring gastrin hormone, renowned for its potent ability to stimulate gastric acid secretion in the stomach's parietal cells. As a stable and highly specific analog, Pentagastrin offers researchers a valuable tool for probing the physiological and biochemical pathways underlying gastrointestinal function. Its unique structure allows it to interact selectively with cholecystokinin B/gastrin receptors, making it a preferred reagent in studies that require precise modulation of gastric activity. The peptide's versatility extends to a broad range of experimental models, enabling detailed investigations into gastric mucosal responses, receptor pharmacology, and signal transduction mechanisms. With its well-characterized activity profile and reproducible effects, Pentagastrin supports both foundational and advanced research across the fields of gastroenterology, endocrinology, and cellular signaling.

Gastric Acid Secretion Studies: Pentagastrin is widely employed in laboratory settings to investigate the mechanisms of gastric acid secretion. By acting as a direct agonist of gastrin receptors, it enables researchers to evaluate the secretory capacity of gastric parietal cells and to delineate the regulatory pathways involved in acid production. This application is fundamental for understanding disorders associated with abnormal gastric acid output and for testing the efficacy of novel compounds that may modulate acid secretion.

Receptor Pharmacology and Signal Transduction: In the study of receptor-ligand interactions, Pentagastrin serves as a model agonist for the cholecystokinin B/gastrin receptor. Its use facilitates the mapping of receptor distribution, affinity, and downstream signaling cascades in various cell types. By employing this peptide, scientists can dissect the molecular events triggered upon receptor activation, contributing to the development of targeted therapies and the identification of novel regulatory molecules involved in gastrointestinal physiology.

Gastrointestinal Motility Research: The peptide is also instrumental in exploring the regulation of gastrointestinal motility. By stimulating gastrin receptors, Pentagastrin induces changes in smooth muscle activity and motility patterns within the digestive tract. Researchers utilize these effects to analyze the coordination between gastric secretion and motility, as well as to investigate the impact of pharmacological agents or genetic modifications on gut function.

Endocrine and Paracrine Signaling Investigations: As a robust secretagogue, Pentagastrin aids in elucidating the complex interplay between endocrine and paracrine factors in the gastrointestinal system. Its administration can provoke the release of various hormones and mediators, allowing scientists to examine feedback mechanisms and intercellular communication within the gastric mucosa. Such studies are pivotal for unraveling the regulatory networks that maintain gastrointestinal homeostasis and for identifying disruptions that may lead to disease.

Tumor Biology and Biomarker Discovery: In cancer research, Pentagastrin is utilized to probe the expression and functional role of gastrin receptors in tumor cells, particularly those of neuroendocrine origin. By selectively activating these receptors, researchers can assess their contribution to tumor growth, differentiation, and signaling. Additionally, the peptide supports the identification of receptor-related biomarkers, providing insights into tumor classification and potential targets for future therapeutic intervention.

Overall, Pentagastrin remains an indispensable reagent in the scientific exploration of gastric physiology, receptor pharmacology, and gastrointestinal signaling. Its well-defined activity and specificity empower researchers to dissect complex biological processes, validate experimental models, and advance the understanding of digestive system regulation. From elucidating acid secretion mechanisms to uncovering novel aspects of tumor biology, this peptide continues to drive innovation and discovery across multiple domains of biomedical science.

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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