WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318464
CAS#: 5534-95-2
Description: 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. Pentagastrin binds to the cholecystokinin-B receptor, which is expressed widely in the brain. Activation of these receptors activates the phospholipase C second messenger system.
Hodoodo Cat#: H318464
Name: Pentagastrin
CAS#: 5534-95-2
Chemical Formula: C37H49N7O9S
Exact Mass: 767.33
Molecular Weight: 767.890
Elemental Analysis: C, 57.87; H, 6.43; N, 12.77; O, 18.75; S, 4.18
Synonym: Pentagastrin; CHEMBL1328; ICI-50123; DSSTox_CID_28918; DSSTox_RID_83185; DSSTox_GSID_48992; NCGC00183362-01; NCGC00183362-02; Gastrodiagnost; Pentagastrinum; Peptavlon; Petogasrin;
IUPAC/Chemical Name: (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
InChi Key: NEYNJQRKHLUJRU-DZUOILHNSA-N
InChi Code: 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
SMILES Code: CC(C)(C)OC(=O)NCCC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCSC)C(=O)NC(CC(=O)O)C(=O)NC(CC3=CC=CC=C3)C(=O)N
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
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.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 767.89 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Maejima R, Koike T, Nakagawa K, Iijima K, Shimosegawa T. Esomeprazole inhibits
the pentagastrin-stimulated secretion of gastric acid in healthy Japanese
volunteers. Tohoku J Exp Med. 2015;235(3):249-53. doi: 10.1620/tjem.235.249.
PubMed PMID: 25786769.
2: Thiem U, Marculescu R, Cejka D, Gessl A, Borchhardt K. Low-dose calcium versus
pentagastrin for stimulation of calcitonin in chronic hemodialysis patients: a
pilot study. J Clin Endocrinol Metab. 2014 Dec;99(12):4704-11. doi:
10.1210/jc.2014-1869. PubMed PMID: 25215555.
3: Mao JD, Wu P, Huang JX, Wu J, Yang G. Role of ERK-MAPK signaling pathway in
pentagastrin-regulated growth of large intestinal carcinoma. World J
Gastroenterol. 2014 Sep 21;20(35):12542-50. doi: 10.3748/wjg.v20.i35.12542.
PubMed PMID: 25253956; PubMed Central PMCID: PMC4168089.
4: Ubl P, Gincu T, Keilani M, Ponhold L, Crevenna R, Niederle B, Hacker M, Li S.
Comparison of side effects of pentagastrin test and calcium stimulation test in
patients with increased basal calcitonin concentration: the gender-specific
differences. Endocrine. 2014 Aug;46(3):549-53. doi: 10.1007/s12020-013-0109-6.
Epub 2013 Nov 23. PubMed PMID: 24272596.
5: Zane P, Guo Z, MacGerorge D, Vicat P, Ollier C. Use of the pentagastrin dog
model to explore the food effects on formulations in early drug development. Eur
J Pharm Sci. 2014 Jun 16;57:207-13. doi: 10.1016/j.ejps.2013.09.018. Epub 2013
Oct 1. PubMed PMID: 24090732.
6: Boyce M, Warrington S, Black J. Netazepide, a gastrin/CCK2 receptor
antagonist, causes dose-dependent, persistent inhibition of the responses to
pentagastrin in healthy subjects. Br J Clin Pharmacol. 2013 Nov;76(5):689-98.
doi: 10.1111/bcp.12099. PubMed PMID: 23432534; PubMed Central PMCID: PMC3853528.
7: Lorenz K, Elwerr M, Machens A, Abuazab M, Holzhausen HJ, Dralle H.
Hypercalcitoninemia in thyroid conditions other than medullary thyroid carcinoma:
a comparative analysis of calcium and pentagastrin stimulation of serum
calcitonin. Langenbecks Arch Surg. 2013 Mar;398(3):403-9. doi:
10.1007/s00423-013-1049-6. Epub 2013 Feb 14. PubMed PMID: 23408061.
8: Pina G, Dubois S, Murat A, Berger N, Niccoli P, Peix JL, Cohen R, Guillausseau
C, Charrie A, Chabre O, Cornu C, Borson-Chazot F, Rohmer V; Groupe des Tumeurs
Endocrines. Is basal ultrasensitive measurement of calcitonin capable of
substituting for the pentagastrin-stimulation test? Clin Endocrinol (Oxf). 2013
Mar;78(3):358-64. doi: 10.1111/cen.12001. PubMed PMID: 22913268.
9: Pirich C, Rendl G, Hauser-Kronberger C, Häusler I. Failure of
pentagastrin-stimulated calcitonin testing in early manifestation of familial
medullary thyroid cancer. Wien Klin Wochenschr. 2012 Oct;124(19-20):723-4. doi:
10.1007/s00508-012-0241-y. Epub 2012 Sep 11. PubMed PMID: 22965292.
10: Erdoğan MF, Demir O, Ozkan E, Küçük ON. Can injection of pentagastrin
stimulate the identification of metastases of medullary thyroid carcinoma by
(18)F-FDG PET/CT? Hell J Nucl Med. 2012 May-Aug;15(2):155-6. doi:
10.1967/s002449910035. Epub 2012 Jun 27. PubMed PMID: 22741153.
11: Loy F, Diana M, Isola R, Solinas P, Isola M, Conti G, Lantini MS, Cossu M,
Riva A, Ekström J. Morphological evidence that pentagastrin regulates secretion
in the human parotid gland. J Anat. 2012 May;220(5):447-53. doi:
10.1111/j.1469-7580.2012.01489.x. Epub 2012 Mar 14. PubMed PMID: 22414238; PubMed
Central PMCID: PMC3403275.
12: Colombo C, Verga U, Mian C, Ferrero S, Perrino M, Vicentini L, Dazzi D,
Opocher G, Pelizzo MR, Beck-Peccoz P, Fugazzola L. Comparison of calcium and
pentagastrin tests for the diagnosis and follow-up of medullary thyroid cancer. J
Clin Endocrinol Metab. 2012 Mar;97(3):905-13. doi: 10.1210/jc.2011-2033. Epub
2011 Dec 14. PubMed PMID: 22170709.
13: Le Melledo JM, Perez-Parada J, Morrow J, Bellavance F, Lara N, Jahandar F,
Granger R, Tait G, McManus K. Pentagastrin-induced hemoconcentration in healthy
volunteers and patients with panic disorder: effect of pretreatment with ethinyl
estradiol. J Psychopharmacol. 2011 Jan;25(1):71-7. doi: 10.1177/0269881109106922.
Epub 2009 Oct 13. PubMed PMID: 19825898.
14: Milone F, Ramundo V, Chiofalo MG, Severino R, Paciolla I, Pezzullo L,
Lombardi G, Colao A, Faggiano A. Predictive value of pentagastrin test for
preoperative differential diagnosis between C-cell hyperplasia and medullary
thyroid carcinoma in patients with moderately elevated basal calcitonin levels.
Clin Endocrinol (Oxf). 2010 Jul;73(1):85-8. doi:
10.1111/j.1365-2265.2009.03759.x. Epub 2009 Dec 18. PubMed PMID: 20039894.
15: Herrmann BL, Schmid KW, Goerges R, Kemen M, Mann K. Calcitonin screening and
pentagastrin testing: predictive value for the diagnosis of medullary carcinoma
in nodular thyroid disease. Eur J Endocrinol. 2010 Jun;162(6):1141-5. doi:
10.1530/EJE-10-0111. Epub 2010 Mar 23. PubMed PMID: 20332126.
16: Doyle P, Düren C, Nerlich K, Verburg FA, Grelle I, Jahn H, Fassnacht M, Mäder
U, Reiners C, Luster M. Potency and tolerance of calcitonin stimulation with
high-dose calcium versus pentagastrin in normal adults. J Clin Endocrinol Metab.
2009 Aug;94(8):2970-4. doi: 10.1210/jc.2008-2403. Epub 2009 Jun 2. Erratum in: J
Clin Endocrinol Metab. 2009 Nov;94(11):4629. PubMed PMID: 19491231.
17: Machens A, Hauptmann S, Dralle H. Medullary thyroid cancer responsiveness to
pentagastrin stimulation: an early surrogate parameter of tumor dissemination? J
Clin Endocrinol Metab. 2008 Jun;93(6):2234-8. doi: 10.1210/jc.2007-2792. Epub
2008 Mar 25. PubMed PMID: 18364379.
18: Khan S, Briggs H, Abelson JL. Effect of time of preparation on
pentagastrin-induced symptom, endocrine and cardiovascular responses. Psychiatry
Res. 2008 Mar 15;158(2):141-6. doi: 10.1016/j.psychres.2007.10.020. Epub 2008 Jan
28. PubMed PMID: 18222546; PubMed Central PMCID: PMC2290743.
19: Tietze LF, Panknin O, Major F, Krewer B. Synthesis of a novel
pentagastrin-drug conjugate for a targeted tumor therapy. Chemistry.
2008;14(9):2811-8. doi: 10.1002/chem.200701521. PubMed PMID: 18214880.
20: Roberts NB, Sheers R, Taylor WH. Secretion of total pepsin and pepsin 1 in
healthy volunteers in response to pentagastrin and to insulin-induced
hypoglycaemia. Scand J Gastroenterol. 2007 May;42(5):555-61. PubMed PMID:
17454875.
