Pentagastrin

Pentagastrin

Systematic (IUPAC) name
N-(tert-butoxycarbonyl)-β-alanyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide[1]
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pharmacokinetic data
Biological half-life	10 minutes or less
Identifiers
CAS Number	5534-95-2
ATC code	V04CG04 (WHO)
PubChem	CID 9853654
IUPHAR/BPS	870
DrugBank	DB00183
ChemSpider	8029364
UNII	EF0NX91490
KEGG	D01631
ChEMBL	CHEMBL1328
Chemical data
Formula	C37H49N7O9S
Molar mass	767.893 g/mol
SMILES O=C(N)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCNC(=O)OC(C)(C)C)Cc2c1ccccc1[nH]c2)CCSC)CC(=O)O)Cc3ccccc3
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 Key:NEYNJQRKHLUJRU-DZUOILHNSA-N
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Pentagastrin (trade name Peptavlon) is a synthetic polypeptide that has effects like gastrin when given parenterally.^[2] 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. When given intravenously it may cause panic attacks.^[3]

Pentagastrin's IUPAC chemical name is "L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl".

Pentagastrin stimulation test

Pentagastrin is also used as a stimulation test to elevate of several hormones, such as serotonin. It provokes flushing and is useful in evaluating patients who describe flushing, but have normal or only marginally elevated biochemical markers for carcinoid syndrome.

It has been used to stimulate ectopic gastric mucosa for the detection of Meckels diverticulum by nuclear medicine.

It is used to stimulate calcitonin release from residual parafollicular cell C-cells after total thyroidectomy for medullary thyroid carcinoma.

See also

• CCK-4

References

1. Martindale (1993). The extra pharmacopoeia (30th ed.). London: Pharmaceutical Press. ISBN 978-0853693000.
2. Braganza, J. M.; Herman, K; Hine, P; Kay, G (1979). "The effect of pentagastrin on peptic secretion in man". The Journal of Physiology 289: 9–16. doi:10.1113/jphysiol.1979.sp012721. PMC 1281354. PMID 379305.
3. van Megen, HJ; Westenberg, HG; den Boer, JA; Haigh, JR; Traub, M (April 1994). "Pentagastrin induced panic attacks: enhanced sensitivity in panic disorder patients.". Psychopharmacology 114 (3): 449–55. doi:10.1007/bf02249335. PMID 7855203.