Pentagastrin

Pentagastrin
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	V04CG04 (WHO) ;
Pharmacokinetic data
Elimination half-life	10 minutes or less
Identifiers
	IUPAC name N-(tert-butoxycarbonyl)-β-alanyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide;
CAS Number	5534-95-2 ;
PubChem CID	9853654;
IUPHAR/BPS	870;
DrugBank	DB00183 ;
ChemSpider	8029364 ;
UNII	EF0NX91490;
KEGG	D01631 ;
ChEMBL	ChEMBL1328 ;
CompTox Dashboard (EPA)	DTXSID3048992 ;
ECHA InfoCard	100.024.445
Chemical and physical data
Formula	C37H49N7O9S
Molar mass	767.90 g·mol−1
3D model (JSmol)	Interactive image;
	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 ;
	(verify)

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 "N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-L-phenylalaninamide".

^ Martindale (1993). The extra pharmacopoeia (30th ed.). London: Pharmaceutical Press. ISBN 978-0853693000.
^ Braganza JM, Herman K, Hine P, Kay G (April 1979). "The effect of pentagastrin (I.C.I. 50, 123) on peptic secretion in man". The Journal of Physiology. 289: 9–16. doi:10.1113/jphysiol.1979.sp012721. PMC 1281354. PMID 379305.
^ 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. S2CID 1565309.

[1] Martindale (1993). The extra pharmacopoeia (30th ed.). London: Pharmaceutical Press. ISBN 978-0853693000.

[2] Braganza JM, Herman K, Hine P, Kay G (April 1979). "The effect of pentagastrin (I.C.I. 50, 123) 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. S2CID 1565309.

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