A CCK2 receptor agonist
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Pentagastrin

Item No. 28546

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1,1-dimethylethoxy)carbonyl]-β-alanyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide
CAS Number
5534-95-2
Synonyms
  • AY 6608
  • NSC 367746
Molecular Formula
C37H49N7O9S
Formula Weight
767.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 0.3 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
220, 283 nm
SMILES
CC(C)(C)OC(NCCC(N[C@@H](CC1=CC2=C(C=CC=C2)N1)C(N[C@@H](CCSC)C(N[C@@H](CC(O)=O)C(N[C@@H](CC3=CC=CC=C3)C(N)=O)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C37H49N7O9S/c1-37(2,3)53-36(52)39-16-14-30(45)41-28(20-24-19-23-12-8-9-13-25(23)40-24)34(50)42-26(15-17-54-4)33(49)44-29(21-31(46)47)35(51)43-27(32(38)48)18-22-10-6-5-7-11-22/h5-13,19,26-29,40H,14-18,20-21H2,1-4H3,(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
XFMFMOVRGXQQHB-DZUOILHNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $81

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    25 mg

    $159

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    50 mg

    $279

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    100 mg

    $475

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    Product Description

    Pentagastrin is a synthetic polypeptide and cholecystokinin-2 (CCK2) receptor agonist.1 It binds selectively to CCK2 receptors in guinea pig brain over CCK1 receptors in rat pancreas (IC50s = 11 and 1,100 nM, respectively). Pentagastrin increases calcium influx and polyphosphoinositide turnover in rat GH3 pituitary cells (EC50s = 23 and 3.9 nM, respectively). It also increases histidine decarboxylase activity in mucous- and endocrine cell-enriched isolated rabbit fundic mucosal cells (EC50 = 2.9 nM).2 Pentagastrin induces contraction of isolated pig ileum smooth muscle cells in vitro (EC50 = 30 pM).3 It increases gastric acid and pepsin secretion in conscious cats in vivo (ED50s = 1.29 and 57.3 nmol/kg2 per hour, respectively).4 Formulations containing pentagastrin have previously been used as a diagnostic aid to evaluate gastric acid secretory function.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Smith, A.J., and Freedman, S.B. CCK-B receptor-mediated stimulation of polyphosphoinositide turnover in GH3 pituitary cells in response to cholecystokinin and pentagastrin. Life Sci. 58(11), 883-895 (1996).

    2. Hollande, F., Bali, J.P., and Magous, R. Neurohormonal regulation of histamine synthesis in isolated rabbit fundic mucosal cells. Am. J. Physiol. 266(3 Pt. 1), G395-G405 (1994).

    3. Botella, A., Delvaux, M., Berry, P., et al. Cholecystokinin and gastrin induce cell contraction in pig ileum by interacting with different receptor subtypes. Gastroenterology 102(3), 779-786 (1992).

    4. Vagne, M., Collinet, M., Cuber, J.C., et al. Effect of porcine gastrin releasing peptide on gastric secretion and motility and the release of hormonal peptides in conscious cats. Peptides 8(3), 423-430 (1987).