An oligopeptide
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Caerulein (acetate)

Item No. 24408

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-oxo-L-prolyl-L-glutaminyl-L-α-aspartyl-O-sulfo-L-tyrosyl-L-threonylglycyl-L-tryptophyl-L-methionyl-L-α-aspartyl-L-phenylalaninamide, monoacetate
CAS Number
2760881-68-1
Synonyms
  • Ceruletide
Molecular Formula
C58H73N13O21S2 • C2H4O2
Formula Weight
1412.5
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
O=C([C@H](CC1=CNC2=C1C=CC=C2)NC(CNC([C@@]([H])(NC([C@H](CC3=CC=C(C=C3)OS(O)(=O)=O)NC([C@@H](NC([C@@H](NC([C@@H]4CCC(N4)=O)=O)CCC(N)=O)=O)CC(O)=O)=O)=O)[C@@H](C)O)=O)=O)N[C@H](C(N[C@H](C(N[C@@H](CC5=CC=CC=C5)C(N)=O)=O)CC(O)=O)=O)CCSC.CC(O)=O
InChi Code
InChI=1S/C58H73N13O21S2.C2H4O2/c1-29(72)49(71-57(87)40(23-31-12-14-33(15-13-31)92-94(89,90)91)68-56(86)43(26-48(78)79)69-52(82)37(16-18-44(59)73)65-51(81)36-17-19-45(74)63-36)58(88)62-28-46(75)64-41(24-32-27-61-35-11-7-6-10-34(32)35)54(84)66-38(20-21-93-2)53(83)70-42(25-47(76)77)55(85)67-39(50(60)80)22-30-8-4-3-5-9-30;1-2(3)4/h3-15,27,29,36-43,49,61,72H,16-26,28H2,1-2H3,(H2,59,73)(H2,60,80)(H,62,88)(H,63,74)(H,64,75)(H,65,81)(H,66,84)(H,67,85)(H,68,86)(H,69,82)(H,70,83)(H,71,87)(H,76,77)(H,78,79)(H,89,90,91);1H3,(H,3,4)/t29-,36+,37+,38+,39+,40+,41+,42+,43+,49+;/m1./s1
InChi Key
BMJCGMRTEFIGQJ-CBCFNHQSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Caerulein is an oligopeptide originally isolated from skin extracts of H. caerulea/L. caerulea.1 In vivo, caerulein increases the flow rate of gastric juices as well as pepsin and acid outputs in the gut of dogs, rats, and frogs.2 Caerulein (25-500 ng/kg) stimulates insulin secretion in a dose-dependent manner in anesthetized dogs.3 It is also used to induce pancreatitis in various animal models, as it increases autophagic vacuole formation and lysosomal enzyme activity leading to acinar cell necrosis when administered at a dose of 5 or 10 μg/kg per hour.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Caro, G., Endean, R., Erspamer, V., et al. Occurrence of caerulein in extracts of the skin of Hyla Caerulea and other Australian hylids. Br. J. Pharmac. Chemother. 33(1), 48-58 (1968).

    2. Bertaccini, G., Endean, R., Erspamer, V., et al. The actions of caerulein on gastric secretion of the dog and the rat. Br. J. Pharmacol. 34(2), 311-329 (1968).

    3. Bertaccini, G., De Caro, G., and Melchiorri, P. The effects of caerulein on insulin secretion in anaesthetized dogs. Br. J. Pharmacol. 40(1), 78-85 (1970).

    4. Willemer, S., Elsasser, H.P., and Adler, G. Hormone-induced pancreatitis. Eur. Surg. Res. 24(Suppl 1), 29-39 (1992).