Caerulein ammonium salt

Modify Date: 2024-01-02 12:55:55

Caerulein ammonium salt Structure
Caerulein ammonium salt structure
Common Name Caerulein ammonium salt
CAS Number 17650-98-5 Molecular Weight 980.051
Density 1.4±0.1 g/cm3 Boiling Point N/A
Molecular Formula C58H73N13O21S2 Melting Point 224-226° (dec)
MSDS Chinese USA Flash Point N/A

 Use of Caerulein ammonium salt


Ceruletide, a biologically active decapeptide isolated from the skin of the Australian frog Hyla caerulea, is a potent cholecystokinetic agent, and acts as a cholecystokinin receptor agonist. Sequence: {pGlu}-Gln-Asp-Tyr(SO3H)-Thr-Gly-Trp-Met-Asp-Phe-NH2;{pGlu}-QD-Y(SO3H)-TGWMDF-NH2.

 Names

Name ceruletide
Synonym More Synonyms

 Caerulein ammonium salt Biological Activity

Description Ceruletide, a biologically active decapeptide isolated from the skin of the Australian frog Hyla caerulea, is a potent cholecystokinetic agent, and acts as a cholecystokinin receptor agonist. Sequence: {pGlu}-Gln-Asp-Tyr(SO3H)-Thr-Gly-Trp-Met-Asp-Phe-NH2;{pGlu}-QD-Y(SO3H)-TGWMDF-NH2.
Related Catalog
Target

Cholecystokinin receptor[4]

In Vitro Ceruletide is similar chemically and biologically to the human gastrointestinal hormones cholecystokinin-pancreozymin (CCK) and gastrin II. Ceruletide stimulates gallbladder contraction, pancreatic exocrine secretion, gastric secretion, and motility in the distal duodenum, jejunum, ileum and colon, while delaying gastric emptying and inhibiting motility in the proximal duodenum[1]. Ceruletide in supramaximal but not in physiological doses activates NF-kappaB/Rel in vitro. This activation may induce a self-defending genetic program before the onset of cellular injury, which may prevent higher degrees of damage of pancreatic acinar cells after secretagogue hyperstimulation[2].
In Vivo Ceruletide (0.4-0.5 mcg/kg, i.v.; 3-4 mcg/kg, s.c.) results in emesis and evacuation of the bowel in the intact conscious dog, and recovery is complete 15-30 min after i. v. administration and 2-4 hr after s.c. administration. Ceruletide (5-15 ng/kg, i.v.) shows a marked spasmogenic effect on the pylorus of rats. Ceruletide also reduces blood pressure in anesthetized dogs[1]. Ceruletide serum bile acid (SBA) stimulation circumvents exogenous and endogenous influences associated with postprandial (PP) SBA stimulation. Ceruletide SBA stimulation may perform as well as PP SBA stimulation in dogs with portosystemic shunt (PSS) and be more sensitive for the detection of hepatic dysfunction in dogs with upper respiratory disease (URD)[3].
Animal Admin Dogs[3] All dogs undergo serum bile acid (SBA) stimulation with food (<5 kg/body weight [BW] 2 teaspoons, >5 kg BW 2 tablespoons) or 0.3 μg/kg BW Ceruletide IM, respectively, on consecutive days. A diet of moderate protein content and with an increased concentration of fiber is chosen to minimize metabolic complications such as hepatic encephalopathy. Before each test, the dogs are fasted for 12 hours. Blood samples are drawn at baseline, 60 and 120 minutes after feeding, and 20, 30, and 40 minutes postinjection, respectively. The blood samples are collected in plain tubes and left to clot; they are then centrifuged at 6,500 ×g for 1 minute, and the serum is used to measure SBA by a colorimetric test with endpoint determination[3].
References

[1]. Vincent ME, et al. Pharmacology, clinical uses, and adverse effects of ceruletide, a cholecystokinetic agent. Pharmacotherapy. 1982 Jul-Aug;2(4):223-34.

[2]. Steinle AU, et al. NF-kappaB/Rel activation in cerulein pancreatitis. Gastroenterology. 1999 Feb;116(2):420-30.

[3]. Bridger N, et al. Comparison of postprandial and ceruletide serum bile acid stimulation in dogs. J Vet Intern Med. 2008 Jul-Aug;22(4):873-8.

[4]. Zarrindast MR, et al. Effects of cholecystokinin receptor agonist and antagonists on morphine dependence in mice. Pharmacol Toxicol. 1995 Dec;77(6):360-4.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Melting Point 224-226° (dec)
Molecular Formula C58H73N13O21S2
Molecular Weight 980.051
Exact Mass 979.374573
PSA 585.08000
LogP 2.46
Index of Refraction 1.632
Storage condition -20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3

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 Synonyms

L-Phenylalaninamide, O-sulfo-L-tyrosyl-L-threonylglycyl-L-tryptophyl-D-norleucyl-L-α-aspartyl-
caerulein 1.1
CERULETIDE
FI-6934
CERULEIN
EINECS 17650-98-5
Caerulein
MFCD00076478
sulfated caerulein
O-Sulfo-L-tyrosyl-L-threonylglycyl-L-tryptophyl-D-norleucyl-L-α-aspartyl-L-phenylalaninamide
Ceosunin
Ceruletide,Cerulein
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