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Caerulein – (17650-98-5)
Caerulein - (17650-98-5)

Caerulein – (17650-98-5)

Ceruletide, also known as cerulein or caerulein, is a decapeptide that stimulates smooth muscle and increases digestive secretions.

It is chemically and biologically similar to cholecystokinin, a gastrointestinal hormone. Ceruletide is used in the treatment of paralytic ileus and as a diagnostic aid for pancreatic malfunction. It is also employed to induce pancreatitis in experimental animal models.

Discovered in 1967 from the skin of the Australian green tree frog (Ranoidea caerulea), ceruletide has the amino acid sequence Pglu-Gln-Asp-Tyr[SO3H]-Thr-Gly-Trp-Met-Asp-Phe-NH2.

It upregulates pancreatic acinar cell ICAM-1 proteins, promoting neutrophil adhesion and inflammation, and induces pancreatitis through dysregulation of digestive enzyme production and cytoplasmic vacuolization.

The above information is displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.

SKU: 17650-98-5
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Ceruletide, also known as cerulein or caerulein, is a decapeptide that stimulates smooth muscle and increases digestive secretions.

It is chemically and biologically similar to cholecystokinin, a gastrointestinal hormone. Ceruletide is used in the treatment of paralytic ileus and as a diagnostic aid for pancreatic malfunction. It is also employed to induce pancreatitis in experimental animal models.

Discovered in 1967 from the skin of the Australian green tree frog (Ranoidea caerulea), ceruletide has the amino acid sequence Pglu-Gln-Asp-Tyr[SO3H]-Thr-Gly-Trp-Met-Asp-Phe-NH2.

It upregulates pancreatic acinar cell ICAM-1 proteins, promoting neutrophil adhesion and inflammation, and induces pancreatitis through dysregulation of digestive enzyme production and cytoplasmic vacuolization.

The above informationis displayed for information purpose only, and has not been reviewed by EON nor does EON attests or validates the accuracy nor does it constitutes a recommendation or validation.
Sources:
https://en.wikipedia.org/wiki/Ceruletide
https://pubchem.ncbi.nlm.nih.gov/compound/16129675
https://www.medchemexpress.com/Ceruletide.html
https://www.medkoo.com/products/34145
https://www.sciencedirect.com/topics/neuroscience/ceruletide
https://pubmed.ncbi.nlm.nih.gov/12773302/
Other Names

Caerulein, Ceruletide, Cerulein, Ceruletida

IUPAC Name

(3S)-3-[[(2S)-5-amino-5-oxo-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]pentanoyl]amino]-4-[[(2S)-1-[[(2S, 3R)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid

CAS

17650-98-5

Molecular Weight

1352.4

Molecular Formula

C58H73N13O21S2

SMILES

C[C@H]([C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]5CCC(=O)N5)O

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