Skip to Content
Merck
All Photos(1)

Key Documents

C9026

Sigma-Aldrich

Caerulein

≥95% (HPLC), suitable for immunohistochemistry

Synonym(s):

Caerulein Sulfated, Cerulein, Ceruletide, [Tyr(SO3H)4]Caerulein, pGlu-Gln-Asp-Tyr(SO3H)-Thr-Gly-Trp-Met-Asp-Phe-NH2

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C58H73N13O21S2
CAS Number:
Molecular Weight:
1352.40
Beilstein:
5422487
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Caerulein, ≥95% (HPLC)

Quality Level

Assay

≥95% (HPLC)

form

powder

technique(s)

immunohistochemistry: suitable

color

white

storage temp.

−20°C

SMILES string

CSCC[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CNC(=O)C(NC(=O)[C@H](Cc3ccc(OS(O)(=O)=O)cc3)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]4CCC(=O)N4)[C@@H](C)O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc5ccccc5)C(N)=O

InChI

1S/C58H73N13O21S2/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/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)/t29-,36+,37+,38+,39+,40+,41+,42+,43+,49?/m1/s1

InChI key

YRALAIOMGQZKOW-HJMGKOKZSA-N

Looking for similar products? Visit Product Comparison Guide

Amino Acid Sequence

Glp-Gln-Asp-Tyr(SO3H)-Thr-Gly-Trp-Met-Asp-Phe-NH2

Application

Caerulein has been used to induce pancreatitis in Sprague-Dawley rats, mice and other experimental animals.

Biochem/physiol Actions

Caerulein is a gastro regulatory molecule with actions similar to cholecystokinin. It possesses a tyrosine sulfate residue and induces smooth muscle contraction. It has gastrin-like activity. Caerulein is used to study cell signaling mediated by NF-κB upregulation of proteins such as intercellular adhesion molecule-1(ICAM-1) and inflammation related molecules, such as NADPH oxidase and Janus kinase signal transducer. Caerulein also regulates thermoregulation, sedation and satiety.
Effects on perception of pain are conflicting. It prevents gall bladder pain, renal colic, and the pain of intermittent claudication; however, in general, it is seen as an antagonist of endogenous opioids.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Inflammation-Induced Expression and Secretion of MicroRNA 122 Leads to Reduced Blood Levels of Kidney-Derived Erythropoietin and Anemia
Gastroenterology, 999-1010 (2016)
Shan-Ming Chen et al.
Scientific reports, 10(1), 20319-20319 (2020-11-25)
Pancreatic cancer is one of the most lethal and chemo-resistant cancers worldwide. Growing evidence supports the theory that the gut microbiota plays an essential role in modulating the host response to anti-cancer therapy. The present study aimed to explore the
Membrane Proteome Analysis of Cerulein-Stimulated Pancreatic Acinar Cells: Implication for Early Event of Acute Pancreatitis
Jangwon Lee
Gut and Liver, 4(1) (2010)
Abba Kastin, Abba J. Kastin
Handbook of Biologically Active Peptides (2011)
Acinar cell apoptosis and the origin of tubular complexes in caerulein-induced pancreatitis
Lynne E Reid
International Journal of Experimental Pathology (1999)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service