Caerulein

SIGMA/C9026 - ≥95% (HPLC)

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

CAS Number: 17650-98-5
Empirical Formula (Hill Notation): C₅₈H₇₃N₁₃O₂₁S₂
Molecular Weight: 1352.40
MDL Number: MFCD00076478
Linear Formula: C₅₈H₇₃N₁₃O₂₁S₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C9026-.1MG	0.1 mg	$126.00 1/EA	Add To Favorites
45-C9026-.5MG	0.5 mg	$370.00 1/EA	Add To Favorites
45-C9026-1MG	1 mg	$551.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
color	white
form	powder
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
Quality Level	200
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
storage temp.	−20°C
technique(s)	immunohistochemistry: suitable

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.
Biochem/physiol Actions:	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.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352209

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