233900

Coelenterazine

≥90% (TLC), solid, chemiluminescence probe of the superoxide anion, Calbiochem^®

• Synonym(s): Coelenterazine, 2-( p-Hydroxybenzyl)-6-( p-hydroxyphenyl)-8-benzylimidazo[1,2-a]pyrazin-3-(7H)-one, 2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazo[1,2-a]pyrazin-3-(7H)-one
• Empirical Formula (Hill Notation): C₂₆H₂₁N₃O₃
• CAS Number: 55779-48-1
• Molecular Weight: 423.46
• MDL number: MFCD00467176
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• product name: Coelenterazine, A cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescence probe of the superoxide anion.
• Quality Level: 100
• Assay: ≥90% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: brown
• solubility: methanol: 1 mg/mL; ethanol: soluble
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,27,30-31H,14-15H2
• InChI key: YHIPILPTUVMWQT-UHFFFAOYSA-N

Description

General description

Coelenterazine (CTZ), a small prosthetic group, is a luciferin or light-producing compound present in luminous marine organisms. The imidazopyrazinone ring in CTZ is responsible for its luminous properties. This chemiluminescent dye is soluble in methanol and poorly soluble in water. CTZ can be oxidized with the help of bovine serum albumin (BSA) and several other luciferases.

Application

Coelenterazine - CAS 55779-48-1 – Calbiochem may be used:

• to determine superoxide production
• to determine free radical production
• in cell suspension buffer for in vivo reconstitution of aequorin

Biochem/physiol Actions

Coelenterazine (CTZ) is a cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescence probe of the superoxide anion. It can also be used for detecting changes in intracellular Ca²⁺ in cells that have been transfected with apoaequorin cDNA. CTZ functions as a powerful antioxidant. It serves as a substrate for multidrug resistance protein 1 (MDR1) P-glycoprotein (ATP-binding cassette sub-family B member 1 (ABCB1)/Pgp) and can bind with apoaequorin to form the active aequorin complex. It can be mainly used to quantify the formation of superoxide in neutrophils.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable