233900

Coelenterazine

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

• Synonyme(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
• Formule empirique (notation de Hill) : C₂₆H₂₁N₃O₃
• CAS Number: 55779-48-1
• Poids moléculaire : 423.46
• Numéro MDL: MFCD00467176
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: Coelenterazine, A cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescence probe of the superoxide anion.
• Niveau de qualité: 100
• Essai: ≥90% (TLC)
• Forme: solid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: brown
• Solubilité: methanol: 1 mg/mL; ethanol: soluble
• Conditions d'expédition: ambient
• Température de stockage: −20°C
• Chaîne SMILES: [n]21c(nc([c]2=O)Cc5ccc(cc5)O)c([nH]c(c1)c4ccc(cc4)O)Cc3ccccc3
• 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
• Clé InChI: YHIPILPTUVMWQT-UHFFFAOYSA-N

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Standard Handling (A)

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable