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Coelenterazine

Catalog No.
B6010
luminescent enzyme substrate
Grouped product items
SizePriceStock Qty
1mg
$105.00
In stock
5mg
$315.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Target: superoxide anion

IC50: 69 μM (rat hepatocytes cells)

The small molecule coelenterazine, a luminescent enzyme substrate, can react with the reactive oxygen species (ROS) superoxide anion and peroxynitrite and produce a chemiluminescent signal [1]. Therefore, coelenterazine is used for monitoring reporter genes in ELISA, BRET, and HTS techniques. Reactive oxygen species (ROS) play an important role in tumor development and survival and it is a new treatment strategy to target the cancer-specific ROS.

In vitro: Coelenterazine showed antioxidative properties in primary cultures of rat hepatocytes subjected to the oxidant tert-butyl hydroperoxide (t-BHP). Coelenterazine (3-10 μM) concentration-dependently increased survival and decreased lipid peroxidation in rat hepatocytes treated for 6 hr with t-BHP (250 μM) [2]. In addition, Coelenterazine (10 μmol/l) can be used to assay superoxide anion concentrations in cancer cell lines [1].

In vivo: the small molecule coelenterazine (5 mg/kg, intravenous administration) was a potential reporter of cancer-associated superoxide anion in the 4T1 breast adenocarcinoma mouse model [1]. Gli36-Rluc or Gli36-Gluc cells were injected into the leg muscle of nude mice. The mice were injected with 4 mg/kg of coelenterazine and imaged by a cooled charge-coupled device camera [3].

References:
1.  Bronsart LL, Stokes C, Contag CH. Multimodality Imaging of Cancer Superoxide Anion Using the Small Molecule Coelenterazine. Mol Imaging Biol. 2016;18(2):166-71.
2.  Dubuisson ML, de Wergifosse B, Trouet A, Baguet F, Marchand-Brynaert J, Rees JF. Antioxidative properties of natural coelenterazine and synthetic methyl coelenterazine in rat hepatocytes subjected to tert-butyl hydroperoxide-induced oxidative stress. Biochem Pharmacol. 2000;60(4):471-8.
3.  Morse D, Tannous BA. A water-soluble coelenterazine for sensitive in vivo imaging of coelenterate luciferases. Mol Ther. 2012;20(4):692-3.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt423.46
Cas No.55779-48-1
FormulaC26H21N3O3
Solubility≥42.3mg/mL in DMSO
Chemical Name8-benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one
SDFDownload SDF
Canonical SMILESOC1=CC=C(CC(C2=O)=NC3=C(NC(C4=CC=C(O)C=C4)=CN32)CC5=CC=CC=C5)C=C1
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

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