All Photos(1)
Synonym(s):
3,2-Dihydro-2-(p-hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazolo[1,2-a]pyrazin-3-one, CLZN
Empirical Formula (Hill Notation):
C26H21N3O3
CAS Number:
Molecular Weight:
423.46
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Recommended Products
Assay
≥95% (TLC)
form
solid
solubility
methanol and ethanol: soluble
storage temp.
−20°C
SMILES string
Oc1ccc(CC2=NC3=C(Cc4ccccc4)NC(=CN3C2=O)c5ccc(O)cc5)cc1
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
General description
Coelenterazine is a luciferin molecule, which is utilized by several luciferases, such as Renilla, Oplophorus and Periphylla.
Application
Coelenterazine, native was used:-
- For Aequorin assays
- For measuring the intracellular calcium concentration in response to ionomycin or PMA using aequorin in COS-7 cells
- In Bioluminescence imaging for analysing the presence of virus-dependent luciferase activity
Biochem/physiol Actions
Luminophore of the aequorin complex which is oxidized by oxygen to illuminate at 465 nm when Ca2+ binds to the complex; used to measure Ca2+ concentration in cells with high sensitivity and large dynamic range.
Caution
Protect from exposure to light
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Darren R Ritsick et al.
Free radical biology & medicine, 43(1), 31-38 (2007-06-15)
The catalytic subunit gp91phox (Nox2) of the NADPH oxidase of mammalian phagocytes is activated by microbes and immune mediators to produce large amounts of reactive oxygen species (ROS) which participate in microbial killing. Homologs of gp91phox, the Nox and Duox
New bioluminescent coelenterazine derivatives with various C-6 substitutions
Jiang T, et al.
Organic & Biomolecular Chemistry, 15(33), 7008-7018 (2017)
M Sarah S Bovenberg et al.
Analytical chemistry, 84(2), 1189-1192 (2011-12-14)
Secreted Gaussia luciferase (Gluc) has been shown to be a useful tool for ex vivo monitoring of in vivo biological processes. The Gluc level in the blood was used to detect tumor growth, metastasis and response to therapy, gene transfer
Satoshi Inouye et al.
Protein expression and purification, 88(1), 150-156 (2013-01-01)
The cold-induced expression system in Escherichia coli is useful and we have applied this system to prepare the coelenterazine-utilizing luciferases including Renilla luciferase (RLase), a red-shifted variant of Renilla luciferase (RLase-547), the catalytic domain of Oplophorus luciferase (19kOLase) and Gaussia
Anca Dragulescu-Andrasi et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(29), 12060-12065 (2011-07-07)
Identifying protein-protein interactions (PPIs) is essential for understanding various disease mechanisms and developing new therapeutic approaches. Current methods for assaying cellular intermolecular interactions are mainly used for cells in culture and have limited use for the noninvasive assessment of small
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