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Merck
CN

07372

Coelenterazine

Synonym(s):

8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one

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About This Item

Empirical Formula (Hill Notation):
C26H21N3O3
CAS Number:
55779-48-1
Molecular Weight:
423.46
UNSPSC Code:
12352200
PubChem Substance ID:
329748418
MDL number:
MFCD00467176

Key Documents

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fluorescence

λex 400 nm; λem 514 nm in 0.1 M phosphate pH 7.0

suitability

corresponds for UV spectrum

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Assay of mitochondrial calcium flux; calcium fosters the decomposition to CO2 and coelenteramide with bioluminescence.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
Takahiro Suzuki et al.
Analytical biochemistry, 415(2), 182-189 (2011-04-12)
We have developed a method of video rate bioluminescence imaging to investigate protein secretion from a single mammalian cell and analyzed the localization, secretory frequency, and quantification of secreted protein. By detecting the luminescence signals from the Gaussia luciferase (GLase)
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
Elena V Eremeeva et al.
FEBS letters, 586(23), 4173-4179 (2012-10-24)
Many proteins require a non-covalently bound ligand to be functional. How ligand binding affects protein conformation is often unknown. Here we address thermal unfolding of the free and ligand-bound forms of photoprotein obelin. Fluorescence and far-UV circular dichroism (CD) data
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Global Trade Item Number

SKUGTIN
151572-25G04061838739278
151572-100G04061838346148

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