Basic information Safety Supplier Related

Coelenterazine

Basic information Safety Supplier Related

Coelenterazine Basic information

Product Name:
Coelenterazine
Synonyms:
  • 8-BENZYL-2-(4-HYDROXYBENZYL)-6-(4-HYDROXYPHENYL)IMIDAZO[1,2-A]PYRAZIN-3(7H)-ONE
  • 2-[(4-HYDROXYPHENYL)METHYL]-6-(4-HYDROXYPHENYL)-8-(PHENYLMETHYL)-IMDAZO[1,2-A]PYRAZIN-3-(7H)-ONE
  • Coelenteramine 2-[(4-Hydroxyphenyl)methyl]-6-(4-hydroxyphenyl)-8-(phenylmethyl)-imdazo[1,2-a]pyrazin-3-(7H)-one
  • Imidazo[1,2-a]pyrazin-3(7H)-one,6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)-
  • Oplophorus luciferin

  • 2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzyl-imidazo[1,2-a]pyrazin-3-(7 H)-one
  • Coelenterazin
  • Luciferin (oplophorus)
CAS:
55779-48-1
MF:
C26H21N3O3
MW:
423.46
Product Categories:
  • Fluorescent Labels and Indicators
  • Fluorescent Labels & Indicators
  • Imidazo[1,2-a]pyrazin-3(7H)-one
  • Heterocycle
  • API
Mol File:
55779-48-1.mol
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Coelenterazine Chemical Properties

Melting point:
176–181 ℃ (decompose)
Boiling point:
641.4±65.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
methanol and ethanol: soluble
pka
9.91±0.15(Predicted)
form 
solid
color 
yellow
Sensitive 
Moisture & Light Sensitive
λmax
429nm
Biological Applications
Calciumindicator; detecting luciferase,protease,gene expression,nucleic acids,proteins,stem cells,quantum dot conjugates,superoxide; tracing protein dynamics; as a substrate for luciferase,alka
InChIKey
YHIPILPTUVMWQT-UHFFFAOYSA-N
CAS DataBase Reference
55779-48-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
10
HS Code 
29339900

MSDS

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Coelenterazine Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

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

Uses

Coelenterazine is a luminophore of the aequorin complex which is oxidized by oxygen to illuminate at 465nm when Ca2+ binds to the complex. Used to measure Ca2+ concentration in cells with high sensitivity an dlarge dynamic range.

Definition

ChEBI: An imidazopyrazine that is imidazo[1,2-a]pyrazin-3(7H)-one in which positions 2, 6, and 8 are substituted by 4-hydroxybenzyl, 4-hydroxyphenyl, and benzyl groups, respectively.

General Description

Coelenterazine is a luciferin molecule, which is utilized by several luciferases, such as Renilla,?Oplophorus and?Periphylla.

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.

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