Coelenterazine

Coelenterazine
  • CAS No.:55779-48-1
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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
EINECS:
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
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
pka9.91±0.15(Predicted)
form solid
color yellow
Sensitive Moisture & Light Sensitive
λmax429nm
Biological ApplicationsCalciumindicator; detecting luciferase,protease,gene expression,nucleic acids,proteins,stem cells,quantum dot conjugates,superoxide; tracing protein dynamics; as a substrate for luciferase,alka
InChIKeyYHIPILPTUVMWQT-UHFFFAOYSA-N
CAS DataBase Reference55779-48-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 3
10
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
Coelenterazine Usage And Synthesis
Chemical PropertiesYellow Solid
UsesCoelenterazine, 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
UsesCoelenterazine 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.
DefinitionChEBI: 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 DescriptionCoelenterazine is a luciferin molecule, which is utilized by several luciferases, such as Renilla,?Oplophorus and?Periphylla.
Biochem/physiol ActionsLuminophore 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.
Coelenterazine Preparation Products And Raw materials

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