Coelenterazine
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
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)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-24/25
- WGK Germany
- 3
- F
- 10
- HS Code
- 29339900
MSDS
- Language:English Provider:SigmaAldrich
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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