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ChemicalBook--->CAS DataBase List--->50909-86-9

50909-86-9

50909-86-9 Structure

50909-86-9 Structure
IdentificationBack Directory
[Name]

COELENTERAZINE H
[CAS]

50909-86-9
[Synonyms]

COEL
CLZ-H
CLZN-H
ENTERAZINE H
Colenterazine H
H-coelenterazine
COELENTERAZINE H
Renilla Luciferin
LUCIFERIN (RENILLA)
2-DEOXYCOELENTERAZINE
Coelenterazine h solid
CLZN h [Coelenterazine h]
COELENTERAZINE-H, SYNTHETIC
2-(4-DEHYDROXY)COELENTERAZINE
Coelenterazine.UltraPure grade.
2-Deoxycoelenterazine Luciferin (Renilla)
2,8-dibenzyl-6-(4-hydroxyphenyl)iMidazo[1,2-a]pyrazin-3(7H)-one
2,8-dibenzyl-6-(4-hydroxyphenyl)imidazo[1,20-a]pyrazin-3(7H)one
2,8-DIBENZYL-6-(P-HYDROXYPHENYL)-IMIDAZO[1,2A]PYRAZIN-3-(7H)-ONE
2-BENZYL-6-(P-HYDROXYPHENYL)-8-BENZYLIMIDAZO[1,2-A]PYRAZIN-3-(7H)-ONE
Imidazo[1,2-a]pyrazin-3(7H)-one, 6-(4-hydroxyphenyl)-2,8-bis(phenylmethyl)-
[Molecular Formula]

C26H21N3O2
[MDL Number]

MFCD00798394
[MOL File]

50909-86-9.mol
[Molecular Weight]

407.46
Chemical PropertiesBack Directory
[Melting point ]

>200℃
[Boiling point ]

593.5±60.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in methanol, ethanol
[form ]

solid
[pka]

10.50±0.30(Predicted)
[color ]

Yellow
[λmax]

437nm
[Stability:]

Stable for 1 year from ate of purchase as supplied. Solutions in DMSO or methanol may be stored at -20°C for up to 1 month.
[Biological Applications]

Calcium indicator; assaying luminescent enzyme; measuring luciferase activity; as a substrate for luciferase; screening HIV-1 protease inhibitors; bioluminescence resonance energy transfer (BRET) detection system
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

2933998090
Hazard InformationBack Directory
[Description]

Coelenterazine-h (50909-86-9) may be used as a substrate in gene reporter assays, live cell assays, and biochemical assays (ELISA, BRET etc). Renilla luciferase catalyzes coelenterazine oxidation by oxygen to produce light. Coelenterazine-h produces 10-fold higher light output than native coelenterazine. Coelenterazine-h also undergoes autoluminescence, which is enhanced by superoxide anion and peroxynitrite in cells.
[Uses]

Coelenterazine h, is a derivative of Coelenterazine (C636000), and iis more sensitive to Ca2+ than is the native complex, thus providing a valuable tool for measuring small changes in Ca2+ concentrations.
[Definition]

ChEBI: Renilla luciferin is a member of phenols and an imidazopyrazine. It has a role as a luciferin. It derives from a hydride of an imidazo[1,2-a]pyrazine.
[General Description]

Coelenterazine is an imidazopyrazinone derivative. It is a substrate for bioluminescence in many luminous marine organisms.
[Biochem/physiol Actions]

10 times higher luminescence intensity than native coelenterazine.
[storage]

Store at -20°C ,protect from light
[References]

1) Shimomura?et al. (1989),?Semi-synthetic aequorins with improved sensitivity to Ca2+ ions; Biochem. J.,?261?913 2) Nakajima-Shimada?et al.?(1991),?Monitoring of intracellular calcium in Saccharomyces cerevisiae with an apoaequorin cDNA expression system; Proc. Natl. Acad. Sci. USA,?88?6878 3) Inouye?et al. (1992),?Monitoring gene expression in Chinese hamster ovary cells using secreted apoaequorin; Anal. Biochem.,?201?114
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