| Identification | Back 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 Properties | Back 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 | [Appearance]
Yellow Solid | [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 | [InChI]
InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2 | [InChIKey]
KAEGGIFPLJZUOZ-UHFFFAOYSA-N | [SMILES]
C12N=C(CC3=CC=CC=C3)C(=O)N1C=C(C1=CC=C(O)C=C1)NC=2CC1=CC=CC=C1 |
| Hazard Information | Back 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 |
|
|