Coelenteramide

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H21N3O3
Molecular Weight	411.4525
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC=C(CC(=O)NC2=NC=C(N=C2CC3=CC=CC=C3)C4=CC=C(O)C=C4)C=C1

InChI

InChIKey=CJIIERPDFZUYPI-UHFFFAOYSA-N

InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Discharged photoprotein obelin: fluorescence peculiarities.	2010-10-05	20678944
Ca2+-regulated photoproteins: effective immunoassay reporters.	2010	22163526
Picosecond fluorescence relaxation spectroscopy of the calcium-discharged photoproteins aequorin and obelin.	2009-11-10	19810751
[The mechanism of formation of emitter by fluorescence of calcium-discharged obelin].	2009-10-03	19795783
Reconstitution of blue fluorescent protein from recombinant apoaequorin and synthetic coelenteramide.	2009-09-04	19549504
The cAMP-dependent protein kinase inhibitor H-89 attenuates the bioluminescence signal produced by Renilla Luciferase.	2009-05-21	19461967
Reporter proteins in whole-cell optical bioreporter detection systems, biosensor integrations, and biosensing applications.	2009	22291559
Mutational optimization of the coelenterazine-dependent luciferase from Renilla.	2008-09-30	18826616
Spectral components of bioluminescence of aequorin and obelin.	2008-08-21	18602272
Crystal structures of the luciferase and green fluorescent protein from Renilla reniformis.	2007-12-07	17980388
Imidazole-assisted catalysis of luminescence reaction in blue fluorescent protein from the photoprotein aequorin.	2007-03-16	17254548
Effect of heavy atoms in bioluminescent reactions.	2007-03	17237922
Blue fluorescent protein from the calcium-sensitive photoprotein aequorin: catalytic properties for the oxidation of coelenterazine as an oxygenase.	2006-04-03	16545379
Interchange of aequorin and obelin bioluminescence color is determined by substitution of one active site residue of each photoprotein.	2005-02-14	15710383
Blue fluorescent protein from the calcium-sensitive photoprotein aequorin is a heat resistant enzyme, catalyzing the oxidation of coelenterazine.	2004-11-05	15527769
Identification of the luciferin-luciferase system and quantification of coelenterazine by mass spectrometry in the deep-sea luminous ostracod Conchoecia pseudodiscophora.	2004-11-05	15515099
Crystal structure of a Ca2+-discharged photoprotein: implications for mechanisms of the calcium trigger and bioluminescence.	2004-08-06	15155735
Preparation and X-ray crystallographic analysis of the Ca2+-discharged photoprotein obelin.	2004-03	14993677
Violet bioluminescence and fast kinetics from W92F obelin: structure-based proposals for the bioluminescence triggering and the identification of the emitting species.	2003-05-27	12755603
Recombinant Gaussia luciferase. Overexpression, purification, and analytical application of a bioluminescent reporter for DNA hybridization.	2002-09-01	12236345
Structural basis for the emission of violet bioluminescence from a W92F obelin mutant.	2001-10-12	11602262

Patents

Name

Type

Language

Oxyluciferin (Oplophorus)

Preferred Name

English

Coelenteramide

Common Name

English

2-(4-HYDROXYPHENYL)-N-(5-(4-HYDROXYPHENYL)-3-(PHENYLMETHYL)PYRAZIN-2-YL)ETHANAMIDE

Systematic Name

English

4-Hydroxy-N-[5-(4-hydroxyphenyl)-3-(phenylmethyl)-2-pyrazinyl]benzeneacetamide

Systematic Name

English

3-Benzyl-5-(4-hydroxyphenyl)-2-[[(4-hydroxyphenyl)acetyl]amino]pyrazi

Systematic Name

English

2-(p-Hydroxyphenylacetyl)amino-3-benzyl-5-(p-hydroxyphenyl)pyrazine

Systematic Name

English

Benzeneacetamide, 4-hydroxy-N-[5-(4-hydroxyphenyl)-3-(phenylmethyl)-2-pyrazinyl]-

Systematic Name

English

Code System Code Type Description

CAS

50611-86-4