Coelenterazine

Coelenterazine is a luciferin, a light-emitting biomolecule that serves as a substrate for luciferases or as a constituent of photoproteins, including aequorin. The oxidation of coelenterazine to coelenteramide is accompanied by emission of blue light (emission maximum, 460-470 nm). Luciferase-mediated oxidation of coelenterazine or a derivative is used as an energy donor, typically to a form of green or yellow fluorescent protein, in bioluminescent resonance energy transfer studies. Alternatively, the calcium-mediated release of coelenterazine from aequorin, followed by non-enzymatic oxidation of this compound, results in bioluminescence. As light emission depends on both calcium and cellular redox status, this reaction is used to non-fluorescently detect changes in calcium level and redox status.Formal Name: 6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)-imidazo[1,2-a]pyrazin-3(7H)-one. CAS Number: 55779-48-1. Synonyms: Luciferin (Oplophorus), Preluciferin (Watasenia). Molecular Formula: C26H21N3O3. Formula Weight: 423.5. Purity: >85%. Emission: 460-470 nm. Formulation: (Request formulation change), A crystalline solid. Solubility: Ethanol: 0.5 mg/ml, Methanol: 0.5 mg/ml. SMILES: OC1=CC=C(C2=CN3C(N=C(CC4=CC=C(O)C=C4)C3=O)=C(CC5=CC=CC=C5)N2)C=C1. InChi Code: InChI=1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,27,30-31H,14-15H2. InChi Key: YHIPILPTUVMWQT-UHFFFAOYSA-N.