Abstract
A series of new coelenterazine analogs with varying substituents at the C-6 position of the imidazopyrazinone core have been designed and synthesized for the extension of bioluminescence substrates. Some of them display excellent bioluminescence properties compared to DeepBlueC™ or native coelenterazine with both in vitro and in vivo biological evaluations, thus placing these derivatives among the most ideal substrates for Renilla bioluminescence applications.
Highlights
Bioluminescence, as a special form of chemiluminescence, is a natural phenomenon that emits cold light resulting from the reaction catalyzed by the corresponding luciferase in biological systems
Some coelenterazine derivatives including coelenterazine h, coelenterazine 400a (DeepBlueCTM), coelenterazine f, coelenterazine fcp and coelenterazine hcp were firstly reported by the Cormier lab during the period of 1973–1979.28,29 Besides, several characteristic coelenterazine analogues have been designed and synthesized in recent years
Promega Corporation developed a new coelenterazine derivative named furimazine that contains a furan group at the C-2 position in 2012.30 Furimazine is a potent substrate for NanoLuc, an Oplophorus luciferase variant engineered by Promega Corporation
Summary
Bioluminescence, as a special form of chemiluminescence, is a natural phenomenon that emits cold light resulting from the reaction catalyzed by the corresponding luciferase in biological systems. It is of great significance that the compound B2 is superior over coelenterazine: it demonstrated higher bioluminescence intensity, better kinetic characteristics, brighter and longer emission with Rluc in cellulo and in vivo.
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