Gram-scale synthesis of luciferins derived from coelenterazine and original insights into their bioluminescence properties

Eloi P. Coutant; Sophie Goyard; Vincent Hervin; Glwadys Gagnot; Racha Baatallah; Yves Jacob; Thierry Rose; Yves L. Janin

doi:10.1039/c9ob00459a

January 1, 2019Organic & Biomolecular ChemistryOpen Access

Gram-scale synthesis of luciferins derived from coelenterazine and original insights into their bioluminescence properties

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Key Points

Develop an efficient gram-scale synthesis for O-acetylated coelenterazine and furimazine analogues and evaluate their bioluminescent properties.
Synthesized gram-scale quantities of O-acetylated coelenterazine, furimazine, and hydroxy-bearing luciferin analogues.
Assessed and compared bioluminescence emission profiles over a two-hour period using the nanoKAZ/NanoLuc luciferase reporter system.
Achieved successful gram-scale synthesis of O-acetylated and hydroxy-bearing coelenterazine derivatives.
Observed distinct two-hour bioluminescence kinetics and emission profiles among analogues paired with nanoKAZ/NanoLuc luciferase, providing functional criteria for substrate selection.

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Implication

Experimental study reveals distinct bioluminescent kinetics across scalable luciferin analogues in NanoLuc assays, highlighting tailored substrate selection for cellular imaging.

Abstract

An original gram-scale synthesis of O-acetylated forms of coelenterazine, furimazine or hydroxy-bearing analogues of luciferins is described. The comparison over two hours of their bioluminescence, using the nanoKAZ/NanoLuc luciferase, provides remarkable insights useful for the selection of a substrate adapted for a given application.

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Coutant et al. (2019) studied this question.

synapsesocial.com/papers/6a70fa8e45e51b8c202740b1 https://doi.org/10.1039/c9ob00459a

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Gram-scale synthesis of luciferins derived from coelenterazine and original insights into their bioluminescence properties

Key Points

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Abstract

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Cite This Study

Gram-scale synthesis of luciferins derived from coelenterazine and original insights into their bioluminescence properties

Key Points

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Implication

Abstract

Discussion

Cite This Study

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