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

Eloi Coutant (1) , Sophie Goyard (2) , Vincent Hervin (1) , Glwadys Gagnot (1, 3) , Racha Baatallah (1) , Yves Jacob (4) , Thierry Rose (2) , Yves Louis Janin (1)

1 Chimie et Biocatalyse
2 CITECH - Centre de Recherche et Innovation Technologique
3 UPD5 - Université Paris Descartes - Paris 5
4 GMV-ARN (UMR_3569 / U-Pasteur_2) - Génétique Moléculaire des Virus à ARN - Molecular Genetics of RNA Viruses

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.

Domains: Chemical Sciences; Organic chemistry

Eloi Coutant, Sophie Goyard, Vincent Hervin, Glwadys Gagnot, Racha Baatallah, et al.. Gram-scale synthesis of luciferins derived from coelenterazine and original insights into their bioluminescence properties. Organic & Biomolecular Chemistry, 2019, 15, ⟨10.1039/c9ob00459a⟩. ⟨pasteur-02072739⟩