1. Brominated Luciferins Are Versatile Bioluminescent Probes
- Author
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Filipp Furche, Brandon T. Krull, Rachel C. Steinhardt, Jake Kwon, Brian Nguyen, Krysten A. Jones, David C. McCutcheon, Jennifer A. Prescher, Jason M. Yu, Yuhang Yang, and Colin M. Rathbun
- Subjects
Light ,Halogenation ,Luminescent Measurements ,Mice, Transgenic ,Firefly luciferin ,Firefly Luciferin ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Article ,Transgenic ,Cell Line ,Appel's salt ,Mice ,Medicinal and Biomolecular Chemistry ,chemistry.chemical_compound ,Luciferases, Firefly ,Cell Line, Tumor ,Animals ,Humans ,Bioluminescence ,Bioluminescence imaging ,Luciferase ,Luciferases ,Firefly ,Molecular Biology ,Tumor ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Low dose ,Fireflies ,imaging ,Substrate (chemistry) ,luciferase ,bioluminescence ,Luciferin ,Combinatorial chemistry ,0104 chemical sciences ,Kinetics ,HEK293 Cells ,Molecular Medicine ,Biochemistry and Cell Biology ,luciferin - Abstract
We report a set of brominated luciferins for bioluminescence imaging. These regioisomeric scaffolds were accessed by using a common synthetic route. All analogues produced light with firefly luciferase, although varying levels of emission were observed. Differences in photon output were analyzed by computation and photophysical measurements. The brightest brominated luciferin was further evaluated in cell and animal models. At low doses, the analogue outperformed the native substrate in cells. The remaining luciferins, although weak emitters with firefly luciferase, were inherently capable of light production and thus potential substrates for orthogonal mutant enzymes.
- Published
- 2016
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