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Rapid and scalable assembly of firefly luciferase substrates.


ABSTRACT: Bioluminescence imaging with luciferase-luciferin pairs is a popular method for visualizing biological processes in vivo. Unfortunately, most luciferins are difficult to access and remain prohibitively expensive for some imaging applications. Here we report cost-effective and efficient syntheses of d-luciferin and 6'-aminoluciferin, two widely used bioluminescent substrates. Our approach employs inexpensive anilines and Appel's salt to generate the luciferin cores in a single pot. Additionally, the syntheses are scalable and can provide multi-gram quantities of both substrates. The streamlined production and improved accessibility of luciferin reagents will bolster in vivo imaging efforts.

SUBMITTER: McCutcheon DC 

PROVIDER: S-EPMC4318752 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature

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Rapid and scalable assembly of firefly luciferase substrates.

McCutcheon David C DC   Porterfield William B WB   Prescher Jennifer A JA  

Organic & biomolecular chemistry 20150201 7


Bioluminescence imaging with luciferase-luciferin pairs is a popular method for visualizing biological processes in vivo. Unfortunately, most luciferins are difficult to access and remain prohibitively expensive for some imaging applications. Here we report cost-effective and efficient syntheses of d-luciferin and 6'-aminoluciferin, two widely used bioluminescent substrates. Our approach employs inexpensive anilines and Appel's salt to generate the luciferin cores in a single pot. Additionally,  ...[more]

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