Brominated Luciferins Are Versatile Bioluminescent Probes
Abstract
Here, 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.
- Authors:
-
- Univ. of California, Irvine, CA (United States). Dept. of Chemistry
- Univ. of California, Irvine, CA (United States). Dept. of Molecular Biology and Biochemistry
- Univ. of California, Irvine, CA (United States). Dept. of Chemistry; Univ. of California, Irvine, CA (United States). Dept. of Pharmaceutical Sciences
- Publication Date:
- Research Org.:
- Univ. of California, Irvine, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); National Institutes of Health (NIH)
- OSTI Identifier:
- 1423816
- Grant/Contract Number:
- SC0008694
- Resource Type:
- Accepted Manuscript
- Journal Name:
- ChemBioChem: a European journal of chemical biology
- Additional Journal Information:
- Journal Volume: 18; Journal Issue: 1; Journal ID: ISSN 1439-4227
- Publisher:
- ChemPubSoc Europe
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Steinhardt, Rachel C., Rathbun, Colin M., Krull, Brandon T., Yu, Jason M., Yang, Yuhang, Nguyen, Brian D., Kwon, Jake, McCutcheon, David C., Jones, Krysten A., Furche, Filipp, and Prescher, Jennifer A. Brominated Luciferins Are Versatile Bioluminescent Probes. United States: N. p., 2016.
Web. doi:10.1002/cbic.201600564.
Steinhardt, Rachel C., Rathbun, Colin M., Krull, Brandon T., Yu, Jason M., Yang, Yuhang, Nguyen, Brian D., Kwon, Jake, McCutcheon, David C., Jones, Krysten A., Furche, Filipp, & Prescher, Jennifer A. Brominated Luciferins Are Versatile Bioluminescent Probes. United States. https://doi.org/10.1002/cbic.201600564
Steinhardt, Rachel C., Rathbun, Colin M., Krull, Brandon T., Yu, Jason M., Yang, Yuhang, Nguyen, Brian D., Kwon, Jake, McCutcheon, David C., Jones, Krysten A., Furche, Filipp, and Prescher, Jennifer A. Thu .
"Brominated Luciferins Are Versatile Bioluminescent Probes". United States. https://doi.org/10.1002/cbic.201600564. https://www.osti.gov/servlets/purl/1423816.
@article{osti_1423816,
title = {Brominated Luciferins Are Versatile Bioluminescent Probes},
author = {Steinhardt, Rachel C. and Rathbun, Colin M. and Krull, Brandon T. and Yu, Jason M. and Yang, Yuhang and Nguyen, Brian D. and Kwon, Jake and McCutcheon, David C. and Jones, Krysten A. and Furche, Filipp and Prescher, Jennifer A.},
abstractNote = {Here, 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.},
doi = {10.1002/cbic.201600564},
journal = {ChemBioChem: a European journal of chemical biology},
number = 1,
volume = 18,
place = {United States},
year = {Thu Dec 08 00:00:00 EST 2016},
month = {Thu Dec 08 00:00:00 EST 2016}
}
Web of Science
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Works referencing / citing this record:
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