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An ICT-Based Approach to Ratiometric Fluorescence Imaging of Hydrogen Peroxide Produced in Living Cells
Abstract
We present the synthesis, properties, and biological applications of Peroxy Lucifer 1 (PL1), a new fluorescent probe for imaging hydrogen peroxide produced in living cells by a ratiometric response. PL1 utilizes a chemoselective boronate-based switch to detect hydrogen peroxide by modulation of internal charge transfer (ICT) within a 1,8-naphthalimide dye. PL1 features high selectivity for hydrogen peroxide over similar reactive oxygen species, including superoxide, and nitric oxide, and a 65 nm shift in emission from blue-colored fluorescence to green-colored fluorescence upon reaction with peroxide. Two-photon confocal microscopy experiments in live macrophages show that PL1 can ratiometrically visualize localized hydrogen peroxide bursts generated in living cells at immune response levels.
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Citations
Cited by
Chemistry and biology of reactive oxygen species in signaling or stress responses
Dickinson, B. C., & Chang, C. J. (2011) · Nature Chemical Biology · doi:10.1038/nchembio.607 · Cited by 1,821
Self-citationFluorescent and luminescent probes for detection of reactive oxygen and nitrogen species
Chen, X., Tian, X., Shin, I., & Yoon, J. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15037e · Cited by 980
Ratiometric optical nanoprobes enable accurate molecular detection and imaging
Huang, X., Song, J., Yung, B. C., Huang, X., Xiong, Y., & Chen, X. (2018) · Chemical Society Reviews · doi:10.1039/c7cs00612h · Cited by 820
Wan, Q., Chen, S., Shi, W., Li, L., & Ma, H. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201405742 · Cited by 420
Redox Signaling by Reactive Electrophiles and Oxidants
Parvez, S., Long, M. J. C., Poganik, J. R., & Aye, Y. (2018) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00698 · Cited by 359
Metadata
- Authors
- Srikun, D., Miller, E. W., Domaille, D. W., & Chang, C. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-03-13
- Volume
- 130
- Issue
- 14
- Pages
- 4596-4597
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1985802355
- Cited by
- 543
- References
- 0
- FWCI
- 11.28
- Type
- journal article
- Language
- en
- Open access
- closed
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- Srikun, D., Miller, E. W., Domaille, D. W., & Chang, C. J. (2008). An ICT-Based Approach to Ratiometric Fluorescence Imaging of Hydrogen Peroxide Produced in Living Cells. Journal of the American Chemical Society. https://doi.org/10.1021/ja711480f
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