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BODIPY-Based Ratiometric Fluorescent Sensor for Highly Selective Detection of Glutathione over Cysteine and Homocysteine
Abstract
We report a ratiometric fluorescent sensor based on monochlorinated BODIPY for highly selective detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy). The chlorine of the monochlorinated BODIPY can be rapidly replaced by thiolates of biothiols through thiol-halogen nucleophilic substitution. The amino groups of Cys/Hcy but not GSH further replace the thiolate to form amino-substituted BODIPY. The significantly different photophysical properties of sulfur- and amino-substituted BODIPY enable the discrimination of GSH over Cys and Hcy. The sensor was applied for detection of GSH in living cells.
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Citations
Cites
BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties
Loudet, A., & Burgess, K. (2007) · Chemical Reviews · doi:10.1021/cr078381n · Cited by 5,238
Fluorescent and colorimetric probes for detection of thiols
Chen, X., Zhou, Y., Peng, X., & Yoon, J. (2010) · Chemical Society Reviews · doi:10.1039/b925092a · Cited by 1,580
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Applications of Supramolecular Anion Recognition
Busschaert, N., Caltagirone, C., Van Rossom, W., & Gale, P. A. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00099 · Cited by 1,249
Design strategies of fluorescent probes for selective detection among biothiols
Niu, L.-Y., Chen, Y.-Z., Zheng, H.-R., Wu, L.-Z., Tung, C.-H., & Yang, Q.-Z. (2015) · Chemical Society Reviews · doi:10.1039/c5cs00152h · Cited by 870
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Umezawa, K., Yoshida, M., Kamiya, M., Yamasoba, T., & Urano, Y. (2017) · Nature Chemistry · doi:10.1038/nchem.2648 · Cited by 508
BODIPY‐Based Photodynamic Agents for Exclusively Generating Superoxide Radical over Singlet Oxygen
Teng, K., Chen, W., Niu, L., Fang, W., Cui, G., & Yang, Q. (2021) · Angewandte Chemie International Edition · doi:10.1002/anie.202106748 · Cited by 445
Self-citationMulticomponent Platinum(II) Cages with Tunable Emission and Amino Acid Sensing
Zhang, M., Saha, M. L., Wang, M., Zhou, Z., Song, B., Lu, C., Yan, X., Li, X., Huang, F., Yin, S., et al. (2017) · Journal of the American Chemical Society · doi:10.1021/jacs.6b12536 · Cited by 361
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Gong, F., Yang, N., Wang, X., Zhao, Q., Chen, Q., Liu, Z., & Cheng, L. (2020) · Nano Today · doi:10.1016/j.nantod.2020.100851 · Cited by 359
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Zhang, Y., Yuan, S., Liu, P., Jing, L., Pan, H., Ren, X.-K., & Chen, Z. (2021) · Organic Chemistry Frontiers · doi:10.1039/d1qo00520k · Cited by 58
Pan, Y., Lei, S., Zhang, J., Qu, J., Huang, P., & Lin, J. (2021) · Analytical Chemistry · doi:10.1021/acs.analchem.1c04504 · Cited by 45
Activatable Molecular Probes With Clinical Promise for NIR‐II Fluorescent Imaging
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Metadata
- Authors
- Niu, L.-Y., Guan, Y.-S., Chen, Y.-Z., Wu, L.-Z., Tung, C.-H., & Yang, Q.-Z.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-11-08
- Volume
- 134
- Issue
- 46
- Pages
- 18928-18931
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1983847563
- Cited by
- 901
- References
- 2
- FWCI
- 24.99
- Type
- journal article
- Language
- en
- Open access
- closed
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