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A Thiol-Reactive Fluorescence Probe Based on Donor-Excited Photoinduced Electron Transfer: Key Role of Ortho Substitution
Abstract
We designed and synthesized a novel thiol-reactive fluorescence probe based on the BODIPY fluorophore. The fluorescence of this probe is strongly quenched by donor-excited photoinduced electron transfer (d-PeT) from BODIPY to maleimide, but after reaction with thiol, the fluorescence of BODIPY is restored, affording a 350-fold intensity increase.
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Citations
Cited by
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
BODIPY-based probes for the fluorescence imaging of biomolecules in living cells
Kowada, T., Maeda, H., & Kikuchi, K. (2015) · Chemical Society Reviews · doi:10.1039/c5cs00030k · Cited by 1,381
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
Yang, X., Guo, Y., & Strongin, R. M. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201103759 · Cited by 658
Thiol-addition reactions and their applications in thiol recognition
Yin, C., Huo, F., Zhang, J., Martínez-Máñez, R., Yang, Y., Lv, H., & Li, S. (2013) · Chemical Society Reviews · doi:10.1039/c3cs60055f · Cited by 554
Metadata
- Authors
- Matsumoto, T., Urano, Y., Shoda, T., Kojima, H., & Nagano, T.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-07-24
- Volume
- 9
- Issue
- 17
- Pages
- 3375-3377
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2055046703
- Cited by
- 307
- References
- 0
- FWCI
- 8.13
- Type
- journal article
- Language
- en
- Open access
- closed
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- Matsumoto, T., Urano, Y., Shoda, T., Kojima, H., & Nagano, T. (2007). A Thiol-Reactive Fluorescence Probe Based on Donor-Excited Photoinduced Electron Transfer: Key Role of Ortho Substitution. Organic Letters. https://doi.org/10.1021/ol071352e
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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