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Cited by 345

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Generation of Triplet Excited States via Photoinduced Electron Transfer in meso-anthra-BODIPY: Fluorogenic Response toward Singlet Oxygen in Solution and in Vitro

Open access
Filatov, Mikhail A., Karuthedath, Safakath, Polestshuk, Pavel M., Savoie, Huguette, Flanagan, Keith J., Sy, Cindy, Sitte, Elisabeth, Telitchko, Maxime, Laquai, Frédéric, Boyle, Ross W., Senge, Mathias O.·2017·Journal of the American Chemical Society

Abstract

Abstract Heavy atom-free BODIPY-anthracene dyads (BADs) generate locally excited triplet states by way of photoinduced electron transfer (PeT), followed by recombination of the resulting charge-separated states (CSS). Subsequent quenching of the triplet states by molecular oxygen produces singlet oxygen (1O2), which reacts with the anthracene moiety yielding highly fluorescent species. The steric demand of the alkyl substituents in the BODIPY subunit defines the site of 1O2 addition. Novel bis- and tetraepoxides and bicyclic acetal products, arising from rearrangements of anthracene endoperoxides were isolated and characterized. 1O2 generation by BADs in living cells enables visualization of the dyads distribution, promising new imaging applications.

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Crossref · 10.1021/jacs.7b00551

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Metadata

Authors
Filatov, M. A., Karuthedath, S., Polestshuk, P. M., Savoie, H., Flanagan, K. J., Sy, C., Sitte, E., Telitchko, M., Laquai, F., Boyle, R. W., & Senge, M. O.
Venue
Journal of the American Chemical Society
Published
2017-05-01
Volume
139
Issue
18
Pages
6282-6285
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2606257843
Cited by
345
References
1
FWCI
14.34
Type
journal article
Language
en
Open access
hybrid

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CoChat. (2026). Citation check: Generation of Triplet Excited States via Photoinduced Electron Transfer in meso-anthra-BODIPY: Fluorogenic Response toward Singlet Oxygen in Solution and in Vitro. https://app.cochat.ai/papers/10.1021/jacs.7b00551
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Filatov, M. A., Karuthedath, S., Polestshuk, P. M., Savoie, H., Flanagan, K. J., Sy, C., Sitte, E., Telitchko, M., Laquai, F., Boyle, R. W., & Senge, M. O. (2017). Generation of Triplet Excited States via Photoinduced Electron Transfer in meso-anthra-BODIPY: Fluorogenic Response toward Singlet Oxygen in Solution and in Vitro. Journal of the American Chemical Society. https://doi.org/10.1021/jacs.7b00551

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.