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Elucidation of the Intersystem Crossing Mechanism in a Helical BODIPY for Low-Dose Photodynamic Therapy
Article
Wang, Zhijia
, Huang, Ling, Yan, Yuxin, El‐Zohry, Ahmed M., Toffoletti, Antonio, Zhao, Jianzhang, Barbon, Antonio, Dick, Bernhard
, Mohammed, Omar F. and Han, Gang
(2020)
Elucidation of the Intersystem Crossing Mechanism in a Helical BODIPY for Low-Dose Photodynamic Therapy.
Angewandte Chemie International Edition 59, pp. 16114-16121.
DOI to cite this document: 10.5283/epub.44578
Abstract
Intersystem crossing (ISC) of triplet photosensitizers is a vital process for fundamental photochemistry and photodynamic therapy (PDT). Herein, we report the co-existence of efficient ISC and long triplet excited lifetime in a heavy atomfree bodipy helicene molecule. Via theoretical computation and time-resolved EPR spectroscopy, we confirmed that the ISC of the bodipy results from its twisted ...
Intersystem crossing (ISC) of triplet photosensitizers is a vital process for fundamental photochemistry and photodynamic therapy (PDT). Herein, we report the co-existence of efficient ISC and long triplet excited lifetime in a heavy atomfree bodipy helicene molecule. Via theoretical computation and time-resolved EPR spectroscopy, we confirmed that the ISC of the bodipy results from its twisted molecular structure and reduced symmetry. The twisted bodipy shows intense long wavelength absorption (epsilon = 1.76 x 10(5)M(-1) cm(-1) at 630 nm), satisfactory triplet quantum yield (Phi(T)= 52 %), and long-lived triplet state (T-T = 492 mu s), leading to unprecedented performance as a triplet photosensitizer for PDT. Moreover, nanoparticles constructed with such helical bodipy show efficient PDT-mediated antitumor immunity amplification with an ultra-low dose (0.25 mu g kg(-1)), which is several hundred times lower than that of the existing PDT reagents.
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Details
| Item type | Article | ||||
| Journal or Publication Title | Angewandte Chemie International Edition | ||||
| Publisher | Wiley | ||||
| Open Access Type | DEAL (Wiley) | ||||
| Place of Publication | WEINHEIM | ||||
| Volume | 59 | ||||
| Page Range | pp. 16114-16121 | ||||
| Date | 2020 | ||||
| Date of publication | 25 Jan 2021 07:50 | ||||
| Institutions | Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Bernhard Dick | ||||
| Identification Number |
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| Keywords | TRIPLET EXCITED-STATE; FUSED BODIPY; PHOTOSENSITIZERS; COMPLEXES; bodipy; intersystem crossing; photodynamic therapy; photosensitizers; twisted pi-systems | ||||
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences | ||||
| Status | Published | ||||
| Refereed | Yes, this version has been refereed | ||||
| Created at the University of Regensburg | Yes | ||||
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-445783 | ||||
| Item ID | 44578 |
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