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Wang, Zhijia ; Huang, Ling ; Yan, Yuxin ; El‐Zohry, Ahmed M. ; Toffoletti, Antonio ; Zhao, Jianzhang ; Barbon, Antonio ; Dick, Bernhard ; Mohammed, Omar F. ; Han, Gang

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.



Involved Institutions


Details

Item typeArticle
Journal or Publication TitleAngewandte Chemie International Edition
PublisherWiley
Open Access TypeDEAL (Wiley)
Place of PublicationWEINHEIM
Volume59
Page Rangepp. 16114-16121
Date2020
Date of publication25 Jan 2021 07:50
InstitutionsChemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry III - Physical Chemistry (Molecular Spectroscopy and Photochemistry) > Prof. Dr. Bernhard Dick
Identification Number
ValueType
10.1002/anie.202005269DOI
KeywordsTRIPLET EXCITED-STATE; FUSED BODIPY; PHOTOSENSITIZERS; COMPLEXES; bodipy; intersystem crossing; photodynamic therapy; photosensitizers; twisted pi-systems
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-445783
Item ID44578

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