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Elucidation of the Intersystem Crossing Mechanism in a Helical BODIPY for Low-Dose Photodynamic Therapy.


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 atom-free 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 (?=1.76×105 ?m-1 ?cm-1 at 630?nm), satisfactory triplet quantum yield (?T =52?%), and long-lived triplet state (?T =492??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??g?kg-1 ), which is several hundred times lower than that of the existing PDT reagents.

SUBMITTER: Wang Z 

PROVIDER: S-EPMC7540422 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Elucidation of the Intersystem Crossing Mechanism in a Helical BODIPY for Low-Dose Photodynamic Therapy.

Wang Zhijia Z   Huang Ling L   Yan Yuxin Y   El-Zohry Ahmed M AM   Toffoletti Antonio A   Zhao Jianzhang J   Barbon Antonio A   Dick Bernhard B   Mohammed Omar F OF   Han Gang G  

Angewandte Chemie (International ed. in English) 20200630 37


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 atom-free 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  ...[more]

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