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

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

Research output: Contribution to journalArticlepeer-review

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 (ϵ=1.76×105 m−1 cm−1 at 630 nm), satisfactory triplet quantum yield (ΦT=52 %), and long-lived triplet state (τT=492 μs), 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 μg kg−1), which is several hundred times lower than that of the existing PDT reagents.
Original languageEnglish (US)
Pages (from-to)16248-16255
Number of pages8
JournalAngewandte Chemie
Volume132
Issue number37
DOIs
StatePublished - May 25 2020

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