4.8 Article

Ground-State Proton-Transfer (GSPT)-Assisted Enhanced Two-Photon Uncaging from a Binol-based AIE-Fluorogenic Phototrigger

Journal

ORGANIC LETTERS
Volume 23, Issue 6, Pages 2308-2313

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00445

Keywords

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Funding

  1. DST SERB [DIA/2018/000019, EMR/2016/005885]
  2. CSIR [09/081(1220)/2014-EMR-I]
  3. Department of Science and Technology (DST), India

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This study demonstrates that the two-photon absorption cross-section can be enhanced and red-shifted to the near-infrared region through the ground-state proton-transfer process, without the need for any chemical modification. A simple binol-based aggregation-induced emission-fluorogenic phototrigger was developed using this process, showing potential for the release of anticancer drugs in the NIR region.
We demonstrated for the first time without any chemical modification the two-photon absorption (TPA) cross-section can be enhanced and red-shifted to the near-infrared (NIR) region by the ground-state proton-transfer (GSPT) process. Using GSPT, we developed a simple binol-based aggregation-induced emission (AIE)-fluorogenic phototrigger having a large two-photon uncaging cross-section in the phototherapeutic window. As a proof of concept, we showed our phototrigger for the release of two different anticancer drugs in the NIR region.

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