open access

https://hdl.handle.net/2115/90988

Excitation-Wavelength-Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G-Anthracene Conjugate

英語

singlet oxygen

2022-12-20

Wiley-Blackwell

Chemistry-A European journal

28(71)

e202202014

The present study provides design guidance for unique multipotent molecules that sense and generate singlet oxygen (O-1(2)). A rhodamine 6G-aminomethylanthracene-linked donor-acceptor molecule (RA) is designed and synthesized for demonstrating wavelength-dependent functionalities as follows; (i) RA acts as a conventional fluorogenic O-1(2) sensor molecule like the commercially available reagent, singlet oxygen sensor green (SOSG), when it absorbs ultraviolet (UV)-visible light and reacts with O-1(2). (ii) RA acts as a temporally controlled O-1(2) sensing reagent under the longer wavelength (similar to 700 nm) photosensitization. RA enters an intermediate state after capturing O-1(2) and does not become strongly fluorescent until it is exposed to UV, blue, or green light. (iii) RA acts as an efficient photosensitizer to generate O-1(2) under green light illumination. The spin-orbit charge transfer mediated intersystem crossing (SOCT-ISC) process achieves this function, and RA shows a potential cancer-killing effect on pancreatic cancer cells. The wavelength-switchable functionalities in RA offer to promise molecular tools to apply O-1(2) in a spatiotemporal manner.

学術雑誌論文

Accepted Manuscript

This is the peer reviewed version of the following article: [Excitation-Wavelength-Dependent Functionalities of Temporally Controlled Sensing and Generation of Singlet Oxygen by a Photoexcited State Engineered Rhodamine 6G-Anthracene Conjugate, Zhao, H., Takano, Y., Sasikumar, D., Miyatake, Y., Biju, V., Chem. Eur. J. 2022, 28, e202202014.], which has been published in final form at https://doi.org/10.1002/chem.202202014. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

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