|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Science / Faculty of Science >
Peer-reviewed Journal Articles, etc >
Theoretical and Experimental Studies on the Near-Infrared Photoreaction Mechanism of a Silicon Phthalocyanine Photoimmunotherapy Dye : Photoinduced Hydrolysis by Radical Anion Generation
This item is licensed under:Creative Commons Attribution 4.0 International
| Title: | Theoretical and Experimental Studies on the Near-Infrared Photoreaction Mechanism of a Silicon Phthalocyanine Photoimmunotherapy Dye : Photoinduced Hydrolysis by Radical Anion Generation |
| Authors: | Kobayashi, Masato Browse this author | | Harada, Mei Browse this author | | Takakura, Hideo Browse this author | | Ando, Kanta Browse this author | | Goto, Yuto Browse this author | | Tsuneda, Takao Browse this author | | Ogawa, Mikako Browse this author | | Taketsugu, Tetsuya Browse this author →KAKEN DB |
| Keywords: | bond dissociation | | cancer photoimmunotherapy | | density functional calculation | | near-infrared dyes | | radical anions | | silicon phthalocyanine |
| Issue Date: | 25-May-2020 |
| Publisher: | Wiley-Blackwell |
| Journal Title: | ChemPlusChem |
| Volume: | 85 |
| Issue: | 9 |
| Start Page: | 1959 |
| End Page: | 1963 |
| Publisher DOI: | 10.1002/cplu.202000338 |
| Abstract: | Ligand release from IR700, a silicon phthalocyanine dye used in near-infrared (NIR) photoimmunotherapy, initiates cancer cell death after NIR absorption, although its photochemical mechanism has remained unclear. This theoretical study reveals that the direct Si-ligand dissociation by NIR light is difficult to activate because of the high dissociation energy even in excited states, i. e., >1.30 eV. Instead, irradiation generates the IR700 radical anion, leading to acid-base reactions with nearby water molecules (i. e., calculated pK(b) for the radical anion is 7.7) to produce hydrophobic ligand-released dyes. This suggests two possibilities: (1) water molecules participate in ligand release and (2) light is not required for Si-ligand dissociation as formation of the IR700 radical anion is sufficient. Experimental evidence confirmed possibility (1) by using O-18-labeled water as the solvent, while (2) is supported by the pH dependence of ligand exchange, providing a complete description of the Si-ligand bond dissociation mechanism. |
| Rights: | https://creativecommons.org/licenses/by/4.0/ |
| Type: | article |
| URI: | http://hdl.handle.net/2115/78733 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
|
