| 論文種別 | 原著(症例報告除く) |
| 言語種別 | |
| 査読の有無 | 査読あり |
| 表題 | Theoretical Design and Synthesis of Caged Compounds Using X‐Ray‐Triggered Azo Bond Cleavage |
| 掲載誌名 | 正式名：Advanced Science ISSNコード：2198-3844/2198-3844 |
| 出版社 | Wiley |
| 著者・共著者 | Koki Ogawara,Osamu Inanami,Hideo Takakura,Kenichiro Saita,Kohei Nakajima,Sonu Kumar,Naoya Ieda,Masato Kobayashi,Tetsuya Taketsugu,Mikako Ogawa |
| 発行年月 | 2024/01 |
| 概要 | Abstract
Caged compounds are frequently used in life science research. However, the light used to activate them is commonly absorbed and scattered by biological materials, limiting their use to basic research in cells or small animals. In contrast, hard X‐rays exhibit high bio‐permeability due to the difficulty of interacting with biological molecules. With the main goal of developing X‐ray activatable caged compounds, azo compounds are designed and synthesized with a positive charge and long π‐conjugated system to increase the reaction efficiency with hydrated electrons. The azo bonds in the designed compounds are selectively cleaved by X‐ray, and the fluorescent substance Diethyl Rhodamine is released. Based on the results of experiments and quantum chemical calculations, azo bond cleavage is assumed to occur via a two‐step process: a two‐electron reduction of the azo bond followed by N─N bond cleavage. Cellular experiments also demonstrate that the azo bonds can be cleaved intracellularly. Thus, caged compounds that can be activated by an azo bond cleavage reaction promoted by X‐ray are successfully generated. |
| DOI | 10.1002/advs.202306586 |
| PermalinkURL | https://onlinelibrary.wiley.com/doi/pdf/10.1002/advs.202306586 |