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A Straightforward Substitution Strategy to Tune BODIPY Dyes Spanning the Near-Infrared Region via Suzuki-Miyaura Cross-Coupling

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この文献へのリンクには次のURLを使用してください:http://hdl.handle.net/2115/71649

タイトル: A Straightforward Substitution Strategy to Tune BODIPY Dyes Spanning the Near-Infrared Region via Suzuki-Miyaura Cross-Coupling
著者: Li, Guanglei 著作を一覧する
Otsuka, Yu 著作を一覧する
Matsumiya, Takuya 著作を一覧する
Suzuki, Toshiyuki 著作を一覧する
Li, Jianye 著作を一覧する
Takahashi, Masashi 著作を一覧する
Yamada, Koji 著作を一覧する
キーワード: BODIPY
near-infrared
fluorescence
cellular imaging
Suzuki-Miyaura cross-coupling
発行日: 2018年 8月
出版者: MDPI
誌名: Materials
巻: 11
号: 8
開始ページ: 1297
出版社 DOI: 10.3390/ma11081297
抄録: In this study, a series of new red and near-infrared (NIR) dyes derived from 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) were developed by introducing thiophene and its derivatives to the 3- and 5- positions of the dichloroBODIPY core. For the first time, cyclictriol boronates and N-methyliminodiacetic acid (MIDA) boronate were used as organoboron species to couple with 3,5-dichloroBODIPY via the one-step Suzuki-Miyaura cross-coupling. Six kinds of thieno-expended BODIPY dyes were synthesized in acceptable yields ranging from 31% to 79%. All six dyes showed different absorption and emission wavelengths spanning a wide range (c.a. 600-850 nm) in the red and NIR regions with relatively high quantum yields (19-85%). Cellular imaging of 8-(2,6-dimethylphenyl)-re3,5-di(2-thienyl)-BODIPY (dye 1) was conducted using bovine cumulus cells, and the fluorescence microscopy images indicated that the chromophore efficiently accumulated and was exclusively localized in the cytoplasm, suggesting it could be utilized as a subcellular probe. All six dyes were characterized using 1H-NMR and mass spectrometry.
資料タイプ: article
URI: http://hdl.handle.net/2115/71649
出現コレクション:雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

提供者: 山田 幸司

 

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