サイトウ リョウタ   Saito Ryota
  齋藤 良太
   所属   東邦大学  理学部 化学科
   職種   教授
論文種別 原著
言語種別 英語
査読の有無 査読あり
表題 Synthesis of Boradiazaindacene–Imidazopyrazinone Conjugate as Lipophilic and Yellow-Chemiluminescent Chemosensor for Superoxide Radical Anion
掲載誌名 正式名:Tetrahedron
掲載区分国外
巻・号・頁 66(3),pp.583-590
著者・共著者 Ryota Saito, Ayako Ohno, and Eri Ito
担当区分 筆頭著者,責任著者
発行年月 2010/01
概要 As a chemiluminescent chemosensor that emits yellow light on reacting with a superoxide radical anion (O2•–) and has a lipophilic character, a 6-phenylimidazo[1,2-a]pyrazin-3(7H)-one derivative possessing a boradiazaindacene (BODIPY) at the para position of 6-phenyl (1) was synthesized. The lipophilicity of 1 was investigated by reversed-phase liquid chromatography, and its logPow value was found to be 3.57. This value was much higher than that of 2-methyl-6-(4-methoxypheyl)imidazo[1,2- a]pyrazin-3(7H)-one (MCLA, logPow = 1.19) and 6-[4-[2-{N′-(5-fluoresceinyl)thioureido}ethoxy]phehyl]-2-methylimidazo[1,2-a]pyrazin-3(7H)-one (FCLA, logPow = –0.08), and it was comparable to that of benzenoid hydrocarbons. The O2•–-induced chemiluminescence of 1 was investigated using the hypoxanthine/xanthine oxidase system as the source of O2•–, and as a result, yellow emission was observed. The maximum wavelength was observed at 542 nm, and it was longer than that of FCLA.