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Labeling of alprenolol with fluorescent aryl iodide as a reagent based on Mizoroki-Heck coupling reaction.


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タイトル: Labeling of alprenolol with fluorescent aryl iodide as a reagent based on Mizoroki-Heck coupling reaction.
著者: Kishikawa, Naoya / Ohkuma, Mizuho / Wada, Mitsuhiro / Ohyama, Kaname / Ikeda, Rie / Nakashima, Kenichiro / Kuroda, Naotaka
発行日: 2011年 5月20日
出版者: Elsevier B.V.
引用: Journal of Chromatography. A, 1218(20), pp.3002-3006; 2011
抄録: A novel fluorescent labeling method for alprenolol was developed based on Mizoroki-Heck coupling reaction. We designed and synthesized fluorescent aryl iodide, 4-(4,5-diphenyl-1H-imidazol-2-yl)iodobenzene (DIBI) as a labeling reagent. DIBI has a lophine skeleton carrying an iodide atom acting as fluorophore and reactive center, respectively. In order to evaluate the usefulness of DIBI, a high-performance liquid chromatography (HPLC) with fluorescence detection method was developed for the determination of alprenolol as a model compound of terminal double bond. The fluorescent labeling of alprenolol with DIBI was achieved in the presence of palladium acetate as a catalyst, and the labeled alprenolol was detected fluorometrically. In addition, it was found that the fluorescence of DIBI derivative increased and red shifted when compared with that of DIBI. Furthermore, the proposed method could be applied to determine the alprenolol concentration in rat plasma after administration of alprenolol without interferences from biological components. The detection limit (S/N=3) for alprenolol in rat plasma was 0.74 ng/mL (30 fmol on column).
キーワード: Alprenolol / Fluorescent aryl iodide / Fluorescent labeling / Mizoroki-Heck coupling reaction / Terminal double bond
URI: http://hdl.handle.net/10069/25461
ISSN: 00219673
DOI: 10.1016/j.chroma.2011.03.030
PubMed ID: 21489541
権利: Crown copyright © 2011 Published by Elsevier B.V.
資料タイプ: Journal Article
原稿種類: author
出現コレクション:050 学術雑誌論文

引用URI : http://hdl.handle.net/10069/25461

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