イワクラ イズミ   Iwakura Izumi
  岩倉 いずみ
   所属   神奈川大学  化学生命学部 応用化学科
    神奈川大学大学院  工学研究科 工学専攻(応用化学領域)
   職種   教授
言語種別 英語
発行・発表の年月 2013/01
形態種別 学術雑誌
査読 査読あり
標題 Triazoyl-Phenyl Linker System Enhancing the Aqueous Solubility of a Molecular Probe and its Efficiency in Affinity Labeling of a Target Protein for Jasmonate Glucoside.
執筆形態 共著
掲載誌名 Bioorganic & Medicinal Chemistry Letters
掲載区分国外
出版社・発行元 ELSEVIER
巻・号・頁 23(1),pp.188-193
著者・共著者 Satoru Tamura, Sho Inomata, Makoto Ebine, Takahisa Genji, Izumi Iwakura, Makoto Mukai, Mitsuru Shoji, Takeshi Sugai, Minoru Ueda
概要 In methods employing molecular probes to explore the targets of bioactive small molecules, long or rigid linker moieties are thought to be critical factors for efficient tagging of target protein. We previously reported the synthesis of a jasmonate glucoside probe with a highly rigid linker consisting of a triazoylphenyl (TAzP) moiety, and this probe demonstrated effective target tagging. Here we compare the TAzP probe with other rigid or flexible probes with respect to target tagging efficiency, hydrophobic parameters, aqueous solubility, and dihedral angles around the biaryl linkage by a combination of empirical and calculation methods. The rigid biaryl linkage of the TAzP probe has a skewed conformation that influences its aqueous solubility. Such features that include rigidness and good aqueous solubility resulted in highly efficient target tagging. These findings provide a promising guideline toward designing of better linkers for improving molecular probe performance.
DOI https://doi.org/10.1016/j.bmcl.2012.10.124
researchmap用URL https://www.sciencedirect.com/science/article/pii/S0960894X12014266