細胞内 Ca^<2+> 動員を担う新しいセカンドメッセンジャー・サイクリック ADP-リボース(cADPR)及びその誘導体の化学 Chemistry and Biochemistry of Cyclic ADP-Ribose and Its Analogs

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Cyclic ADP-ribose (cADPR, 1) is a newly discovered general mediator involved in Ca<SUP>2+</SUP> signaling. The synthesis of cADPR analogs has been extensively studied by enzymatic and chemo-enzymatic methods using ADP-ribosylcyclase, due to their biological importance. ADP-ribosylcyclase from <I>Aplysia Californica</I> mediates the intramolecular ribosylation of NAD<SUP>+</SUP> and some modified NAD<SUP>+</SUP>, which are prepared chemically or enzymatically, at the <I>N</I>-1-position of the purine moiety to yield cADPR or the corresponding analogs. However, the analogs that can be obtained by this method are limited due to the substrate-specificity of the enzyme. We developed an efficient method for the chemical synthesis of cADPR analogs and synthesized cyclic ADP-carbocyclicribose (cADPcR, 2) and its inosine congener (3, cIDPcR) as stable mimics of cADPR, in which an oxygen atom in the ribose ring of cADPR is replaced by a methylene group. Biological activities of cADPR and its analogs were also described.

収録刊行物

  • 有機合成化学協会誌

    有機合成化学協会誌 58(12), 1144-1154, 2000-12-01

    The Society of Synthetic Organic Chemistry, Japan

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各種コード

  • NII論文ID(NAID)
    10008824393
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    REV
  • ISSN
    00379980
  • NDL 記事登録ID
    5593953
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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