Design, Synthesis, and Identification of 4 ''alpha-Azidoethyl-cyclic ADP-Carbocyclic-ribose as a Highly Potent Analogue of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger

Sato Takatoshi; Watanabe Mizuki; Tsuzuki Takayoshi; Takano Satoshi; Murayama Takashi; Sakurai Takashi; Kameda Tomoshi; Fukuda Hayato; Arisawa Mitsuhiro; Shuto Satoshi

首页> 外文期刊>Journal of Medicinal Chemistry >Design, Synthesis, and Identification of 4 ''alpha-Azidoethyl-cyclic ADP-Carbocyclic-ribose as a Highly Potent Analogue of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger

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Design, Synthesis, and Identification of 4 ''alpha-Azidoethyl-cyclic ADP-Carbocyclic-ribose as a Highly Potent Analogue of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger

机译：设计，合成和鉴定4''α-叠氮基乙基环ADP-碳环核糖作为环状ADP-核糖（Ca2 +动员的第二信使）的高强度类似物

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Cyclic adenosine diphosphate-carbocyclic-ribose (cADPcR, 2) is a stable equivalent of cyclic adenosine diphosphate-ribose (cADPR, 1), a Ca2+-mobilizing second messenger. On the basis of the structure-activity relationship of cADPR-related compounds and three-dimensional structural modeling of cADPcR, we designed and synthesized cyclic-ADP-4 ''alpha-azidoethyl carbocyclic-ribose (N-3-cADPcR, 3) to demonstrate that it has a highly potent Ca2+-mobilizing activity (EC50 = 24 nM). N-3-cADPcR will be a useful precursor for the preparation of biological tools effective to investigate cADPR-mediated signaling pathways.

机译：环状二磷酸腺苷-碳环核糖（cADPcR，2）是稳定的，可动化Ca2 +的第二信使环状二磷酸腺苷-核糖（cADPR，1）。基于cADPR相关化合物的构效关系和cADPcR的三维结构建模，我们设计并合成了环ADP-4'α-叠氮基碳环核糖（N-3-cADPcR，3）证明它具有很强的Ca2 +迁移活性（EC50 = 24 nM）。 N-3-cADPcR将是用于准备有效研究cADPR介导的信号通路的生物学工具的有用前体。

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《Journal of Medicinal Chemistry》 |2016年第15期|共5页
作者
Sato Takatoshi; Watanabe Mizuki; Tsuzuki Takayoshi; Takano Satoshi; Murayama Takashi; Sakurai Takashi; Kameda Tomoshi; Fukuda Hayato; Arisawa Mitsuhiro; Shuto Satoshi;
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1. Design, Synthesis, and Identification of 4 ''alpha-Azidoethyl-cyclic ADP-Carbocyclic-ribose as a Highly Potent Analogue of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger [J] . Sato Takatoshi, Watanabe Mizuki, Tsuzuki Takayoshi, Journal of Medicinal Chemistry . 2016,第15期

机译：设计，合成和鉴定4''α-叠氮基乙基环ADP-碳环核糖作为环状ADP-核糖（Ca2 +动员的第二信使）的高强度类似物
2. Cyclic ADP-Carbocyclic-Ribose and -4-Thioribose, as Stable Mimics of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger [J] . Satoshi Shuto Chemical and Pharmaceutical Bulletin . 2018,第2期

机译：环状ADP碳环核糖和-4-硫代核糖，作为循环ADP核糖（一种动员Ca2 +的第二信使）的稳定模拟物
3. Cyclic ADP-Carbocyclic-Ribose and-4-Thioribose, as Stable Mimics of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger [J] . Shuto Satoshi Chemical and Pharmaceutical Bulletin . 2018,第2期

机译：环状Adp-carbocyclic-ribose和-4-杀菌，作为环状Adp-核糖的稳定模拟，Ca2 + -mobilized第二信使
4. Design, Synthesis, and Cytoprotective Effect of 2-Aminothiazole Analogues as Potent Poly(ADP-Ribose) Polymerase-1 Inhibitors [C] . Wen-Ting Zhang, Gang-Ying Chen, Yi-Jing Zhu, ICMSI;International conference of molecular simulations and applied informatics technologies . 2010

机译：2-氨基噻唑类似物作为强力聚（ADP-核糖）聚合酶-1抑制剂的设计，合成和细胞保护作用
5. The design and synthesis of highly potent epothilone B analogues and progress toward the total synthesis of Sinularia natural products. [D] . Pratt, Benjamin Anthony. 2008

机译：高效埃博霉素B类似物的设计和合成，以及对辛氏天然产物的全面合成的进展。
6. Design and Synthesis of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose a Calcium Ion-Mobilizing Second Messenger [O] . Takayoshi Tsuzuki, Natsumi Sakaguchi, Takashi Kudoh, -1

机译：设计和合成环状的ADP-4-硫代糖作为稳定的钙离子动员第二信使环状的ADP-核糖。
7. Synthesis and biological activity of cyclic ADP-carbocyclic-ribose and its analogs as stable mimics of Ca2+-mobilizing second messenger cyclic ADP-ribose [O] . S. Shuto, T. Kudoh, M. Fukuoka, 2001

机译：环状Adp-碳环 - 核糖的合成和生物活性及其模拟作为Ca2 + - 筛选第二信使循环ADP-核糖的稳定模拟

Design, Synthesis, and Identification of 4 ''alpha-Azidoethyl-cyclic ADP-Carbocyclic-ribose as a Highly Potent Analogue of Cyclic ADP-Ribose, a Ca2+-Mobilizing Second Messenger

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