imidazole-1-carboxylic acid naphthalen-1-yl-(2-nitrophenyl)methyl ester | 1394141-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: imidazole-1-carboxylic acid naphthalen-1-yl-(2-nitrophenyl)methyl ester
• 英文别名: [Naphthalen-1-yl-(2-nitrophenyl)methyl] imidazole-1-carboxylate；[naphthalen-1-yl-(2-nitrophenyl)methyl] imidazole-1-carboxylate
• CAS: 1394141-23-1
• 化学式: C₂₁H₁₅N₃O₄
• 分子量: 373.368
• InChiKey: BNZMNXPKNGVJGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  DL-二氢玉米素 、 imidazole-1-carboxylic acid naphthalen-1-yl-(2-nitrophenyl)methyl ester 在 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到carbonic acid 2-methyl-4-(9H-purin-6-ylamino)butyl ester naphthalen-1-yl-(2-nitrophenyl)methyl ester
  参考文献：
  名称：

  Design and synthesis of photolabile caged cytokinin

  摘要：

  Cytokinins are phytohormones that regulate diverse developmental processes throughout the life of a plant. trans-Zeatin, kinetin, benzyladenine and dihydrozeatin are adenine-type cytokinins that are perceived by the AHK cytokinin receptors. Endogenous cytokinin levels are critical for regulating plant development. To manipulate intracellular cytokinin levels, caged cytokinins were designed on the basis of the crystal structure of the AHK4 cytokinin receptor. The caged cytokinin was photolyzed to release the cytokinin molecule inside the cells and induce cytokinin-responsive gene expression. The uncaging of intracellular caged cytokinins demonstrated that cytokinin-induced root growth inhibition can be manipulated with photo-irradiation. This caged cytokinin system could be a powerful tool for cytokinin biology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.090
• 作为产物：
  描述：

  1-萘基溴化镁, 0.5M IN METHF 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 imidazole-1-carboxylic acid naphthalen-1-yl-(2-nitrophenyl)methyl ester
  参考文献：
  名称：

  Design and synthesis of photolabile caged cytokinin

  摘要：

  Cytokinins are phytohormones that regulate diverse developmental processes throughout the life of a plant. trans-Zeatin, kinetin, benzyladenine and dihydrozeatin are adenine-type cytokinins that are perceived by the AHK cytokinin receptors. Endogenous cytokinin levels are critical for regulating plant development. To manipulate intracellular cytokinin levels, caged cytokinins were designed on the basis of the crystal structure of the AHK4 cytokinin receptor. The caged cytokinin was photolyzed to release the cytokinin molecule inside the cells and induce cytokinin-responsive gene expression. The uncaging of intracellular caged cytokinins demonstrated that cytokinin-induced root growth inhibition can be manipulated with photo-irradiation. This caged cytokinin system could be a powerful tool for cytokinin biology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.090

文献信息

• Design and synthesis of photolabile caged cytokinin
  作者：Ken-ichiro Hayashi、Naoyuki Kusaka、Kazuki Ando、Taichi Mitsui、Takashi Aoyama、Hiroshi Nozaki

  DOI：10.1016/j.bmcl.2012.06.090

  日期：2012.9

  Cytokinins are phytohormones that regulate diverse developmental processes throughout the life of a plant. trans-Zeatin, kinetin, benzyladenine and dihydrozeatin are adenine-type cytokinins that are perceived by the AHK cytokinin receptors. Endogenous cytokinin levels are critical for regulating plant development. To manipulate intracellular cytokinin levels, caged cytokinins were designed on the basis of the crystal structure of the AHK4 cytokinin receptor. The caged cytokinin was photolyzed to release the cytokinin molecule inside the cells and induce cytokinin-responsive gene expression. The uncaging of intracellular caged cytokinins demonstrated that cytokinin-induced root growth inhibition can be manipulated with photo-irradiation. This caged cytokinin system could be a powerful tool for cytokinin biology. (C) 2012 Elsevier Ltd. All rights reserved.