N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide | 632323-91-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide
• 英文别名: tert-butyl N-[2-[2-[[(2R)-5-(diaminomethylideneamino)-2-[[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]pentanoyl]amino]ethoxy]ethyl]carbamate
• CAS: 632323-91-2
• 化学式: C₂₄H₃₈N₆O₆
• 分子量: 506.602
• InChiKey: GQYURZIOIBZYMP-SCEWNMGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  190
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide 在 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以100%的产率得到(R)-5-Guanidino-2-[(Z)-3-(4-hydroxy-phenyl)-acryloylamino]-pentanoic acid [2-(2-amino-ethoxy)-ethyl]-amide
  参考文献：
  名称：

  Fluorescence studies on nyctinasty using fluorescence labeled cis-p-coumaroylagmatine, a leaf-opening substance of Albizzia plants: existence of genus-specific receptor for leaf-movement factor

  摘要：

  We developed fluorescent probes (1 and 2) based on the structure of cis-p-coumaroylagmatine (3), a leaf-opening Substance of Albizzia julibrissim Durazz. These probes were effective for the leaf-opening of A. julibrissin, and specifically bind to the motor cell of this plant. Moreover, binding of the fluorescent probe was specific to the plant motor cell contained in the plants belonging to the Albizzia genus. These results showed that the binding of a probe compound with a motor cell is specific to the plant genus and suggested that the genus-specific receptor molecule Cor the leaf movement factor on a motor cell Would be involved in nyctinasty. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00376-9
• 作为产物：
  描述：

  N-α-羰基苯氧基-D-精氨酸 在 10percent Pd/C 吡啶 、 dimethoxythiazolyl methylmorphorine 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 N-(2-(tert-butoxycarbonylamino)ethoxyethyl) N_α-cis-p-coumaroyl-D-arginine amide
  参考文献：
  名称：

  Fluorescence studies on nyctinasty which suggest the existence of genus-specific receptors for leaf-movement factor

  摘要：

  豆科植物的周期性动叶被称为 "叶动"（nyctinasty），早在亚历山大大帝时代就已为人所知。我们发现，豆科植物的 "夜动症 "是由植物体内部开叶和闭叶物质浓度的周期性变化控制的。现在，我们根据顺式对香豆酰拉格马汀（3）的结构开发出了新型荧光探针（1），该探针是作为 Albizzia juribrissin Durazz 的一种开叶物质分离出来的。使用探针 1 进行的结合实验表明，阿尔比沙植物的运动细胞中存在开叶物质受体。通过使用探针 1，我们发现种属特异性受体参与了夜来香的作用。

  DOI：

  10.1039/b308764f

文献信息

• Fluorescence studies on nyctinasty which suggest the existence of genus-specific receptors for leaf-movement factor
  作者：Hideharu Nagano、Eisuke Kato、Shosuke Yamamura、Minoru Ueda

  DOI：10.1039/b308764f

  日期：——

  Periodic leaf-movement of legumes is called nyctinasty and has been known since the age of Alexander the Great. We found that nyctinasty is controlled by a periodic change of the internal concentration of leaf-opening and leaf-closing substances in the plant body. Now, we have developed novel fluorescent probes (1) based on the structure of cis-p-coumaroylagmatine (3), which was isolated as a leaf-opening substance of Albizzia juribrissin Durazz. Binding experiments using probe 1 showed that Albizza plants have receptors for a leaf-opening substance in their motor cells. By using probes 1 we then found that genus-specific receptors are involved in nyctinasty.

  豆科植物的周期性动叶被称为 "叶动"（nyctinasty），早在亚历山大大帝时代就已为人所知。我们发现，豆科植物的 "夜动症 "是由植物体内部开叶和闭叶物质浓度的周期性变化控制的。现在，我们根据顺式对香豆酰拉格马汀（3）的结构开发出了新型荧光探针（1），该探针是作为 Albizzia juribrissin Durazz 的一种开叶物质分离出来的。使用探针 1 进行的结合实验表明，阿尔比沙植物的运动细胞中存在开叶物质受体。通过使用探针 1，我们发现种属特异性受体参与了夜来香的作用。
• Fluorescence studies on nyctinasty using fluorescence labeled cis-p-coumaroylagmatine, a leaf-opening substance of Albizzia plants: existence of genus-specific receptor for leaf-movement factor
  作者：Hideharu Nagano、Eisuke Kato、Shosuke Yamamura、Minoru Ueda

  DOI：10.1016/s0040-4039(03)00376-9

  日期：2003.3

  We developed fluorescent probes (1 and 2) based on the structure of cis-p-coumaroylagmatine (3), a leaf-opening Substance of Albizzia julibrissim Durazz. These probes were effective for the leaf-opening of A. julibrissin, and specifically bind to the motor cell of this plant. Moreover, binding of the fluorescent probe was specific to the plant motor cell contained in the plants belonging to the Albizzia genus. These results showed that the binding of a probe compound with a motor cell is specific to the plant genus and suggested that the genus-specific receptor molecule Cor the leaf movement factor on a motor cell Would be involved in nyctinasty. (C) 2003 Elsevier Science Ltd. All rights reserved.