(4-(2-((2-aminoethyl)(prop-2-yn-1-yl)amino)ethoxy)phenyl)(phenyl)methanone hydrochloride | 1426561-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-(2-((2-aminoethyl)(prop-2-yn-1-yl)amino)ethoxy)phenyl)(phenyl)methanone hydrochloride
• CAS: 1426561-72-9
• 化学式: C₂₀H₂₂N₂O₂*ClH
• 分子量: 358.868
• InChiKey: MVVIGYWAHZCSIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4-(2-((2-aminoethyl)(prop-2-yn-1-yl)amino)ethoxy)phenyl)(phenyl)methanone hydrochloride 、 N,N'-bis-Boc-S-methyl-isothiourea 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以74%的产率得到
  参考文献：
  名称：

  Photoclickable Dendritic Molecular Glue: Noncovalent-to-Covalent Photochemical Transformation of Protein Hybrids

  摘要：

  A water-soluble dendron with a fluorescein isothiocyanate (FITC) fluorescent label and bearing nine pendant guanidinium ion (Gu(+))/benzophenone (BP) pairs at its periphery (Glue(BP)-FITC) serves as a "photo-clickable molecular glue". By multivalent salt-bride formation between Gu(+) ions and oxyanions, Glue(BP)-FITC temporarily adheres to a kinesin/microtubule hybrid. Upon subsequent exposure to UV light, this noncovalent binding is made permanent via a cross-linking reaction mediated by carbon radicals derived from the photoexcited BP units. This temporal-to-permanent transformation by light occurs quickly and efficiently in this preorganized state, allowing the movements of micro-tubules on a kinesin-coated glass plate to be photochemically controlled. A fundamental difference between such temporal and permanent bindings was visualized by the use of "optical tweezers".

  DOI：

  10.1021/ja401059w
• 作为产物：
  描述：

  tert-butyl (2-((2-(4-benzoylphenoxy)ethyl)(prop-2-yn-1-yl)amino)ethyl)carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以100%的产率得到(4-(2-((2-aminoethyl)(prop-2-yn-1-yl)amino)ethoxy)phenyl)(phenyl)methanone hydrochloride
  参考文献：
  名称：

  Photoclickable Dendritic Molecular Glue: Noncovalent-to-Covalent Photochemical Transformation of Protein Hybrids

  摘要：

  A water-soluble dendron with a fluorescein isothiocyanate (FITC) fluorescent label and bearing nine pendant guanidinium ion (Gu(+))/benzophenone (BP) pairs at its periphery (Glue(BP)-FITC) serves as a "photo-clickable molecular glue". By multivalent salt-bride formation between Gu(+) ions and oxyanions, Glue(BP)-FITC temporarily adheres to a kinesin/microtubule hybrid. Upon subsequent exposure to UV light, this noncovalent binding is made permanent via a cross-linking reaction mediated by carbon radicals derived from the photoexcited BP units. This temporal-to-permanent transformation by light occurs quickly and efficiently in this preorganized state, allowing the movements of micro-tubules on a kinesin-coated glass plate to be photochemically controlled. A fundamental difference between such temporal and permanent bindings was visualized by the use of "optical tweezers".

  DOI：

  10.1021/ja401059w