methyl 6-(3-iodophenyl)hexanoate | 521334-58-7

• 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: methyl 6-(3-iodophenyl)hexanoate
• CAS: 521334-58-7
• 化学式: C₁₃H₁₇IO₂
• 分子量: 332.181
• InChiKey: VTKYNYHANDXQDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 6-(3-iodophenyl)hexanoate 在 lithium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 异丙醇 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 (S)-2-{6-[3-(3-Phenyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-phenyl]-hexanoylamino}-pentanedioic acid
  参考文献：
  名称：

  Protein degradation with photoactivated enediyne-amino acid conjugates

  摘要：

  A series of photoactivated enediynes was prepared, and successfully employed for the selective degradation of target proteins.

  DOI：

  10.1016/s0960-894x(02)00618-2
• 作为产物：
  描述：

  5-己炔酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 tris(triphenylphosphine)rhodium(l) chloride 、 氢气 、 正丁胺 作用下， 生成 methyl 6-(3-iodophenyl)hexanoate
  参考文献：
  名称：

  Protein degradation with photoactivated enediyne-amino acid conjugates

  摘要：

  A series of photoactivated enediynes was prepared, and successfully employed for the selective degradation of target proteins.

  DOI：

  10.1016/s0960-894x(02)00618-2

文献信息

• Synthesis and Protein Degradation Capacity of Photoactivated Enediynes
  作者：Farid S. Fouad、Justin M. Wright、Gary Plourde II,、Ajay D. Purohit、Justin K. Wyatt、Ahmed El-Shafey、George Hynd、Curtis F. Crasto、Yiqing Lin、Graham B. Jones

  DOI：10.1021/jo051403q

  日期：2005.11.1

  The viability of proteins as targets of thermally and photoactivated enediynes has been confirmed at the molecular level. Model studies using a labeled substrate confirmed the efficacy of atom transfer from diyl radicals produced from enediynes to form captodatively stabilized carbon centered aminoacyl radicals, which then undergo either fragmentation or dimerization. To exploit this finding, a family of enediynes was developed using an intramolecular coupling strategy. Derivatives were prepared and used to target specific proteins, showing good correlation between affinity and photoinduced protein degrading activity. The findings have potential applications in the design of artificial chemical proteases and add to our understanding of the mechanism of action of the clinically important enediyne antitumor antibiotics.