2-(10-溴癸基)-5,6-二甲氧基-3-甲基-1,4-苯二酚 | 336184-90-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 2-(10-溴癸基)-5,6-二甲氧基-3-甲基-1,4-苯二酚
• 英文名称: 2-(10-Bromodecyl)-5,6-dimethoxy-3-methylbenzene-1,4-diol
• CAS: 336184-90-8
• 化学式: C₁₉H₃₁BrO₄
• 分子量: 403.357
• InChiKey: MUPRSZJKPYSXDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(10-溴癸基)-5,6-二甲氧基-3-甲基-1,4-苯二酚 在 ammonium cerium (IV) nitrate 、 钾硼氢 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 乙腈 为溶剂， 反应 5.33h， 生成
  参考文献：
  名称：

  Reversible Redox of NADH and NAD⁺ at a Hybrid Lipid Bilayer Membrane Using Ubiquinone

  摘要：

  Here, we report the reversible interconversion between NADH and NAD(+) at a low overpotential, which is in part mediated by ubiquinone embedded in a biomimetic membrane to mimic the initial stages of respiration. This system can be used as a platform to examine biologically relevant electroactive molecules embedded in a natural membrane environment and provide new insights into the mechanism of biological redox cycling.

  DOI：

  10.1021/ja204014s
• 作为产物：
  描述：

  11-溴十一酰氯 在 钾硼氢 、 双氧水 、 溶剂黄146 作用下， 以 吡啶 、 甲醇 、 乙醚 为溶剂， 反应 22.25h， 生成 2-(10-溴癸基)-5,6-二甲氧基-3-甲基-1,4-苯二酚
  参考文献：
  名称：

  Reversible Redox of NADH and NAD⁺ at a Hybrid Lipid Bilayer Membrane Using Ubiquinone

  摘要：

  Here, we report the reversible interconversion between NADH and NAD(+) at a low overpotential, which is in part mediated by ubiquinone embedded in a biomimetic membrane to mimic the initial stages of respiration. This system can be used as a platform to examine biologically relevant electroactive molecules embedded in a natural membrane environment and provide new insights into the mechanism of biological redox cycling.

  DOI：

  10.1021/ja204014s

文献信息

• Multiple deuteration of triphenylphosphine and live-cell Raman imaging of deuterium-incorporated Mito-Q
  作者：Shogo Moriyama、Miyu Mae、Daiki Shibata、Hiroyuki Yamakoshi、Shinji Kajimoto、Takakazu Nakabayashi、Takayoshi Ishimoto、Kaiki Mogi、Hironao Sajiki、Shuji Akai、Yoshinari Sawama

  DOI：10.1039/d3cc04410f

  日期：——

  All aromatic C–H bonds of triphenylphosphine (PPh₃) were efficiently replaced by C–D bonds using Ru/C and Ir/C co-catalysts in 2-PrOH and D₂O, an inexpensive deuterium source.

  在 2-PrOH 和 D2O（一种廉价的氘源）中，使用 Ru/C 和 Ir/C 助催化剂，三苯基膦 (PPh3) 的所有芳香族 C-H 键都被 C-D 键有效取代。
• Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria
  作者：Damien Y. Duveau、Pablo M. Arce、Robert A. Schoenfeld、Nidhi Raghav、Gino A. Cortopassi、Sidney M. Hecht

  DOI：10.1016/j.bmc.2010.06.104

  日期：2010.9

  Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. (C) 2010 Elsevier Ltd. All rights reserved.
• Reversible Redox of NADH and NAD⁺ at a Hybrid Lipid Bilayer Membrane Using Ubiquinone
  作者：Wei Ma、Da-Wei Li、Todd C. Sutherland、Yang Li、Yi-Tao Long、Hong-Yuan Chen

  DOI：10.1021/ja204014s

  日期：2011.8.17

  Here, we report the reversible interconversion between NADH and NAD(+) at a low overpotential, which is in part mediated by ubiquinone embedded in a biomimetic membrane to mimic the initial stages of respiration. This system can be used as a platform to examine biologically relevant electroactive molecules embedded in a natural membrane environment and provide new insights into the mechanism of biological redox cycling.