5-(tributylammoniomethyl)salicylaldehyde chloride | 188999-63-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(tributylammoniomethyl)salicylaldehyde chloride
• 英文别名: tributyl-[(3-formyl-4-hydroxyphenyl)methyl]azanium;chloride
• CAS: 188999-63-5
• 化学式: C₂₀H₃₄NO₂*Cl
• 分子量: 355.948
• InChiKey: MTBAUCZCPODXIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  24.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-(tributylammoniomethyl)salicylaldehyde chloride 以 乙醇 、 氯仿 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Highly efficient synthesis of cyclic carbonates from epoxides catalyzed by salen aluminum complexes with built-in “CO₂ capture” capability under mild conditions

  摘要：

  一种基于聚醚的咪唑离子液体功能化的Salen铝络合物在温和条件下将CO₂与环氧化物加成反应中表现出高效率和可重复使用性，作为均相、单组分和多功能催化剂。

  DOI：

  10.1039/c3gc42388c
• 作为产物：
  描述：

  三正丁胺 、 2-羟基-5-氯甲基苯甲醛 以 甲苯 为溶剂， 反应 48.0h， 生成 5-(tributylammoniomethyl)salicylaldehyde chloride
  参考文献：
  名称：

  Highly efficient synthesis of cyclic carbonates from epoxides catalyzed by salen aluminum complexes with built-in “CO₂ capture” capability under mild conditions

  摘要：

  一种基于聚醚的咪唑离子液体功能化的Salen铝络合物在温和条件下将CO₂与环氧化物加成反应中表现出高效率和可重复使用性，作为均相、单组分和多功能催化剂。

  DOI：

  10.1039/c3gc42388c

文献信息

• Synthesis of New Cationic Schiff Base Complexes of Copper(II) and Their Selective Binding with DNA
  作者：Tomohide Tanaka、Keiko Tsurutani、Atsushi Komatsu、Toyofumi Ito、Kazumi Iida、Yuki Fujii、Yoshiharu Nakano、Yoshiharu Usui、Yutaka Fukuda、Makoto Chikira

  DOI：10.1246/bcsj.70.615

  日期：1997.3

  A series of cationic salen-type Schiff base complexes of copper(II), the general formula of which is [CuR3N+–CH2–C6H3(O−)–CH=N–}2X]Br2 (R: CH3, C2H5, C3H7, C4H9; X: C2H4, C3H6, C6H10, C6H4, C10H6), was newly prepared, and the molecular structure of complex 1 (R = CH3, X = C2H4) was determined by an X-ray crystal structure analysis. The binding mode and binding constants (Kb) of all the complexes with calf thymus DNA were investigated at an ionic strength of I = 0.05(NaCl + HEPES buffer, pH = 7.2) using induced CD and the UV-vis spectra. Those complexes with aliphatic X group selectively bound to the groove of DNA, and the Kb’s were in the range of 102—103 mol dm−3 (site size base pairs n = 7.2—7.4). However, those with aromatic X group selectivity intercalated to the base pairs, and the Kb’s were in the range of 104—105mol dm−3 (n = 2.8—4.0). These binding modes were confirmed based on the salt dependence of Kb’s. In addition, 1 and 10 (R = CH3, X = C6H4) were found to exhibit AT-sequence affinity from the induced CD spectra and Kb’s for poly(dA-dT)–poly(dA-dT), poly(dG-dC)–poly(dG-dC), and poly(dA-dC)–poly(dT-dG).

  一系列阳离子Salen型Schiff碱铜(II)络合物被新配制，其一般式为[CuR3N+–CH2–C6H3(O−)–CH=N–}2X]Br2（R：CH3，C2H5，C3H7，C4H9；X：C2H4，C3H6，C6H10，C6H4，C10H6），并通过X射线晶体结构分析确定了络合物1（R = ，X = ）的分子结构。以离子强度I = 0.05（NaCl + HEPES缓冲液，pH = 7.2）为条件，使用诱导圆二色谱（CD）和紫外可见光谱研究了所有络合物与小牛胸腺DNA的结合模式和结合常数（Kb）。那些具有脂肪族X基团的络合物选择性地结合到DNA的槽口，Kb的范围在102—103 mol dm−3（位点基对数n = 7.2—7.4）。而具有芳香族X基团的络合物则选择性地插入到基对中，Kb的范围在104—105 mol dm−3（n = 2.8—4.0）。这些结合模式基于Kb的盐依赖性得到了确认。此外，发现1和10（R = ，X = ）在诱导CD光谱和针对聚(dA-dT)–聚(dA-dT)、聚(dG-dC)–聚(dG-dC)和聚(dA-dC)–聚(dT-dG)的Kb中表现出AT序列亲和力。
• Stereospecific binding of chemically modified salen-type Schiff base complexes of copper(II) with DNA [salen = bis(salicyclidene)ethylenediamine]
  作者：Kousuke Sato、Makoto Chikira、Yuki Fujii、Atsushi Komatsu

  DOI：10.1039/c39940000625

  日期：——

  DNA-fibre ESR measurements reveal that the orientation of water-soluble cationic salen-type Schiff base complexes of copper(II) on DNA changes by modification of the bridging group between two imino nitrogens in the complex; the 1,2-phenylenediamine and 2,3-naphthalenediamine bridges enable the complex to intercalate to DNA, while the ethylenediamine bridge induces groove binding.

  DNA 纤维 ESR 测量表明，铜 (II) 的水溶性阳离子萨伦型希夫碱配合物在 DNA 上的取向通过修改配合物中两个亚氨基氮之间的桥接基团而发生变化； 1,2-苯二胺和2,3-萘二胺桥使复合物能够插入DNA，而乙二胺桥则诱导凹槽结合。