(4,4'-dimethoxytrityl)decaethylene glycol | 860030-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (4,4'-dimethoxytrityl)decaethylene glycol
• CAS: 860030-74-6
• 化学式: C₄₁H₆₀O₁₃
• 分子量: 760.92
• InChiKey: JTLLREQXJSXPNG-UHFFFAOYSA-N

物化性质

• 沸点：
  787.3±60.0 °C(predicted)
• 密度：
  1.132±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  54.0
• 可旋转键数：
  35.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  130.99
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (4,4'-dimethoxytrityl)decaethylene glycol 在 四丁基氟化铵 、 sodium hydride 、 咪唑 三氟甲磺酸盐 、 三氯乙酸 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 5.24h， 生成
  参考文献：
  名称：

  Efficient Preparation of Organic Substrate−RNA Conjugates via in Vitro Transcription

  摘要：

  A concise synthetic way has been developed for the preparation of guanosine monophosphate derivatives carrying a decaethylene glycol spacer at their 5'-oxygen to which are attached a range of organic substrates. The four different compounds, prepared via a convergent synthetic strategy, carry a tethered benzylallyl ether residue (1a), an anthracene (1b), a benzyl carbamate residue (1c), or a primary amino group (1d), respectively. All four compounds have been successfully incorporated at the T-end of a 25-mer long RNA transcript via T7 RNA polymerase, and no inhibition of chain elongation could be observed. Under proper conditions, 1a and 1b can be incorporated up to 90-95% and 1c up to 68%. The amino-terminated initiator Id is incorporated less efficiently although still up to 49%. These results show that the more hydrophobic the guanosine monophosphate derivative is, the higher is its enzymatic incorporation.

  DOI：

  10.1021/ja051179m
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 在 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.42h， 生成 (4,4'-dimethoxytrityl)decaethylene glycol
  参考文献：
  名称：

  Efficient Preparation of Organic Substrate−RNA Conjugates via in Vitro Transcription

  摘要：

  A concise synthetic way has been developed for the preparation of guanosine monophosphate derivatives carrying a decaethylene glycol spacer at their 5'-oxygen to which are attached a range of organic substrates. The four different compounds, prepared via a convergent synthetic strategy, carry a tethered benzylallyl ether residue (1a), an anthracene (1b), a benzyl carbamate residue (1c), or a primary amino group (1d), respectively. All four compounds have been successfully incorporated at the T-end of a 25-mer long RNA transcript via T7 RNA polymerase, and no inhibition of chain elongation could be observed. Under proper conditions, 1a and 1b can be incorporated up to 90-95% and 1c up to 68%. The amino-terminated initiator Id is incorporated less efficiently although still up to 49%. These results show that the more hydrophobic the guanosine monophosphate derivative is, the higher is its enzymatic incorporation.

  DOI：

  10.1021/ja051179m

文献信息

• DNA-Based Phosphane Ligands
  作者：Mihaela Caprioara、Roberto Fiammengo、Marianne Engeser、Andres Jäschke

  DOI：10.1002/chem.200601058

  日期：2007.2.23

  bidentate phosphane ligands as well as P,N-ligands. Aminoalkyl-modified oligonucleotides have been reacted at predetermined internal sites with carboxylate derivatives of pyrphos, BINAP and phosphinooxazoline (PHOX) 2 b-d. Carbodiimide coupling in the presence of N-hydroxysuccinimide provided the DNA-ligand conjugates in 38-78 % yield. Phosphane-containing oligonucleotides and their phosphane sulfide

  为了扩大与过渡金属特异性相互作用的DNA序列的范围，我们在此报告携带单和二齿膦配体以及P，N-配体的DNA序列的第一个例子。氨基烷基修饰的寡核苷酸已在预定的内部位点与焦磷酸，BINAP和膦恶唑啉（PHOX）2 bd的羧酸酯衍生物反应。在N-羟基琥珀酰亚胺存在下，碳二亚胺偶联以38-78％的产率提供了DNA-配体结合物。通过质谱（MALDI-TOF和FT-ICR-ESI）对含磷的寡核苷酸及其硫化膦类似物进行了表征，并对其纯化和分离后的稳定性进行了系统的研究。尽管DNA附加的除草配体被快速氧化，但BINAP和PHOX偶联物显示出高稳定性，