29-(9-anthrylmethyloxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol | 860030-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 29-(9-anthrylmethyloxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol
• 英文别名: 29-(9-anthrylmethoxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol
• CAS: 860030-80-4
• 化学式: C₃₅H₅₂O₁₁
• 分子量: 648.791
• InChiKey: UEIJJUACKTVKEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  46.0
• 可旋转键数：
  31.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  112.53
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  29-(9-anthrylmethyloxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol 在 四氮唑 、 ammonium hydroxide 作用下， 生成 [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(anthracen-9-ylmethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl hydrogen phosphate
  参考文献：
  名称：

  Site-specific modification of enzymatically synthesized RNA: Transcription initiation and Diels-Alder reaction

  摘要：

  Initiator nucleotides consisting of an anthracene ring system coupled to the 5'-phosphate of guanosine monophosphate via a polyethylene glycol (PEG) linker were chemically synthesized. When added to transcription reactions, these initiators were site-specifically incorporated into RNA transcripts yielding RNA conjugates with a fluorophore selectively attached to the 5'-end via a flexible linker. Besides sensitive fluorescence detection, the anthracene allowed the convenient modification with maleimides by Diels-Alder reaction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10151-4
• 作为产物：
  描述：

  (4,4'-dimethoxytrityl)tetrakis(ethylene glycol) p-toluenesulfonate 在 sodium hydride 、 三氯乙酸 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.08h， 生成 29-(9-anthrylmethyloxy)-3,6,9,12,15,18,21,24,27-nonaoxanonacosan-1-ol
  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

• Allosterically Activated Diels−Alder Catalysis by a Ribozyme
  作者：Mark Helm、Markus Petermeier、Bixia Ge、Roberto Fiammengo、Andres Jäschke

  DOI：10.1021/ja052886i

  日期：2005.8.1

  We describe the allosteric control of Diels-Alder reactions by a small organic effector, theophylline. This is achieved by converting a Diels-Alder ribozyme into an allosterically regulated system. In contrast to other published systems, we have a bond-forming reaction with two small-molecule substrates and multiple turnover. This system could be very attractive for the development of assays for a variety of analytes and can be regarded as a prototype of fully synthetic signaling cascades.