4-[2-[6-[2-[2-amino-7-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl]pyren-1-yl]ethynyl]benzonitrile | 1332831-25-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-[2-[6-[2-[2-amino-7-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl]pyren-1-yl]ethynyl]benzonitrile
• CAS: 1332831-25-0
• 化学式: C₃₈H₂₅N₅O₄
• 分子量: 615.648
• InChiKey: FUMZUMHCBJMHCV-DCMFLLSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  47
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-iodo-7-deaza-2'-deoxyguanosine 在 ammonium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-[2-[6-[2-[2-amino-7-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl]ethynyl]pyren-1-yl]ethynyl]benzonitrile
  参考文献：
  名称：

  Synthesis and photophysical properties of novel push–pull-type solvatochromic 7-deaza-2′-deoxypurine nucleosides

  摘要：

  We have synthesized two novel push-pull-type fluorescent 7-deazapurine nucleosides, (CNZ)A and (CNZ)G, and investigated their photophysical properties. In particular, (CNZ)A was found to exhibit a remarkable solvatofluorochromicity (Delta lambda(fLmax) = 60 nm). We incorporated (CNZ)A into oligonucleotides and found that (CNZ)A can form a stable base pair with both thymine and cytosine. Such environmentally sensitive fluorescent nucleosides have a potential as a fluorescence sensor for structural studies of nucleic acids. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.089

文献信息

• Synthesis and photophysical properties of novel push–pull-type solvatochromic 7-deaza-2′-deoxypurine nucleosides
  作者：Yoshio Saito、Azusa Suzuki、Shinya Ishioroshi、Isao Saito

  DOI：10.1016/j.tetlet.2011.06.089

  日期：2011.9

  We have synthesized two novel push-pull-type fluorescent 7-deazapurine nucleosides, (CNZ)A and (CNZ)G, and investigated their photophysical properties. In particular, (CNZ)A was found to exhibit a remarkable solvatofluorochromicity (Delta lambda(fLmax) = 60 nm). We incorporated (CNZ)A into oligonucleotides and found that (CNZ)A can form a stable base pair with both thymine and cytosine. Such environmentally sensitive fluorescent nucleosides have a potential as a fluorescence sensor for structural studies of nucleic acids. (C) 2011 Elsevier Ltd. All rights reserved.