Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[4-(dimethylamino-methyleneamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-tetrahydro-furan-3-yl ester | 677008-36-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 吡咯并嘧啶核苷和核苷酸
• 英文名称: Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[4-(dimethylamino-methyleneamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-tetrahydro-furan-3-yl ester
• CAS: 677008-36-5
• 化学式: C₂₀H₂₅N₅O₇
• 分子量: 447.448
• InChiKey: NESJHORYUUAZIG-WOCWXWTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  134.44
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[4-(dimethylamino-methyleneamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-tetrahydro-furan-3-yl ester 在 甲醇 、 N-碘代丁二酰亚胺 、 三乙胺 作用下， 以 四氯化碳 为溶剂， 生成 N'-[7-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-N,N-dimethyl-formamidine
  参考文献：
  名称：

  Determination of RNA Tertiary Structure by Electron Paramagnetic Resonance Spectroscopy (EPR)

  摘要：

  Since the discovery of ribozymes in 1980, RNA is no longer considered only as a transporter of the genetic information but also as a participating molecule in each step of the gene expression. RNA can form complex three dimensional structures designed to perform specific functions. These structures are highly dependent on the presence of metal ions but few have been already solved. In the last few years the Electron Paramagnetic Resonance (EPR) spectroscopy has enabled a real improvement in the determination of proteins' conformation([1]) but few studies have been performed on nucleic acids.([2])Indeed EPR enables to gain structural (distances between 15 and 60Angstrom can be measured) and dynamic data (motions which occur on a timescale from millisecond to nanosecond can be analysed). Our aim is to test this method on the well known Hammerhead Ribozyme, whose X-ray structure has been entirely determined in 1994:31 it is composed of one core and three helices, whose orientation depends on the magnesium concentration. Besides the magnesium ions are involved in the mechanism of substrate's self-cleavage.

  DOI：

  10.1081/ncn-120023107
• 作为产物：
  描述：

  4-氨基-7H-吡咯[2,3-d]嘧啶 在 苯磺酰胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[4-(dimethylamino-methyleneamino)-pyrrolo[2,3-d]pyrimidin-7-yl]-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Determination of RNA Tertiary Structure by Electron Paramagnetic Resonance Spectroscopy (EPR)

  摘要：

  Since the discovery of ribozymes in 1980, RNA is no longer considered only as a transporter of the genetic information but also as a participating molecule in each step of the gene expression. RNA can form complex three dimensional structures designed to perform specific functions. These structures are highly dependent on the presence of metal ions but few have been already solved. In the last few years the Electron Paramagnetic Resonance (EPR) spectroscopy has enabled a real improvement in the determination of proteins' conformation([1]) but few studies have been performed on nucleic acids.([2])Indeed EPR enables to gain structural (distances between 15 and 60Angstrom can be measured) and dynamic data (motions which occur on a timescale from millisecond to nanosecond can be analysed). Our aim is to test this method on the well known Hammerhead Ribozyme, whose X-ray structure has been entirely determined in 1994:31 it is composed of one core and three helices, whose orientation depends on the magnesium concentration. Besides the magnesium ions are involved in the mechanism of substrate's self-cleavage.

  DOI：

  10.1081/ncn-120023107