(R)-9-[(3-hydroxy-2-propoxy)methyl]guanine-1-triphosphate | 108645-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (R)-9-[(3-hydroxy-2-propoxy)methyl]guanine-1-triphosphate
• 英文别名: [[(2R)-2-[(2-amino-6-oxo-1H-purin-9-yl)methoxy]-3-hydroxypropoxy]-hydroxyphosphoryl] phosphono hydrogen phosphate
• CAS: 108645-26-7
• 化学式: C₉H₁₆N₅O₁₃P₃
• 分子量: 495.173
• InChiKey: OBABDJMYPMAQEP-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  275
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  (R)-9-[(1-O-tosyl-3-hydroxy-2-propoxy)methyl]guanine 在 tetrabutylammonium triphosphate 作用下， 以 乙腈 为溶剂， 生成 (R)-9-[(3-hydroxy-2-propoxy)methyl]guanine-1-triphosphate
  参考文献：
  名称：

  A Pre-RNA Candidate Revisited:  Both Enantiomers of Flexible Nucleoside Triphosphates are DNA Polymerase Substrates

  摘要：

  One of the earliest proposed pre-RNA candidates is the flexible nucleic acid (FNA) structure based on the mixed acetal aminal of fomryl glycerol FNA achieves dramatic stereochemical simplification by formally deleting the 2.CHOH group of RNA, thereby replacing the four RNA stereocenters with a single (pro)stereocenter. Despite the documented inability of FNA to form stable duplexes with DNA flexible nucleoside triphosphates (fNTPS) are substrates for DNA polymerases. Consistent with early predictions, FNA chirality is unimportant as polymerases accept both (S)-and (R)-INTP antipodes. These results provide a renewed basis for positing FNA as a viable informational molecule.

  DOI：

  10.1021/ja0770680

文献信息

• A Pre-RNA Candidate Revisited:  Both Enantiomers of Flexible Nucleoside Triphosphates are DNA Polymerase Substrates
  作者：Benjamin D. Heuberger、Christopher Switzer

  DOI：10.1021/ja0770680

  日期：2008.1.1

  One of the earliest proposed pre-RNA candidates is the flexible nucleic acid (FNA) structure based on the mixed acetal aminal of fomryl glycerol FNA achieves dramatic stereochemical simplification by formally deleting the 2.CHOH group of RNA, thereby replacing the four RNA stereocenters with a single (pro)stereocenter. Despite the documented inability of FNA to form stable duplexes with DNA flexible nucleoside triphosphates (fNTPS) are substrates for DNA polymerases. Consistent with early predictions, FNA chirality is unimportant as polymerases accept both (S)-and (R)-INTP antipodes. These results provide a renewed basis for positing FNA as a viable informational molecule.