Acetic acid (S)-1-hydroxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl ester | 916599-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Acetic acid (S)-1-hydroxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl ester
• CAS: 916599-31-0
• 化学式: C₁₀H₁₄N₂O₅
• 分子量: 242.232
• InChiKey: CCSKIVYEMPUJQS-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.23
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101.39
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-1-hydroxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl ester 生成
  参考文献：
  名称：

  Glycerol Nucleoside Triphosphates:  Synthesis and Polymerase Substrate Activities

  摘要：

  [GRAPHICS]The synthesis of (S)-glycerol nucleoside triphosphates (gNTPs) and the analysis of their substrate activities for enzymatic polymerization is described. NTPs with simplified carbohydrate backbones such as the tNTPs (alpha-L-threose-NTPs) are polymerase substrates and offer the potential to create non-natural aptamer sequences with simplified backbones through enzymatic means. The acyclic (S)-GNA was modeled after the shortened alpha-threofuranosyl backbone. Here we describe the synthesis of (S)-glycerol NTPs and initial enzymatic testing of this further simplified nucleic acid backbone.

  DOI：

  10.1021/ol062232u
• 作为产物：
  描述：

  Acetic acid (S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethyl ester 在 二氯乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以93%的产率得到Acetic acid (S)-1-hydroxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl ester
  参考文献：
  名称：

  Glycerol Nucleoside Triphosphates:  Synthesis and Polymerase Substrate Activities

  摘要：

  [GRAPHICS]The synthesis of (S)-glycerol nucleoside triphosphates (gNTPs) and the analysis of their substrate activities for enzymatic polymerization is described. NTPs with simplified carbohydrate backbones such as the tNTPs (alpha-L-threose-NTPs) are polymerase substrates and offer the potential to create non-natural aptamer sequences with simplified backbones through enzymatic means. The acyclic (S)-GNA was modeled after the shortened alpha-threofuranosyl backbone. Here we describe the synthesis of (S)-glycerol NTPs and initial enzymatic testing of this further simplified nucleic acid backbone.

  DOI：

  10.1021/ol062232u

文献信息

• The remarkable UV light invulnerability of thymine GNA dinucleotides
  作者：Stéphanie Coantic-Castex、Agathe Martinez、Dominique Harakat、Dominique Guillaume、Pascale Clivio

  DOI：10.1039/c9cc04355a

  日期：——

  The thymine moieties of GNA dinucleotides exhibit resistance to UV light due to the absence of a stacked conformation suitable for photochemical reaction.

  GNA二核苷酸中的胸腺嘧啶基团由于缺乏适合光化学反应的堆积构象而对紫外线具有抗性。