1-(ethoxycarbonylmethyl)-5-(tert-butyldithiomethyl)uracil | 848618-25-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(ethoxycarbonylmethyl)-5-(tert-butyldithiomethyl)uracil
• 英文别名: Ethyl 2-[5-[(tert-butyldisulfanyl)methyl]-2,4-dioxopyrimidin-1-yl]acetate；ethyl 2-[5-[(tert-butyldisulfanyl)methyl]-2,4-dioxopyrimidin-1-yl]acetate
• CAS: 848618-25-7
• 化学式: C₁₃H₂₀N₂O₄S₂
• 分子量: 332.445
• InChiKey: YDZVPZXWRADWHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(ethoxycarbonylmethyl)-5-(tert-butyldithiomethyl)uracil 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以98%的产率得到1-(carboxymethyl)-5-(tert-butyldithiomethyl)uracil
  参考文献：
  名称：

  Improved Nucleic Acid Triggered Probe Activation through the Use of a 5-Thiomethyluracil Peptide Nucleic Acid Building Block

  摘要：

  To improve the efficiency of a nucleic acid triggered probe activation (NATPA) system a 5-thiomethyluracil peptide nucleic acid (PNA) building block has been synthesized. Attachment of imidazole and a coumarin ester to uracils at the ends of two PNAs resulted in a 550 000-fold acceleration of DNA-triggered coumarin release relative to imidazole and a 6-fold increase in k(cat) relative to a system which had these groups attached to the amino and carboxy ends of PNAs.

  DOI：

  10.1021/ol0478382
• 作为产物：
  描述：

  5-(氯甲基)尿嘧啶 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 1-(ethoxycarbonylmethyl)-5-(tert-butyldithiomethyl)uracil
  参考文献：
  名称：

  Improved Nucleic Acid Triggered Probe Activation through the Use of a 5-Thiomethyluracil Peptide Nucleic Acid Building Block

  摘要：

  To improve the efficiency of a nucleic acid triggered probe activation (NATPA) system a 5-thiomethyluracil peptide nucleic acid (PNA) building block has been synthesized. Attachment of imidazole and a coumarin ester to uracils at the ends of two PNAs resulted in a 550 000-fold acceleration of DNA-triggered coumarin release relative to imidazole and a 6-fold increase in k(cat) relative to a system which had these groups attached to the amino and carboxy ends of PNAs.

  DOI：

  10.1021/ol0478382

文献信息

• Improved Nucleic Acid Triggered Probe Activation through the Use of a 5-Thiomethyluracil Peptide Nucleic Acid Building Block
  作者：Jianfeng Cai、Xiaoxu Li、John Stephen Taylor

  DOI：10.1021/ol0478382

  日期：2005.3.1

  To improve the efficiency of a nucleic acid triggered probe activation (NATPA) system a 5-thiomethyluracil peptide nucleic acid (PNA) building block has been synthesized. Attachment of imidazole and a coumarin ester to uracils at the ends of two PNAs resulted in a 550 000-fold acceleration of DNA-triggered coumarin release relative to imidazole and a 6-fold increase in k(cat) relative to a system which had these groups attached to the amino and carboxy ends of PNAs.