1-(carboxymethyl)-5-(tert-butyldithiomethyl)uracil | 848618-27-9

• 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-(carboxymethyl)-5-(tert-butyldithiomethyl)uracil
• CAS: 848618-27-9
• 化学式: C₁₁H₁₆N₂O₄S₂
• 分子量: 304.391
• InChiKey: GCAPCBWAYPMILF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  92.16
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(carboxymethyl)-5-(tert-butyldithiomethyl)uracil 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 N-[2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]-N-[5-(tert-butyldithiomethyl)uracil-1-ylmethylcarbonyl]glycine
  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-(tert-butyldithiomethyl)uracil 在 sodium hydroxide 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 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