N-trifluoroacetyl-L-serine ethyl ester | 119834-82-1

• 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: N-trifluoroacetyl-L-serine ethyl ester
• 英文别名: ethyl (2S)-3-hydroxy-2-[(2,2,2-trifluoroacetyl)amino]propanoate
• CAS: 119834-82-1
• 化学式: C₇H₁₀F₃NO₄
• 分子量: 229.156
• InChiKey: AUKYRADQPKFYGD-BYPYZUCNSA-N

物化性质

• 沸点：
  320.6±42.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.41
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-trifluoroacetyl-L-serine ethyl ester 在 sodium hydroxide 、 水 、 三氯化磷 作用下， 生成 O,O'-bis(L-serinyl)phosphite
  参考文献：
  名称：

  Natchev, Ivan A., Phosphorus and Sulfur and the Related Elements, 1988, vol. 37, p. 149 - 158

  摘要：

  DOI：
• 作为产物：
  描述：

  丝氨酸乙酯 、 三氟乙酸乙酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 N-trifluoroacetyl-L-serine ethyl ester
  参考文献：
  名称：

  Synthesis and Evaluation of RNA Transesterification Efficiency Using Stereospecific Serinol-Terpyridine Conjugates

  摘要：

  Six novel artificial ribonucleases were synthesized employing a stereochemically pure abasic serinol backbone residue for attachment of the RNA transesterification agent copper(II) terpyridine. These stereochemically pure abasic residues were synthesized as phosphoramidite building blocks from the parent L-serine and D-serine starting building blocks and incorporated into oligonucleotides via solid-phase DNA synthesis. These artificial ribonucleases were constructed to determine if the stereochemistry of the alpha carbon of an abasic serinol residue has influence over RNA transesterification through selective placement of a pendant transesterification agent in either the major or minor groove. The novel artificial ribonucleases and previously synthesized artificial ribonucleases were challenged with a 28-mer and 159-mer RNA substrate. It was determined that the stereochemistry of the carbon atom derived from the a-carbon of serine did not influence the extent of cleavage in these studies using copper(II) terpyridine conjugated artificial ribonucleases.

  DOI：

  10.1080/15257770500230426

文献信息

• Natchev, Ivan A., Phosphorus and Sulfur and the Related Elements, 1988, vol. 37, p. 149 - 158
  作者：Natchev, Ivan A.

  DOI：——

  日期：——
• Synthesis and Evaluation of RNA Transesterification Efficiency Using Stereospecific Serinol-Terpyridine Conjugates
  作者：William C. Putnam、James K. Bashkin

  DOI：10.1080/15257770500230426

  日期：2005.8

  Six novel artificial ribonucleases were synthesized employing a stereochemically pure abasic serinol backbone residue for attachment of the RNA transesterification agent copper(II) terpyridine. These stereochemically pure abasic residues were synthesized as phosphoramidite building blocks from the parent L-serine and D-serine starting building blocks and incorporated into oligonucleotides via solid-phase DNA synthesis. These artificial ribonucleases were constructed to determine if the stereochemistry of the alpha carbon of an abasic serinol residue has influence over RNA transesterification through selective placement of a pendant transesterification agent in either the major or minor groove. The novel artificial ribonucleases and previously synthesized artificial ribonucleases were challenged with a 28-mer and 159-mer RNA substrate. It was determined that the stereochemistry of the carbon atom derived from the a-carbon of serine did not influence the extent of cleavage in these studies using copper(II) terpyridine conjugated artificial ribonucleases.