methyl (2R)-2-benzamido-3-nitrososulfanylpropanoate | 1244028-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (2R)-2-benzamido-3-nitrososulfanylpropanoate
• CAS: 1244028-32-7
• 化学式: C₁₁H₁₂N₂O₄S
• 分子量: 268.293
• InChiKey: DXJULJAFCLVJBY-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2R)-2-benzamido-3-nitrososulfanylpropanoate 在 2-[butyl-[2-(dimethylamino)phenyl]phosphanyl]-N,N-dimethylaniline 作用下， 以 四氢呋喃 为溶剂， 反应 0.02h， 生成 2-benzoylaminoacrylic acid methyl ester
  参考文献：
  名称：

  Facile Formation of Dehydroalanine From S-Nitrosocysteines

  摘要：

  A reductive elimination of S-nitrosocysteines using phosphine substrates has been developed. This reaction converts unstable S-nitrosocysteines to dehydroalanine derivatives under very mild conditions. It can potentially be applied for the detection of protein S-nitrosation.

  DOI：

  10.1021/ja905558w
• 作为产物：
  描述：

  N-benzoyl-L-cysteine methyl ester 在 盐酸 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 methyl (2R)-2-benzamido-3-nitrososulfanylpropanoate
  参考文献：
  名称：

  Facile Formation of Dehydroalanine From S-Nitrosocysteines

  摘要：

  A reductive elimination of S-nitrosocysteines using phosphine substrates has been developed. This reaction converts unstable S-nitrosocysteines to dehydroalanine derivatives under very mild conditions. It can potentially be applied for the detection of protein S-nitrosation.

  DOI：

  10.1021/ja905558w

文献信息

• One-Pot Thioether Formation from<i>S</i>-Nitrosothiols
  作者：Dehui Zhang、Nelmi O. Devarie-Baez、Jia Pan、Hua Wang、Ming Xian

  DOI：10.1021/ol102491n

  日期：2010.12.17

  Protein S-nitrosation is an important post-translational modification. However, the detection of S-nitrosation is still problematic because S-nitrosation products, that is, S-nitrosothiols, are unstable species. Here a new reaction which can selectively convert unstable S-nitrosothiols to stable thioethers in one-pot under very mild conditions is reported. This reaction has the potential to be applied in the detection of protein S-nitrosation.
• Facile Formation of Dehydroalanine From <i>S</i>-Nitrosocysteines
  作者：Hua Wang、Jiming Zhang、Ming Xian

  DOI：10.1021/ja905558w

  日期：2009.9.23

  A reductive elimination of S-nitrosocysteines using phosphine substrates has been developed. This reaction converts unstable S-nitrosocysteines to dehydroalanine derivatives under very mild conditions. It can potentially be applied for the detection of protein S-nitrosation.