S-4-cyanobenzyl-N-acetylcysteine | 1258307-82-2

• 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: S-4-cyanobenzyl-N-acetylcysteine
• 英文别名: (2R)-2-acetamido-3-[(4-cyanophenyl)methylsulfanyl]propanoic acid
• CAS: 1258307-82-2
• 化学式: C₁₃H₁₄N₂O₃S
• 分子量: 278.332
• InChiKey: YRAXDBKRONKIKM-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 、 对氰基溴化苄 在 碳酸氢铵 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 S-4-cyanobenzyl-N-acetylcysteine
  参考文献：
  名称：

  Selective Incorporation of Nitrile-Based Infrared Probes into Proteins via Cysteine Alkylation

  摘要：

  The nitrile stretching vibration is increasingly used as a sensitive infrared probe of local protein environments. However, site-specific incorporation of a nitrile moiety into proteins is difficult. Here we show that various aromatic nitriles can be easily incorporated into peptides and proteins via either thiol alkylation or arylation reaction.

  DOI：

  10.1021/bi101711a

文献信息

• Selective Incorporation of Nitrile-Based Infrared Probes into Proteins via Cysteine Alkylation
  作者：Hyunil Jo、Robert M. Culik、Ivan V. Korendovych、William F. DeGrado、Feng Gai

  DOI：10.1021/bi101711a

  日期：2010.12.14

  The nitrile stretching vibration is increasingly used as a sensitive infrared probe of local protein environments. However, site-specific incorporation of a nitrile moiety into proteins is difficult. Here we show that various aromatic nitriles can be easily incorporated into peptides and proteins via either thiol alkylation or arylation reaction.