13C6-iodoacetanilide | 612478-33-8

• 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: 13C6-iodoacetanilide
• 英文别名: ¹³C₆-IAA；2-Iodo-N-(phenyl-13C6)acetamide；N-((1,2,3,4,5,6-13C6)cyclohexatrienyl)-2-iodoacetamide
• CAS: 612478-33-8
• 化学式: C₈H₈INO
• 分子量: 266.996
• InChiKey: YXNAWCUIZOCJNG-ZXJNGCBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  KEEPPHHEVPESETC 、 13C6-iodoacetanilide 反应 1.0h， 生成
  参考文献：
  名称：

  Electrospray ionization mass spectroscopic analysis of peptides modified with N-ethylmaleimide or iodoacetanilide

  摘要：

  The cysteine-specific modifiers we reported previously, N-ethylmaleimide (NEM) and iodoacetanilide (IAA), have been applied to label cysteine residues of peptides in combination with electrospray ionization mass spectrometry (ESI-MS/MS), and their scope in proteomic studies was examined. Peptides modified with N-ethylmaleimide (NEM) or iodoacetanilide (IAA) showed significant enhancement in ionization efficiencies. These modifiers were also found to remain intact in tandem mass spectrometry. Both combinations of N-ethylmaleimide (NEM) and d5-N-ethylmaleimide (d5-NEM), and iodoacetanilide (IAA) and C-13(6)-iodoacetanilide (C-13(6)-IAA) were also shown to be applicable to quantitative analysis of a peptide. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.069
• 作为产物：
  描述：

  碘乙酸 、 苯胺-13C6 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 以95%的产率得到13C6-iodoacetanilide
  参考文献：
  名称：

  Synthesis of 13C-Labeled iodoacetanilide and application to quantitative peptide analysis by isotope differential mass spectrometry

  摘要：

  C-13-Labeled and unlabeled iodoacetanilides have been synthesized for covalent modification of the sulfhydryl groups of cysteine residues in proteins or peptides. A combination of these reagents, coupled with mass spectrometry, is a powerful tool for quantitative analysis of peptides and hence proteins. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00503-1

文献信息

• Electrospray ionization mass spectroscopic analysis of peptides modified with N-ethylmaleimide or iodoacetanilide
  作者：Masoud Zabet-Moghaddam、Tomoko Kawamura、Emi Yatagai、Satomi Niwayama

  DOI：10.1016/j.bmcl.2008.07.069

  日期：2008.9

  The cysteine-specific modifiers we reported previously, N-ethylmaleimide (NEM) and iodoacetanilide (IAA), have been applied to label cysteine residues of peptides in combination with electrospray ionization mass spectrometry (ESI-MS/MS), and their scope in proteomic studies was examined. Peptides modified with N-ethylmaleimide (NEM) or iodoacetanilide (IAA) showed significant enhancement in ionization efficiencies. These modifiers were also found to remain intact in tandem mass spectrometry. Both combinations of N-ethylmaleimide (NEM) and d5-N-ethylmaleimide (d5-NEM), and iodoacetanilide (IAA) and C-13(6)-iodoacetanilide (C-13(6)-IAA) were also shown to be applicable to quantitative analysis of a peptide. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of 13C-Labeled iodoacetanilide and application to quantitative peptide analysis by isotope differential mass spectrometry
  作者：Satomi Niwayama、Sadamu Kurono、Hiroyuki Matsumoto

  DOI：10.1016/s0960-894x(03)00503-1

  日期：2003.9

  C-13-Labeled and unlabeled iodoacetanilides have been synthesized for covalent modification of the sulfhydryl groups of cysteine residues in proteins or peptides. A combination of these reagents, coupled with mass spectrometry, is a powerful tool for quantitative analysis of peptides and hence proteins. (C) 2003 Elsevier Ltd. All rights reserved.