d5-N-ethylmaleimide | 360768-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: d5-N-ethylmaleimide
• 英文别名: d₅-NEM；N-Ethyl-d5-maleimide；1-(1,1,2,2,2-pentadeuterioethyl)pyrrole-2,5-dione
• CAS: 360768-37-2
• 化学式: C₆H₇NO₂
• 分子量: 130.087
• InChiKey: HDFGOPSGAURCEO-ZBJDZAJPSA-N

物化性质

• 熔点：
  43-46 °C(lit.)
• 闪点：
  73 °C
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  KEEPPHHEVPESETC 、 d5-N-ethylmaleimide 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：

  在 sodium acetate 、 乙酸酐 作用下， 反应 0.25h， 以50%的产率得到d5-N-ethylmaleimide
  参考文献：
  名称：

  Synthesis of d-labeled N-alkylmaleimides and application to quantitative peptide analysis by isotope differential mass spectrometry

  摘要：

  d-Labeled N-alkylmaleimides have been prepared for specific modification of the terminal Sf I groups of cysteine residues in proteins or peptides. These reagents are useful tools for quantitative analysis of peptides by stable isotope differential mass spectrometry. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00452-8

文献信息

• Isotopically-encoded nanoparticles for multimodal high-order multiplexed detection and imaging
  申请人：The Board of Trustees of the Leland Stanford Junior University

  公开号：US20210311069A1

  公开（公告）日：2021-10-07

  A system of barcoding isotopically encoded particles in combination with elemental analyses and imaging that includes a particulate matrix, at least one isotope label contained in the particulate matrix, where the isotope label operates as i) an elemental identifier, ii) a mass identifier, or iii) an elemental identifier and a mass identifier, where the matrix operates as multi-digit particulate barcodes, at least i) a mass-based imager, ii) an elemental analyzer, iii) or the mass-based imager and the elemental analyzer, and a debarcoding algorithm and an automated machine learning analysis algorithm programmed on a computer to computational extract the multi-digit particulate barcodes for quantification of spatial nanotag distributions in ion beam imaging areas.
• [EN] ISOTOPICALLY-ENCODED NANOPARTICLES FOR MULTIMODAL HIGH-ORDER MULTIPLEXED DETECTION AND IMAGING<br/>[FR] NANOPARTICULES À CODAGE ISOTOPIQUE POUR LA DÉTECTION ET L'IMAGERIE MULTIMODALES À MULTIPLEXAGE D'ORDRE SUPÉRIEUR
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2020041042A1

  公开（公告）日：2020-02-27

  A system of barcoding isotopically encoded particles in combination with elemental analyses and imaging that includes a particulate matrix, at least one isotope label contained in the particulate matrix, where the isotope label operates as i) an elemental identifier, ii) a mass identifier, or iii) an elemental identifier and a mass identifier, where the matrix operates as multi-digit particulate barcodes, at least i) a mass-based imager, ii) an elemental analyzer, iii) or the mass-based imager and the elemental analyzer, and a debarcoding algorithm and an automated machine learning analysis algorithm programmed on a computer to computational extract the multi-digit particulate barcodes for quantification of spatial nanotag distributions in ion beam imaging areas.
• 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 d-labeled N-alkylmaleimides and application to quantitative peptide analysis by isotope differential mass spectrometry
  作者：Satomi Niwayama、Sadamu Kurono、Hiroyuki Matsumoto

  DOI：10.1016/s0960-894x(01)00452-8

  日期：2001.9

  d-Labeled N-alkylmaleimides have been prepared for specific modification of the terminal Sf I groups of cysteine residues in proteins or peptides. These reagents are useful tools for quantitative analysis of peptides by stable isotope differential mass spectrometry. (C) 2001 Elsevier Science Ltd. All rights reserved.