5-(Diaminomethylideneamino)-2-[[2-(2,5-dioxopyrrol-1-yl)acetyl]amino]pentanoic acid

• 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: 5-(Diaminomethylideneamino)-2-[[2-(2,5-dioxopyrrol-1-yl)acetyl]amino]pentanoic acid
• 化学式: C₁₂H₁₇N₅O₅
• 分子量: 311.29
• InChiKey: ZUPAZSORQOEYJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  6

文献信息

• Isotope-coded ionization-enhancing reagents (ICIER) for high-throughput protein identification and quantitation using matrix-assisted laser desorption ionization mass spectrometry
  申请人：Genetics Institute, Inc.

  公开号：US20030054570A1

  公开（公告）日：2003-03-20

  Arginine-containing cysteine-modifying compounds useful for MALDI-MS analysis of proteins are provided. These compounds termed isotope-coded ionization enhancement reagents (ICIER) can provide ionization enhancement in MALDI-MS, relative quantitation, and additional database searching constraints at the same time without any extra sample manipulation. More specifically, ICIER increase the ionization efficiency of cysteine-containing peptides by attachment of a guanidino functional group. ICIER also increase the overall hydrophilicity of these peptides due to the hydrophilic nature of ICIER and thus increase the percentage of recovery of these peptides during sample handling and processing such as in-gel digestion or liquid chromatography. Finally, a combination of both light and heavy ICIER provides an accurate way to obtain relative quantitation of proteins by MALDI-MS and additional database searching constraints (number of cysteine residues in every single peptide peak) to increase the confidence of protein identification by peptide mass mapping.

  提供了可用于蛋白质 MALDI-MS 分析的含精氨酸半胱氨酸修饰化合物。这些被称为同位素编码电离增强试剂（ICIER）的化合物可以在 MALDI-MS 中提供电离增强、相对定量以及额外的数据库搜索限制，而无需任何额外的样品处理。更具体地说，ICIER 通过附着一个胍基官能团来提高含半胱氨酸肽的电离效率。由于 ICIER 具有亲水性，它还能提高这些肽的整体亲水性，从而在凝胶消化或液相色谱等样品处理和加工过程中提高这些肽的回收率。最后，将轻型和重型 ICIER 结合使用，可以准确地通过 MALDI-MS 获得蛋白质的相对定量，并获得额外的数据库搜索限制（每个肽峰中半胱氨酸残基的数量），从而提高通过肽质量图谱鉴定蛋白质的可信度。
• ISOTOPE-CODED IONIZATION-ENHANCING REAGENTS (ICIER) FOR HIGH-THROUGHPUT PROTEIN IDENTIFICATION AND QUANTIFICATION USING MASS SPECTROMETRY
  申请人：Genetics Institute, LLC

  公开号：EP1415161B1

  公开（公告）日：2008-08-20
• ISOTOPE-CODED IONIZATION-ENHANCING REAGENTS (ICIER) FOR HIGH-THROUGHPUT PROTEIN IDENTIFICATION AND QUANTIFICATION USING MALDI MASS SPECTROMTRY
  申请人：Genetics Institute, LLC

  公开号：EP1415161A2

  公开（公告）日：2004-05-06
• US6905879B2
  申请人：——

  公开号：US6905879B2

  公开（公告）日：2005-06-14
• [EN] ISOTOPE-CODED IONIZATION-ENHANCING REAGENTS (ICIER) FOR HIGH-THROUGHPUT PROTEIN IDENTIFICATION AND QUANTITATION USING MATRIX-ASSISTED LASER DESORPTION IONIZATION MASS SPECTROMETRY<br/>[FR] REACTIFS ACTIVATEURS D'IONISATION A CODE ISOTOPIQUE POUR UNE IDENTIFICATION ET UNE QUANTIFICATION DE PROTEINES A HAUT RENDEMENT METTANT EN OEUVRE UNE SPECTROMETRIE DE MASSE A DESORPTION-IONISATION PAR IMPACT LASER ASSISTEE PAR MATRICE
  申请人：INST GENETICS LLC

  公开号：WO2002046770A2

  公开（公告）日：2002-06-13

  Arginine-containing cysteine-modifying compounds useful for MALDI-MS analysis of proteins are provided. These compounds termed isotope-coded ionization enhancement reagents (ICIER) can provide ionization enhancement in MALDI-MS, relative quantitation, and additional database searching constraints at the same time without any extra sample manipulation. More specifically, ICIER increase the ionization efficiency of cysteine-containing peptides by attachment of a guanidino functional group. ICIER also increase the overall hydrophilicity of these peptides due the hydrophilic nature of ICIER and thus increase the percentage of recovery of these peptides during sample handling and processing such as in-gel digestion or liquid chromatography. Finally, a combination of both light and heavy ICIER provides an accurate way to obtain relative quantitation of proteins by MALDI-MIS and additional database searching constraints (number of cysteine residues in every single peptide peak) to increase the confidence of protein identification by peptide mass mapping.