(S)-2-{(S)-4-Carboxy-2-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-pentanedioic acid | 166321-88-6

• 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)-2-{(S)-4-Carboxy-2-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-pentanedioic acid
• CAS: 166321-88-6
• 化学式: C₂₂H₂₉N₅O₁₂
• 分子量: 555.499
• InChiKey: DWPYWAWTGJRVJG-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  39.0
• 可旋转键数：
  19.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  268.41
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-Amino-4-tert-butoxycarbonyl-butyrylamino)-pentanedioic acid di-tert-butyl ester 、 (S)-2-{(S)-4-Carboxy-2-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-pentanedioic acid 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 生成 (S)-2-((S)-2-{(S)-4-{(S)-1,3-Bis-[(S)-3-carboxy-1-((S)-1,3-dicarboxy-propylcarbamoyl)-propylcarbamoyl]-propylcarbamoyl}-4-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-4-carboxy-butyrylamino)-pentanedioic acid
  参考文献：
  名称：

  Determination of the Binding of Ligands Containing the N-2,4-dinitrophenyl Group to Bivalent Monoclonal Rat Anti-DNP Antibody Using Affinity Capillary Electrophoresis

  摘要：

  Affinity capillary electrophoresis has been used to determine the two dissociation constants of the complex between anti-DNP rat monoclonal IgG(2b) antibody and charged ligands that contained a N-dinitrophenyl group. Singly and multiply charged ligands were used to establish the influence of the charge on the mobility of the complex between Ig and its ligand(s). Zwitterionic buffer additives lessened adsorption of protein to the walls of the capillary. A form of analysis of the binding data is derived that is more useful than Scatchard analysis for certain multivalent systems where cooperativity of binding is in question, but where it is also possible to make plausible assumptions about electrophoretic mobilities of protein and protein-ligand complexes. The uncertainties and assumptions of this analysis are contrasted with those of Scatchard analysis. For this antibody and these monovalent ligands, the dissociation of the ligands from the antibody occurred noncooperatively. The charge on IgG(2b) at pH 8.3 is estimated to be -8.0 +/- 0.2; this value is obtained by analysis of the electrophoretic mobilities of complexes IgG(2b)L(2), where the ligands L are structurally similar but have different charges (the charges on the ligands were also determined by CE).

  DOI：

  10.1021/ac00115a023
• 作为产物：
  描述：

  (S)-2-{(S)-4-tert-Butoxycarbonyl-2-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-pentanedioic acid di-tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(S)-2-{(S)-4-Carboxy-2-[6-(2,4-dinitro-phenylamino)-hexanoylamino]-butyrylamino}-pentanedioic acid
  参考文献：
  名称：

  Determination of the Binding of Ligands Containing the N-2,4-dinitrophenyl Group to Bivalent Monoclonal Rat Anti-DNP Antibody Using Affinity Capillary Electrophoresis

  摘要：

  Affinity capillary electrophoresis has been used to determine the two dissociation constants of the complex between anti-DNP rat monoclonal IgG(2b) antibody and charged ligands that contained a N-dinitrophenyl group. Singly and multiply charged ligands were used to establish the influence of the charge on the mobility of the complex between Ig and its ligand(s). Zwitterionic buffer additives lessened adsorption of protein to the walls of the capillary. A form of analysis of the binding data is derived that is more useful than Scatchard analysis for certain multivalent systems where cooperativity of binding is in question, but where it is also possible to make plausible assumptions about electrophoretic mobilities of protein and protein-ligand complexes. The uncertainties and assumptions of this analysis are contrasted with those of Scatchard analysis. For this antibody and these monovalent ligands, the dissociation of the ligands from the antibody occurred noncooperatively. The charge on IgG(2b) at pH 8.3 is estimated to be -8.0 +/- 0.2; this value is obtained by analysis of the electrophoretic mobilities of complexes IgG(2b)L(2), where the ligands L are structurally similar but have different charges (the charges on the ligands were also determined by CE).

  DOI：

  10.1021/ac00115a023