S-<2-<-(2-hydroxyethoxy)ethoxy>ethyl>cysteamine | 136806-03-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-<2-<-(2-hydroxyethoxy)ethoxy>ethyl>cysteamine
• 英文别名: 2-[2-[2-(2-aminoethylsulfanyl)ethoxy]ethoxy]ethanol
• CAS: 136806-03-6
• 化学式: C₈H₁₉NO₃S
• 分子量: 209.31
• InChiKey: FFICRPQTBNNUGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  13.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64.71
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  S-<2-<-(2-hydroxyethoxy)ethoxy>ethyl>cysteamine 在 咪唑 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 S-<2-<2-<2-<<3-(chloroacetoxy)-1,1-dimethyl-1-propoxy>dimethylsiloxy>ethoxy>ethoxy>ethyl>cysteamine biotinamide
  参考文献：
  名称：

  Two-step affinity chromatography. Model systems and an example using biotin-avidin binding and a fluoridolyzable linker

  摘要：

  Two-step affinity chromatography is a general designation for a separation procedure that involves the following pair of sequential steps: specific binding of a biomolecule to a solid support then selective elution using a chemically specific cleaving agent to sever the tether that is attached to the biomolecule. This procedure is exemplified for the case of the enzyme papain covalently modified at its active site. A molecule of biotin is connected to a cysteine residue via a hydrophilic tether incorporating a fluoridolyzable -CH2OSiMe2OCMe2- unit. The biotinylated papain then binds a molecule of streptavidin (a protein that has four identical binding sites for biotin), and this complex in turn binds to a molecule of biotin that is covalently linked to a solid support. After this first step, the covalently modified papain is then selectively eluted by fluoride-catalyzed hydrolysis of an oxygen-silicon bond in the hydrophilic tether. Homogeneous kinetics of model systems in aqueous solution show no evidence for saturation of the rate of fluoride-catalyzed hydrolysis of silicon-oxygen bonds.

  DOI：

  10.1021/jo00024a029
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 、 半胱胺盐酸盐 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以51%的产率得到S-<2-<-(2-hydroxyethoxy)ethoxy>ethyl>cysteamine
  参考文献：
  名称：

  Two-step affinity chromatography. Model systems and an example using biotin-avidin binding and a fluoridolyzable linker

  摘要：

  Two-step affinity chromatography is a general designation for a separation procedure that involves the following pair of sequential steps: specific binding of a biomolecule to a solid support then selective elution using a chemically specific cleaving agent to sever the tether that is attached to the biomolecule. This procedure is exemplified for the case of the enzyme papain covalently modified at its active site. A molecule of biotin is connected to a cysteine residue via a hydrophilic tether incorporating a fluoridolyzable -CH2OSiMe2OCMe2- unit. The biotinylated papain then binds a molecule of streptavidin (a protein that has four identical binding sites for biotin), and this complex in turn binds to a molecule of biotin that is covalently linked to a solid support. After this first step, the covalently modified papain is then selectively eluted by fluoride-catalyzed hydrolysis of an oxygen-silicon bond in the hydrophilic tether. Homogeneous kinetics of model systems in aqueous solution show no evidence for saturation of the rate of fluoride-catalyzed hydrolysis of silicon-oxygen bonds.

  DOI：

  10.1021/jo00024a029