Ethyl 2-[2-[2-[2-[2-[2-[2-(11-acetylsulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate | 214626-70-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: Ethyl 2-[2-[2-[2-[2-[2-[2-(11-acetylsulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate
• CAS: 214626-70-7
• 化学式: C₂₉H₅₆O₁₀S
• 分子量: 596.824
• InChiKey: ODPWCKUFPDOPNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  40
• 可旋转键数：
  35
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[2-[2-[2-[2-[2-[2-(11-acetylsulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate 在 盐酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 39.0h， 生成 (3R)-4-[[(2R)-1-amino-3-hydroxy-1-oxopropan-2-yl]amino]-3-[[2-[[(2R)-5-(diaminomethylideneamino)-2-[[2-[[2-[2-[2-[2-[2-[2-[2-(11-sulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetyl]amino]acetyl]amino]pentanoyl]amino]acetyl]amino]-4-oxobutanoic acid
  参考文献：
  名称：

  Efficient Solid-Phase Synthesis of Peptide-Substituted Alkanethiols for the Preparation of Substrates That Support the Adhesion of Cells

  摘要：

  DOI：

  10.1021/jo981113s
• 作为产物：
  描述：

  六甘醇 在 sodium hydroxide 、 偶氮二异丁腈 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 17.5h， 生成 Ethyl 2-[2-[2-[2-[2-[2-[2-(11-acetylsulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetate
  参考文献：
  名称：

  Imaging the Binding Ability of Proteins Immobilized on Surfaces with Different Orientations by Using Liquid Crystals

  摘要：

  We report an investigation of the binding ability of a protein immobilized on surfaces with different orientations but in identical interfacial microenvironments. The surfaces present mixed self-assembled monolayers (SAMs) of 11-[19-carboxymethylhexa(ethylene glycol)]undecyl-l-thiol, 1, and 11-tetra(ethylene glycol) undecyl-1-thiol, 2. Whereas 2 is used to define an interfacial microenvironment that prevents nonspecific adsorption of proteins, 1 was activated by two different schemes to immobilize ribonuclease A (RNase A) in either a preferred orientation or random orientations. The binding of the ribonuclease inhibitor protein (RI) to RNase A on these surfaces was characterized by using ellipsometry and the orientational behavior of liquid crystals. Ellipsometric measurements indicate identical extents of immobilization of RNase A via the two schemes. Following incubation of both surfaces with RI, however, ellipsometric measurements indicate a 4-fold higher binding ability of the RNase A immobilized with a preferred orientation over RNase A immobilized with a random orientation. The higher binding ability of the oriented RNase A over the randomly oriented RNase A was also apparent in the orientational behavior of nematic liquid crystals of 4-cyano-4'-pentylcyanobiphenyl (5CB) overlayed on these surfaces. These results demonstrate that the orientations of proteins covalently immobilized in controlled interfacial microenvironments can influence the binding activities of the immobilized proteins. Results reported in this article also demonstrate that the orientational states of proteins immobilized at surfaces can be distinguished by examining the optical appearances of liquid crystals.

  DOI：

  10.1021/ja0398565

文献信息

• Efficient Solid-Phase Synthesis of Peptide-Substituted Alkanethiols for the Preparation of Substrates That Support the Adhesion of Cells
  作者：Benjamin T. Houseman、Milan Mrksich

  DOI：10.1021/jo981113s

  日期：1998.10.1
• Imaging the Binding Ability of Proteins Immobilized on Surfaces with Different Orientations by Using Liquid Crystals
  作者：Yan-Yeung Luk、Matthew L. Tingey、Kimberly A. Dickson、Ronald T. Raines、Nicholas L. Abbott

  DOI：10.1021/ja0398565

  日期：2004.7.1

  We report an investigation of the binding ability of a protein immobilized on surfaces with different orientations but in identical interfacial microenvironments. The surfaces present mixed self-assembled monolayers (SAMs) of 11-[19-carboxymethylhexa(ethylene glycol)]undecyl-l-thiol, 1, and 11-tetra(ethylene glycol) undecyl-1-thiol, 2. Whereas 2 is used to define an interfacial microenvironment that prevents nonspecific adsorption of proteins, 1 was activated by two different schemes to immobilize ribonuclease A (RNase A) in either a preferred orientation or random orientations. The binding of the ribonuclease inhibitor protein (RI) to RNase A on these surfaces was characterized by using ellipsometry and the orientational behavior of liquid crystals. Ellipsometric measurements indicate identical extents of immobilization of RNase A via the two schemes. Following incubation of both surfaces with RI, however, ellipsometric measurements indicate a 4-fold higher binding ability of the RNase A immobilized with a preferred orientation over RNase A immobilized with a random orientation. The higher binding ability of the oriented RNase A over the randomly oriented RNase A was also apparent in the orientational behavior of nematic liquid crystals of 4-cyano-4'-pentylcyanobiphenyl (5CB) overlayed on these surfaces. These results demonstrate that the orientations of proteins covalently immobilized in controlled interfacial microenvironments can influence the binding activities of the immobilized proteins. Results reported in this article also demonstrate that the orientational states of proteins immobilized at surfaces can be distinguished by examining the optical appearances of liquid crystals.