thioacetic acid S-[2-(2-hydroxy-ethoxy)-ethyl] ester | 374925-82-3

• 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: thioacetic acid S-[2-(2-hydroxy-ethoxy)-ethyl] ester
• 英文别名: S-(2-hydroxy-ethoxy)-ethyl ethanethioate；S-[2-(2-hydroxyethoxy)ethyl]thioacetate；S-(2-(2-Hydroxyethoxy)ethyl) ethanethioate；S-[2-(2-hydroxyethoxy)ethyl] ethanethioate
• CAS: 374925-82-3
• 化学式: C₆H₁₂O₃S
• 分子量: 164.225
• InChiKey: AMSOCLBCWBHQKH-UHFFFAOYSA-N

物化性质

• 沸点：
  268.4±20.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  thioacetic acid S-[2-(2-hydroxy-ethoxy)-ethyl] ester 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 30.0h， 生成 thioacetic acid S-[2-(2-{5-[2-(2-acetylsulfanyl-ethoxy)-ethoxy]-naphthalen-1-yloxy}-ethoxy)-ethyl] ester
  参考文献：
  名称：

  Dynamic synthesis of a macrocycle containing a porphyrin and an electron donor

  摘要：

  从动态二硫化物库中制备出了包含卟啉和富含 π 电子的芳香族的新型大环。使用模板可影响制备结果。

  DOI：

  10.1039/b418811j
• 作为产物：
  描述：

  2-氯乙氧基乙醇 、 potassium thioacetate 在 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以92%的产率得到thioacetic acid S-[2-(2-hydroxy-ethoxy)-ethyl] ester
  参考文献：
  名称：

  Dynamic synthesis of a macrocycle containing a porphyrin and an electron donor

  摘要：

  从动态二硫化物库中制备出了包含卟啉和富含 π 电子的芳香族的新型大环。使用模板可影响制备结果。

  DOI：

  10.1039/b418811j

文献信息

• Synthesis of Galactoclusters by Metal-Free Thiol “Click Chemistry” and Their Binding Affinities for<i>Pseudomonas aeruginosa</i>Lectin LecA
  作者：Caroline Ligeour、Lucie Dupin、Alberto Marra、Gérard Vergoten、Albert Meyer、Alessandro Dondoni、Eliane Souteyrand、Jean-Jacques Vasseur、Yann Chevolot、François Morvan

  DOI：10.1002/ejoc.201402902

  日期：2014.12

  DNA-based glycoarray and compared with that of a galactocluster synthesised by copper-catalyzed azide–alkyne cycloaddition. The results indicated stronger binding of all galactoclusters relative to the monovalent galactoside but slightly weaker binding than that shown by the galactocluster incorporating a triazole ring, due to a favourable interaction of the latter with proline 51 of LecA.

  通过亚磷酰胺化学和无金属硫醇点击化学（即硫醇加成到丙烯酰胺或溴乙酰胺基团中的溴通过硫醇官能团进行亲核置换）的组合，合成了对铜绿假单胞菌凝集素 I 具有特异性的甘露糖中心半乳糖簇（LecA） . 这些硫醇点击反应是在 Et3N 存在下在微波辅助下进行的，并使用还原剂来避免二硫化物的形成。用 DNA 标签合成了九个含有不同接头（脂肪族、低聚乙二醇或芳香族）的四价半乳糖簇。它们与 LecA 的结合在基于 DNA 的糖阵列中进行监测，并与铜催化叠氮化物-炔烃环加成合成的半乳糖簇进行比较。
• An Electrochemically Switched Smart Surface for Peptide Immobilization and Conformation Control
  作者：Jun Li、Chun-Lin Sun、Rong Shen、Xiao-Yan Cao、Bo Zhou、De-Cheng Bai、Hao-Li Zhang

  DOI：10.1021/ja5048285

  日期：2014.8.6

  smart surface for controlled peptide immobilization and conformation control. This dynamic surface is based on self-assembled monolayers (SAMs) containing surface-bound trimethoxybenzene moieties, which can undergo electrochemically modulated surface activation to be stepwisely converted to two catechol derivatives. This new smart surface can be used to realize stepwise immobilization of a peptide, and

  我们报告了一种用于控制肽固定和构象控制的电化学切换智能表面。这种动态表面基于包含表面结合的三甲氧基苯部分的自组装单层 (SAM)，可以通过电化学调节的表面活化逐步转化为两种儿茶酚衍生物。这种新型智能表面可用于实现肽的逐步固定，更重要的是，可以控制表面上的肽构象。我们在此证明，通过一个电化学活化步骤，可以将包含 RGD 序列的线性肽连接到 SAM 上。通过子序列激活步骤，可以将连接的线性 RGD 肽转化为环状构象。以线性和环状 RGD 为界的 SAM 对成纤维细胞表现出不同的粘附行为。反应过程可以通过循环伏安法 (CV)、电化学表面增强拉曼显微镜 (EC-SERS) 和 X 射线光电子能谱 (XPS) 进行良好监测。相信这种坚固的智能表面可以在生物活性部分的表面固定中找到广泛的应用。
• New chemical tools for investigating human mitotic kinesin Eg5
  作者：Emmanuel Klein、Salvatore DeBonis、Bernd Thiede、Dimitrios A. Skoufias、Frank Kozielski、Luc Lebeau

  DOI：10.1016/j.bmc.2007.06.016

  日期：2007.10

  We have designed and synthesized a series of monastrol derivatives, an allosteric inhibitor of Eg5, a motor protein responsible for the formation and maintenance of the bipolar spindle in mitotic cells. Sterically demanding structural modifications have been introduced on the skeleton of the parent drug either via a multicomponent Biginelli reaction or a stepwise modification of monastrol. The ability of these compounds to inhibit Eg5 activity has been investigated using two in vitro steady-state ATPase assays (basal and microtubule-stimulated) as well as a cell-based assay. One compound in the series appeared more potent than monastrol by a fivefold factor. Three other compounds that were unable to inhibit Eg5 ATPase activity in vitro proved potent Eg5 inhibitors in the cell-based assay. The results obtained led to the identification of structure-activity relationships further used to design an affinity matrix that can be used for fast and efficient purification of Eg5 from crude lysate of eukaryotic cells. (C) 2007 Elsevier Ltd. All rights reserved.
• MOLECULAR CONJUGATE
  申请人：Ventana Medical Systems, Inc.

  公开号：US20140205995A1

  公开（公告）日：2014-07-24

  A method is disclosed for making a conjugate of two molecules using a hydrazide thiol linker. In a particular working embodiment, an Fc-specific antibody-enzyme conjugate is made using the method and demonstrated to provide exceptional staining sensitivity and specificity in immunohistochemical and in situ hybridization assays.
• Molecular Conjugate
  申请人：Ventana Medical Systems, Inc.

  公开号：US20160195540A1

  公开（公告）日：2016-07-07

  A method is disclosed for making a conjugate of two molecules using a hydrazide thiol linker. In a particular working embodiment, an Fc-specific antibody-enzyme conjugate is made using the method and demonstrated to provide exceptional staining sensitivity and specificity in immunohistochemical and in situ hybridization assays.