11-[2-[2-(2-甲氧基乙氧基)乙氧基]乙氧基]十一烷-1-硫醇 | 200880-89-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 11-[2-[2-(2-甲氧基乙氧基)乙氧基]乙氧基]十一烷-1-硫醇
• 英文名称: (1-mercaptoundec-11-yl)tri(ethylene glycol) methyl ether
• 英文别名: 2,5,8,11-Tetraoxadocosane-22-thiol；11-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]undecane-1-thiol
• CAS: 200880-89-3
• 化学式: C₁₈H₃₈O₄S
• 分子量: 350.563
• InChiKey: KQLXCLJTWNATKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  四氯金酸水合物 、 11-[2-[2-(2-甲氧基乙氧基)乙氧基]乙氧基]十一烷-1-硫醇 在 二正辛胺 、 四正辛基溴化铵 、 sodium tetrahydroborate 作用下， 以 水 、 甲苯 、 乙酸乙酯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Nanoparticle-Based Receptors Mimic Protein-Ligand Recognition

  摘要：

  The self-assembly of a monolayer of ligands on the surface of noble-metal nanoparticles dictates the fundamental nanoparticle's behavior and its functionality. In this combined computational-experimental study, we analyze the structure, organization, and dynamics of functionalized coating thiols in monolayer-protected gold nanoparticles (AuNPs). We explain how functionalized coating thiols self-organize through a delicate and somehow counterintuitive balance of interactions within the monolayer itself and with the solvent. We further describe how the nature and plasticity of these interactions modulate nanoparticle-based chemosensing. Importantly, we found that self-organization of coating thiols can induce the formation of binding pockets in AuNPs. These transient cavities can accommodate small molecules, mimicking protein-ligand recognition, which could explain the selectivity and sensitivity observed for different organic analytes in NMR chemosensing experiments. Thus, our findings advocate for the rational design of tailored coating groups to form specific recognition binding sites on monolayer-protected AuNPs.

  DOI：

  10.1016/j.chempr.2017.05.016
• 作为产物：
  描述：

  三甘醇单甲醚 在 盐酸 、 安息香双甲醚 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 16.25h， 生成 11-[2-[2-(2-甲氧基乙氧基)乙氧基]乙氧基]十一烷-1-硫醇
  参考文献：
  名称：

  Nanoparticle-Based Receptors Mimic Protein-Ligand Recognition

  摘要：

  The self-assembly of a monolayer of ligands on the surface of noble-metal nanoparticles dictates the fundamental nanoparticle's behavior and its functionality. In this combined computational-experimental study, we analyze the structure, organization, and dynamics of functionalized coating thiols in monolayer-protected gold nanoparticles (AuNPs). We explain how functionalized coating thiols self-organize through a delicate and somehow counterintuitive balance of interactions within the monolayer itself and with the solvent. We further describe how the nature and plasticity of these interactions modulate nanoparticle-based chemosensing. Importantly, we found that self-organization of coating thiols can induce the formation of binding pockets in AuNPs. These transient cavities can accommodate small molecules, mimicking protein-ligand recognition, which could explain the selectivity and sensitivity observed for different organic analytes in NMR chemosensing experiments. Thus, our findings advocate for the rational design of tailored coating groups to form specific recognition binding sites on monolayer-protected AuNPs.

  DOI：

  10.1016/j.chempr.2017.05.016

文献信息

• Sample presentation device
  申请人：Belisle M. Christopher

  公开号：US20050164402A1

  公开（公告）日：2005-07-28

  The present invention relates to sample presentation devices useful in performing analytical measurements. These devices have been configured to enable various aspects of liquid handling such as: retention, storage, transport, concentration, positioning, and transfer. Additionally, these devices can enhance the detection and characterization of analytes. The sample presentation devices of the present invention are comprised of one or more substrates having a plurality of zones of differing wettability. Methods of analyzing samples using the sample presentation device of the invention, as well as methods of making the sample presentation devices are disclosed.

  本发明涉及用于执行分析测量的样品呈现装置。这些装置已被配置为使液体处理的各个方面得到了促进，例如：保留、储存、运输、浓缩、定位和转移。此外，这些装置可以增强分析物的检测和表征。本发明的样品呈现装置由一个或多个基板组成，具有多个不同润湿性的区域。公开了使用本发明的样品呈现装置分析样品的方法，以及制备样品呈现装置的方法。
• Sample Presentation Device
  申请人：Belisle Christopher M.

  公开号：US20080248589A1

  公开（公告）日：2008-10-09

  The present invention relates to sample presentation devices useful in performing analytical measurements. These devices have been configured to enable various aspects of liquid handling such as: retention, storage, transport, concentration, positioning, and transfer. Additionally, these devices can enhance the detection and characterization of analytes. The sample presentation devices of the present invention are comprised of one or more substrates having a plurality of zones of differing wettability. Methods of analyzing samples using the sample presentation device of the invention, as well as methods of making the sample presentation devices are disclosed.

  本发明涉及用于执行分析测量的样品呈现装置。这些装置已被配置为使液体处理的各个方面如：保留、储存、运输、浓缩、定位和转移成为可能。此外，这些装置可以增强分析物的检测和表征。本发明的样品呈现装置包括一个或多个基板，其具有多个不同润湿性的区域。揭示了使用本发明的样品呈现装置分析样品的方法，以及制作样品呈现装置的方法。
• SAMPLE PRESENTATION DEVICE
  申请人：Belisle Christopher M.

  公开号：US20110070659A1

  公开（公告）日：2011-03-24

  The present invention relates to sample presentation devices useful in performing analytical measurements. These devices have been configured to enable various aspects of liquid handling such as: retention, storage, transport, concentration, positioning, and transfer. Additionally, these devices can enhance the detection and characterization of analytes. The sample presentation devices of the present invention are comprised of one or more substrates having a plurality of zones of differing wettability. Methods of analyzing samples using the sample presentation device of the invention, as well as methods of making the sample presentation devices are disclosed.

  本发明涉及用于执行分析测量的样品呈现装置。这些装置已被配置为使得液体处理的各个方面如保留、存储、传输、浓缩、定位和转移成为可能。此外，这些装置可以增强分析物的检测和表征。本发明的样品呈现装置由一个或多个基板组成，具有多个不同润湿性的区域。公开了使用本发明的样品呈现装置分析样品的方法，以及制造样品呈现装置的方法。
• ANALYTE FOCUSING BIOCHIPS FOR AFFINITY MASS SPECTROMETRY
  申请人：Stolowitz Mark L.

  公开号：US20090163380A1

  公开（公告）日：2009-06-25

  A novel affinity capture surface, as well as methods of using and making the affinity capture surface and sample presentation devices or biochips comprising the affinity capture surface, are disclosed. The affinity capture surface comprising a substrate surface having adjacent first and second affinity capture zones, wherein the first affinity capture zone comprises a first binary self-assembled monolayer comprising a plurality of affinity capture monomers and hydrophilic-terminated monomers associated with the substrate surface and the second affinity capture zone comprises a second binary self-assembled monolayer comprising a plurality of affinity capture monomers and hydrophobic-terminated monomers associated with the substrate surface, and wherein the affinity capture monomers are capable of selectively retaining an analyte and are cleavable to release terminal portions of the affinity capture monomers and the analyte, thereby generating a hydrophilic surface in the first affinity capture zone and a hydrophobic surface in the second affinity capture zone.

  本发明涉及一种新型亲和捕获表面，以及使用和制造该亲和捕获表面的方法和包括该亲和捕获表面的样品呈现装置或生物芯片。该亲和捕获表面包括一个基质表面，其具有相邻的第一和第二亲和捕获区域，其中第一亲和捕获区域包括包括多种亲和捕获单体和与基质表面相关的亲水性末端单体的第一二元自组装单层，第二亲和捕获区域包括包括多种亲和捕获单体和与基质表面相关的疏水性末端单体的第二二元自组装单层，亲和捕获单体能够有选择地保留分析物，并且可被裂解以释放亲和捕获单体和分析物的末端部分，从而在第一亲和捕获区域生成亲水性表面，在第二亲和捕获区域生成疏水性表面。
• Probing Resistance to Protein Adsorption of Oligo(ethylene glycol)-Terminated Self-Assembled Monolayers by Scanning Force Microscopy
  作者：K. Feldman、G. Hähner、N. D. Spencer、P. Harder、M. Grunze

  DOI：10.1021/ja991049b

  日期：1999.11.1

  Functionalized scanning force microscope (SFM) probes were used to investigate and to mimic the interaction between fibrinogen and self-assembled monolayers (SAMs) of methoxytri(ethylene glycol) undecanethiolates -S(CH2)(11)(OCH2CH2)(3)OCH3 (EG(3)-OMe) on gold and silver surfaces. The SAMs on gold an resistant to protein adsorption, whereas the films on silver adsorb variable amounts of fibrinogen. Experiments were performed with both charged and hydrophobic tips as models for local protein structures to determine the influence of these parameters on the interaction with the SAMs. A striking difference between the two monolayers was established when the forces were measured in an aqueous environment with hydrophobic probes. While a long-range attractive hydrophobic interaction was observed for the EG3-OMe on silver, a repulsive force was measured for EG3-OMe on gold. The strong dependence of the repulsive force for the EG3-OMe-gold system upon the solution ionic strength suggests that this interaction has a significant electrostatic contribution. The observed differences are attributed to the distinct molecular :conformations of the oligo(ethylene glycol) tails on the gold-supported (helical) and silver-supported ("all-trans") monolayers. A comparison of the force/distance curves for the EG3-OMe SAMs with those measured under identical conditions on end-grafted poly(ethylene glycol) (PEG 2000) on gold further emphasizes that the nature of the repulsive forces originating from the short-chain oligomers is unique and not related to a "steric repulsion" effect.