16-巯基十六烷-1-醇 | 114896-32-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 16-巯基十六烷-1-醇
• 英文名称: 16-mercaptohexadecanol
• 英文别名: 16-mercapto-1-hexadecanol；16-sulfanylhexadecan-1-ol
• CAS: 114896-32-1
• 化学式: C₁₆H₃₄OS
• 分子量: 274.511
• InChiKey: GRUQGBJWKWOITP-UHFFFAOYSA-N

物化性质

• 沸点：
  382.4±15.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  18
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2930909090
• 危险类别：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  16-巯基十六烷-1-醇 在 碘 作用下， 以 甲醇 为溶剂， 生成 双(16-羟基十六烷基)二硫化物
  参考文献：
  名称：

  Charge-Transfer Mechanism for Cytochrome c Adsorbed on Nanometer Thick Films. Distinguishing Frictional Control from Conformational Gating

  摘要：

  Using nanometer thick tunneling barriers with specifically attached cytochrome c, the electron-transfer rate constant was studied as a function of the SAM composition (alkane versus terthiophene), the omega-terminating group type (pyridine, imidazole, nitrile), and the solution viscosity. At large electrode-reactant separations, the pyridine terminated alkanethiols exhibit an exponential decline of the rate constant with increasing electron-transfer distance. At short separations, a plateau behavior, analogous to systems involving -COOH terminal groups to which cytochrome c can be attached electrostatically, is observed. The dependence of the rate constant in the plateau region on system properties is investigated. The rate constant is insensitive to the mode of attachment to the surface but displays a significant viscosity dependence, change with spacer composition (alkane versus terthiophene), and nature of the solvent (H2O versus D2O). Based on these findings and others, the conclusion is drawn that the charge-transfer rate constant at short distance is determined by polarization relaxation processes in the structure, rather than the electron tunneling probability or large-amplitude conformational rearrangement (gating). The transition in reaction mechanism with distance reflects a gradual transition between the tunneling and frictional mechanisms. This conclusion is consistent with data from a number of other sources as well.

  DOI：

  10.1021/ja034719t
• 作为产物：
  描述：

  16-巯基十六烷基酸 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 16-巯基十六烷-1-醇
  参考文献：
  名称：

  Charge-Transfer Mechanism for Cytochrome c Adsorbed on Nanometer Thick Films. Distinguishing Frictional Control from Conformational Gating

  摘要：

  Using nanometer thick tunneling barriers with specifically attached cytochrome c, the electron-transfer rate constant was studied as a function of the SAM composition (alkane versus terthiophene), the omega-terminating group type (pyridine, imidazole, nitrile), and the solution viscosity. At large electrode-reactant separations, the pyridine terminated alkanethiols exhibit an exponential decline of the rate constant with increasing electron-transfer distance. At short separations, a plateau behavior, analogous to systems involving -COOH terminal groups to which cytochrome c can be attached electrostatically, is observed. The dependence of the rate constant in the plateau region on system properties is investigated. The rate constant is insensitive to the mode of attachment to the surface but displays a significant viscosity dependence, change with spacer composition (alkane versus terthiophene), and nature of the solvent (H2O versus D2O). Based on these findings and others, the conclusion is drawn that the charge-transfer rate constant at short distance is determined by polarization relaxation processes in the structure, rather than the electron tunneling probability or large-amplitude conformational rearrangement (gating). The transition in reaction mechanism with distance reflects a gradual transition between the tunneling and frictional mechanisms. This conclusion is consistent with data from a number of other sources as well.

  DOI：

  10.1021/ja034719t

文献信息

• Synthesis and properties of vitamin E analog-conjugated neomycin for delivery of RNAi drugs to liver cells
  作者：Rintaro Iwata、Futoshi Nakayama、Sakie Hirochi、Kazuki Sato、Wenying Piao、Kazutaka Nishina、Takanori Yokota、Takeshi Wada

  DOI：10.1016/j.bmcl.2014.12.079

  日期：2015.2

  is a promising tool to regulate gene expression by external double stranded RNAs (dsRNAs) such as siRNAs. As an efficient method to deliver siRNAs to liver cells, we propose a novel strategy using vitamin E (VE)-conjugated neomycin derivatives. With the aim of delivering RNAi-based drugs to liver cells, several tripod-type and prodrug-type neomycin derivatives were synthesized, all of which were thermodynamically

  RNA干扰（RNAi）是一种有前途的工具，可通过诸如siRNA的外部双链RNA（dsRNA）调节基因表达。作为将siRNA传递至肝细胞的有效方法，我们提出了一种使用维生素E（VE）结合的新霉素衍生物的新策略。为了将基于RNAi的药物递送至肝细胞，合成了几种三脚型和前药型新霉素衍生物，所有这些衍生物都是热力学稳定的RNA双链体。前药型衍生物7和三脚架型衍生物10被递送至肝癌细胞并成功诱导RNAi活性。这些结果表明天然氨基糖苷作为RNAi药物载体的潜在用途。
• Electrodes linked via oligomers to nucleic acids
  申请人：Kayyem F. Jon

  公开号：US20060099631A1

  公开（公告）日：2006-05-11

  The invention relates to nucleic acids covalently coupled to electrodes via conductive oligomers. More particularly, the invention is directed to the site-selective modification of nucleic acids with electron transfer moieties and electrodes to produce a new class of biomaterials, and to methods of making and using them.

  本发明涉及通过导电寡聚物与电极共价耦合的核酸。更具体地说，本发明涉及通过电子转移基团和电极的位点选择性修饰核酸，以产生一种新的生物材料类别，并提供制备和使用它们的方法。
• Electrodes linked via conductive oligomers to nucleic acids
  申请人：Clinical Micro Sensors, Inc.

  公开号：US20030003473A1

  公开（公告）日：2003-01-02

  The invention relates to nucleic acids covalently coupled to electrodes via conductive oligomers. More particularly, the invention is directed to the site-selective modification of nucleic acids with electron transfer moieties and electrodes to produce a new class of biomaterials, and to methods of making and using them.

  本发明涉及通过导电寡聚物与电极共价耦合的核酸。更具体地，本发明涉及将电子转移基团和电极与核酸进行位点选择性修饰，从而产生一种新的生物材料类别，以及制备和使用它们的方法。
• AC methods for the detection of nucleic acids
  申请人：——

  公开号：US20030148328A1

  公开（公告）日：2003-08-07

  The invention relates to nucleic acids covalently coupled to electrodes via conductive oligomers. More particularly, the invention is directed to the site-selective modification of nucleic acids with electron transfer moieties and electrodes to produce a new class of biomaterials, and to methods of making and using them.

  该发明涉及将核酸通过导电寡聚物与电极共价耦合。更具体地说，该发明旨在通过电子转移基团和电极对核酸进行位点选择性修饰，以产生一类新的生物材料，并提供制备和使用它们的方法。
• Methods of detecting nucleic acids using electrodes
  申请人：Clinical Micro Sensors, Inc.

  公开号：US06221583B1

  公开（公告）日：2001-04-24

  The invention relates to nucleic acids covalently coupled to electrodes via conductive oligomers. More particularly, the invention is directed to the site-selective modification of nucleic acids with electron transfer moieties and electrodes to produce a new class of biomaterials, and to methods of making and using them.

  本发明涉及通过导电寡聚体与电极共价耦合的核酸。更具体地，本发明涉及通过电子转移基团和电极对核酸进行位点选择性修饰，从而产生一种新型生物材料，并提供制备和使用它们的方法。