8-acetylthio pentafluorophenyl octanoate | 1021180-29-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 8-acetylthio pentafluorophenyl octanoate
• 英文别名: (2,3,4,5,6-Pentafluorophenyl) 8-acetylsulfanyloctanoate；(2,3,4,5,6-pentafluorophenyl) 8-acetylsulfanyloctanoate
• CAS: 1021180-29-9
• 化学式: C₁₆H₁₇F₅O₃S
• 分子量: 384.367
• InChiKey: PFAWVGJWJMTFIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  8-acetylthio pentafluorophenyl octanoate 在 盐酸 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 N-(8-(2-(1,4,7-triazonan-1-yl)acetamido)octyl)-8-mercaptooctanamide
  参考文献：
  名称：

  Efficient Phosphodiester Cleaving Nanozymes Resulting from Multivalency and Local Medium Polarity Control

  摘要：

  The self-organization of Zn(II) complexes on the surface of 1.6-nm diameter gold nanoparticles (nanozymes) allows the spontaneous formation of multiple bimetallic catalytic sites capable to promote the cleavage of a RNA model substrate. We show that by tuning the structure of the nanoparticle-coating monolayer, it is possible to decrease the polarity of the reaction site, and this in turn generates remarkable increments of the cleavage efficiency.

  DOI：

  10.1021/ja411969e
• 作为产物：
  描述：

  8-溴辛酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 60.0h， 生成 8-acetylthio pentafluorophenyl octanoate
  参考文献：
  名称：

  Lanthanide-Based NMR: A Tool To Investigate Component Distribution in Mixed-Monolayer-Protected Nanoparticles

  摘要：

  Gd3+ ions, once bound to the monolayer of organic molecules coating the surface of gold nanoparticles, produce a paramagnetic relaxation enhancement (PRE) that broadens and eventually cancels the signals of the nuclear spins located nearby (within 1.6 nm distance). In the case of nanoparticles coated with mixed monolayers, the signals arising from the different coating molecules experience different PRE, depending on their distance from the binding site. As a consequence, observation of the signal broadening patterns provides direct information on the monolayer organization.

  DOI：

  10.1021/ja211030y

文献信息

• Chiral Nanozymes-Gold Nanoparticle-Based Transphosphorylation Catalysts Capable of Enantiomeric Discrimination
  作者：Jack L.-Y. Chen、Cristian Pezzato、Paolo Scrimin、Leonard J. Prins

  DOI：10.1002/chem.201600853

  日期：2016.5.17

  the spontaneous formation of chiral bimetallic catalytic sites that display different activities (kcat) towards the enantiomers of an RNA model substrate. Substrate selectivity is observed when the nanozyme is applied to the cleavage of the dinucleotides UpU, GpG, ApA, and CpC, and remarkable differences in reactivity are observed for the cleavage of the enantiomerically pure dinucleotide UpU.

  首次证明了合成金属酶对RNA的对映选择性。含有手性Zn II结合头基的硫醇已在金纳米颗粒表面自组装。这导致手性双金属催化位点的自发形成，该手性双金属催化位点对RNA模型底物的对映异构体显示出不同的活性（k cat）。当将纳米酶应用于二核苷酸UpU，GpG，ApA和CpC的裂解时，观察到底物选择性，并且对映体纯的二核苷酸UpU的裂解观察到反应性的显着差异。