1-bromo-8-(triphenylmethylsulfanyl)octane | 253264-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-bromo-8-(triphenylmethylsulfanyl)octane
• 英文别名: 8-bromo-1-(S-trityl)mercaptooctane；1-tritylthiol-8-bromooctane；1-bromo-8-tritylmercaptooctane；[8-Bromooctylsulfanyl(diphenyl)methyl]benzene
• CAS: 253264-78-7
• 化学式: C₂₇H₃₁BrS
• 分子量: 467.513
• InChiKey: BWEFJVCUNPZGHK-UHFFFAOYSA-N

物化性质

• 沸点：
  529.5±38.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromo-8-(triphenylmethylsulfanyl)octane 在 碘 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.33h， 生成 3-(8-dodecylsulfanyloctyl)-10-ethyl-10H-benzo[g]pteridine-2,4-dione
  参考文献：
  名称：

  Synthesis of symmetrical and unsymmetrical alkyl disulfides with attached flavin analog for formation of self-assembled monolayers on gold

  摘要：

  We describe a general procedure for the synthesis of symmetrical and unsymmetrical disulfides with an attached flavin analog. Self-assembled monolayers of these disulfides on gold have potential applications as pH sensors and electrocatalysts, The use of a self-assembled monolayer prepared from one of these disulfides in probing the pH Of solutions is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00836-4
• 作为产物：
  描述：

  1,8-二溴辛烷 、 三苯甲硫醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以41%的产率得到1-bromo-8-(triphenylmethylsulfanyl)octane
  参考文献：
  名称：

  A novel fluorescent surfactant enhances the delivery of the Cas9 ribonucleoprotein and enables the identification of edited cells

  摘要：

  合成了一种新型荧光单尾表面活性剂，可以破坏内体、复合脂质体，并识别转染细胞。

  DOI：

  10.1039/c9cc00261h

文献信息

• Modulating the pH-dependent redox potential of a flavin analog via incorporation into a self-assembled monolayer on gold
  作者：Suk-Wah Tam-Chang、James Mason、Isaac Iverson、Ki-Oh Hwang、Christa Leonard

  DOI：10.1039/a806315j

  日期：——

  We report the first example of modifying the pH-dependent electrochemical properties of a flavin analog on gold by changing the pKa value of its N1 proton.

  我们报告了首个通过改变其N1质子的pKa值来修饰黄素类似物在金上pH依赖电化学性质的实例。
• [EN] COMPOSITIONS AND METHODS FOR DELIVERY OF MACROMOLECULES<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR L'APPORT DE MACROMOLÉCULES
  申请人：UNIV CALIFORNIA

  公开号：WO2019112965A1

  公开（公告）日：2019-06-13

  The present disclosure provides endosomal disruptors, which are useful for facilitating delivery of a macromolecule to the cytoplasm of a cell. The present disclosure provides compositions comprising an endosomal disruptor and a macromolecule. The present disclosure provides methods of delivering a macromolecule to the cytoplasm of a cell.

  本公开提供了一种内体破坏剂，可用于促进大分子向细胞质的传递。本公开提供了包含内体破坏剂和大分子的组合物。本公开提供了将大分子传递至细胞质的方法。
• The triphenylmethyl group as thiol protection during ruthenium-promoted synthesis of tetraalkyl-p-phenylenediamine systems having alkanethiol side chains
  作者：Anthony J. Pearson、Jiunn-Jye Hwang

  DOI：10.1016/s0040-4020(00)01145-5

  日期：2001.2

  The use of triphenylmethyl as thiol protecting group during the construction of thioalkyl-substituted tetraalkyl-p-phenylenediamine derivatives, via arene-ruthenium chemistry, is reported. (C) 2001 Elsevier Science Ltd. All rights reserved.
• A novel fluorescent surfactant enhances the delivery of the Cas9 ribonucleoprotein and enables the identification of edited cells
  作者：Jie Li、Joachim Justad Røise、Jingtuo Zhang、Jiaying Yang、D. Lucas Kerr、Hesong Han、Niren Murthy

  DOI：10.1039/c9cc00261h

  日期：——

  A novel fluorescent single tailed surfactant was synthesized, which can disrupt endosomes, complex lipofectamine, and identify transfected cells.

  合成了一种新型荧光单尾表面活性剂，可以破坏内体、复合脂质体，并识别转染细胞。
• Synthesis of symmetrical and unsymmetrical alkyl disulfides with attached flavin analog for formation of self-assembled monolayers on gold
  作者：Suk-Wah Tam-Chang、James C Mason

  DOI：10.1016/s0040-4020(99)00836-4

  日期：1999.11

  We describe a general procedure for the synthesis of symmetrical and unsymmetrical disulfides with an attached flavin analog. Self-assembled monolayers of these disulfides on gold have potential applications as pH sensors and electrocatalysts, The use of a self-assembled monolayer prepared from one of these disulfides in probing the pH Of solutions is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.