2-[[(dodecylthio)thioxomethyl]thio]-2-methylpropanoic acid 2-(2-pyridinyldithio)ethyl ester | 1174017-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[[(dodecylthio)thioxomethyl]thio]-2-methylpropanoic acid 2-(2-pyridinyldithio)ethyl ester
• 英文别名: 2-(2-pyridyldisulfanyl) ethyl 2-(dodecylthiocarbonothioylthio)-2-methylpropanoate；2-(Pyridin-2-yldisulfanyl)ethyl 2-dodecylsulfanylcarbothioylsulfanyl-2-methylpropanoate
• CAS: 1174017-90-3
• 化学式: C₂₄H₃₉NO₂S₅
• 分子量: 533.909
• InChiKey: KJGYJJYLCFQGFO-UHFFFAOYSA-N

物化性质

• 沸点：
  644.1±55.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  32
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  173
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,2'-二硫二吡啶 在 氯化亚砜 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.67h， 生成 2-[[(dodecylthio)thioxomethyl]thio]-2-methylpropanoic acid 2-(2-pyridinyldithio)ethyl ester
  参考文献：
  名称：

  “Isothermal” LCST transitions triggered by bioreduction of single polymer end-groups

  摘要：

  通过与吡啶基二硫化物进行硫醇交换，对 RAFT 衍生热致伸缩性聚合物的 δ 端进行了官能化。在不改变主链成分的情况下，亲水端基的加入显著提高了聚合物的浊点。在模拟细胞内谷胱甘肽浓度的条件下，可以观察到二硫键端基的选择性裂解。这使得热致伸缩行为无需温度刺激就能 "开启"，即 "等温 "开关。

  DOI：

  10.1039/c2cc34236g

文献信息

• Biodegradable Poly(disulfide)s Derived from RAFT Polymerization: Monomer Scope, Glutathione Degradation, and Tunable Thermal Responses
  作者：Daniel J. Phillips、Matthew I. Gibson

  DOI：10.1021/bm300989s

  日期：2012.10.8

  Telechelic, RAFT (reversible addition fragmentation chain transfer)-derived macromonomers with a pyridyl disulfide end-group were converted into high molecular weight, disulfide-linked polymers using a polycondensation, step-growth procedure. The applicability of the method to polycondense a library of macromonomers with different functionalities including (meth)acrylates and acrylamides was investigated. Side-chain sterics were found to be important as nonlinear poly(ethylene glycol) analogues, which proved incompatible with this synthetic methodology, as were methacrylates due to their pendant methyl group. This method was used to incorporate disulfide bonds into poly(N-isopropylacrylamide), pNIPAM, precursors to give dual-responsive (thermo- and redox) materials. These polymers were shown to selectively degrade in the presence of intracellular concentrations of glutathione but be stable at low concentrations. Due to the molecular weight-dependent cloud point of pNIPAM, the lower critical solution temperature behavior could be switched off by a glutathione gradient without a temperature change: an isothermal transition.
• Highly Ordered Gold Nanotubes Using Thiols at a Cleavable Block Copolymer Interface
  作者：Ja-Hyoung Ryu、Soojin Park、Bokyung Kim、Akamol Klaikherd、Thomas P. Russell、S. Thayumanavan

  DOI：10.1021/ja902567p

  日期：2009.7.29

  We have prepared functionalized nanoporous thin films from a potystyrene-block-polyethylene oxide block Copolymer, which was made Cleavable due to the intervening disulfide bond. The cleavage reaction of the disulfide bond leaves behind free thiol groups inside the nanopores of polystyrene thin film. This nanoporous thin film can be used as a template for generating gold nanoring structures. This strategy can provide a facile method to form a highly ordered array of biopolymer or metal-polymer composite structures.
• BIO-REDUCIBLE SELF-ASSEMBLED LIQUID CRYSTALLINE BLOCK COPOLYMER FOR DRUG DELIVERY
  申请人：UNIVERSITY OF CONNECTICUT

  公开号：US20170240680A1

  公开（公告）日：2017-08-24

  The disclosure provides biodegradable amphiphilic liquid crystalline copolymers that can readily self-assemble to nanoparticles in aqueous solutions and also allow for encapsulation of hydrophobic pharmaceutically active molecules.
• US9975983B2
  申请人：——

  公开号：US9975983B2

  公开（公告）日：2018-05-22