(1-chloroformyloxy)butyl 2-pyridinyl disulfide | 892402-98-1

• 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: (1-chloroformyloxy)butyl 2-pyridinyl disulfide
• 英文别名: 4-(Pyridin-2-yldisulfanyl)butyl carbonochloridate；4-(pyridin-2-yldisulfanyl)butyl carbonochloridate
• CAS: 892402-98-1
• 化学式: C₁₀H₁₂ClNO₂S₂
• 分子量: 277.796
• InChiKey: IIAUOUBNUPLHDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1-chloroformyloxy)butyl 2-pyridinyl disulfide 、 D-luciferin potassium salt 在 sodium hydroxide 作用下， 反应 4.0h， 生成 (S)-2-{6-[4-(Pyridin-2-yldisulfanyl)-butoxycarbonyloxy]-benzothiazol-2-yl}-4,5-dihydro-thiazole-4-carboxylic acid
  参考文献：
  名称：

  Releasable Luciferin−Transporter Conjugates:  Tools for the Real-Time Analysis of Cellular Uptake and Release

  摘要：

  The design, synthesis, and evaluation of conjugates of arginine-rich transporters and luciferin are described that release luciferin only after entry into cells that are stably transfected with luciferase. Each molecule of free luciferin that is released after entry generates a photon that can be measured allowing for real-time quantification of uptake and release in cells. The process provides a method to assay uptake and release of free luciferin as a function of variations in the releasable linker and in the transporter.

  DOI：

  10.1021/ja0586283
• 作为产物：
  描述：

  2,2'-二硫二吡啶 在 吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (1-chloroformyloxy)butyl 2-pyridinyl disulfide
  参考文献：
  名称：

  Releasable Luciferin−Transporter Conjugates:  Tools for the Real-Time Analysis of Cellular Uptake and Release

  摘要：

  The design, synthesis, and evaluation of conjugates of arginine-rich transporters and luciferin are described that release luciferin only after entry into cells that are stably transfected with luciferase. Each molecule of free luciferin that is released after entry generates a photon that can be measured allowing for real-time quantification of uptake and release in cells. The process provides a method to assay uptake and release of free luciferin as a function of variations in the releasable linker and in the transporter.

  DOI：

  10.1021/ja0586283

文献信息

• COMPOSITIONS AND METHODS FOR TRANSPORT OF MOLECULES WITH ENHANCED RELEASE PROPERTIES ACROSS BIOLOGICAL BARRIERS
  申请人：Wender Paul A

  公开号：US20100255499A1

  公开（公告）日：2010-10-07

  Conjugates of a cargo molecule with a transporter molecule are disclosed, where the cargo molecule and the transporter molecule are linked covalently by a releasable linker. The cargo of the conjugate can be a biologically active agent or a reporter molecule. The transporter modulates the transport of the cargo across a biological barrier (e.g., a cell membrane) compared to the transport of the unconjugated cargo. Releasable linkers suitable for rapid and facile conjugation to various types of cargo and transporters are also disclosed, along with methods for using the linkers in the synthesis of conjugates.

  本发明公开了一种货物分子与运输蛋白分子的共轭体，其中货物分子和运输蛋白分子通过可释放的连接剂共价连接。共轭体的货物可以是生物活性剂或报告分子。与未共轭货物的运输相比，运输蛋白调节货物通过生物屏障（例如细胞膜）的运输。还公开了适用于快速和容易地与各种类型的货物和运输蛋白共轭的可释放连接剂，以及使用连接剂合成共轭体的方法。
• US8653238B2
  申请人：——

  公开号：US8653238B2

  公开（公告）日：2014-02-18
• [EN] COMPOSITIONS AND METHODS FOR TRANSPORT OF MOLECULES WITH ENHANCED RELEASE PROPERTIES ACROSS BIOLOGICAL BARRIERS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR LE TRANSPORT DE MOLÉCULES AVEC DES PROPRIÉTÉS DE LIBÉRATION AMÉLIORÉES À TRAVERS DES BARRIÈRES BIOLOGIQUES
  申请人：UNIV LELAND STANFORD JUNIOR

  公开号：WO2008069824A2

  公开（公告）日：2008-06-12

  [EN] Conjugates of a cargo molecule with a transporter molecule are disclosed, where the cargo molecule and the transporter molecule are linked covalently by a releasable linker. The cargo of the conjugate can be a biologically active agent or a reporter molecule. The transporter modulates the transport of the cargo across a biological barrier (e.g., a cell membrane) compared to the transport of the unconjugated cargo. Releasable linkers suitable for rapid and facile conjugation to various types of cargo and transporters are also disclosed, along with methods for using the linkers in the synthesis of conjugates.
  [FR] La présente invention concerne des conjugués d'une molécule cargo avec une molécule transporteuse, dans lesquels la molécule cargo et la molécule transporteuse sont liées de manière covalente par un lieur que l'on peut libérer. Le cargo du conjugué peut être un agent biologiquement actif ou une molécule rapporteuse. Le transporteur module le transport du cargo à travers une barrière (par exemple, une membrane cellulaire) par comparaison au transport du cargo non conjugué. La présente invention concerne également des lieurs que l'on peut libérer appropriés pour une conjugaison rapide et facile à divers types de cargos et de transporteurs, ainsi que des procédés d'utilisation de lieurs dans la synthèse de conjugués.
• Releasable Luciferin−Transporter Conjugates:  Tools for the Real-Time Analysis of Cellular Uptake and Release
  作者：Lisa R. Jones、Elena A. Goun、Rajesh Shinde、Jonathan B. Rothbard、Christopher H. Contag、Paul A. Wender

  DOI：10.1021/ja0586283

  日期：2006.5.1

  The design, synthesis, and evaluation of conjugates of arginine-rich transporters and luciferin are described that release luciferin only after entry into cells that are stably transfected with luciferase. Each molecule of free luciferin that is released after entry generates a photon that can be measured allowing for real-time quantification of uptake and release in cells. The process provides a method to assay uptake and release of free luciferin as a function of variations in the releasable linker and in the transporter.