[(1R)-3-(3,4-dimethoxyphenyl)-1-[3-[2-[1-[4-[1-[2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carbonyl]oxypropyl]phenoxy]acetyl]oxyethyl]-3-nitrophenyl]ethoxy]-2-oxoethoxy]phenyl]propyl] (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carboxylate | 1572984-82-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: [(1R)-3-(3,4-dimethoxyphenyl)-1-[3-[2-[1-[4-[1-[2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carbonyl]oxypropyl]phenoxy]acetyl]oxyethyl]-3-nitrophenyl]ethoxy]-2-oxoethoxy]phenyl]propyl] (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carboxylate
• CAS: 1572984-82-7
• 化学式: C₈₆H₁₀₃N₃O₂₄
• 分子量: 1562.77
• InChiKey: GZISMUCTYFORNO-WZDILYHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  113
• 可旋转键数：
  42
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  302
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  1,1'-(2-nitro-1,4-phenylene)diethanol 、 2-(3-((R)-3-(3,4-dimethoxyphenyl)-1-(((S)-1-((S)-2-(3,4,5-trimethoxyphenyl)butanoyl)piperidine-2-carbonyl)oxy)propyl)phenoxy)acetic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以70%的产率得到[(1R)-3-(3,4-dimethoxyphenyl)-1-[3-[2-[1-[4-[1-[2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carbonyl]oxypropyl]phenoxy]acetyl]oxyethyl]-3-nitrophenyl]ethoxy]-2-oxoethoxy]phenyl]propyl] (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carboxylate
  参考文献：
  名称：

  Photocleavable linker

  摘要：

  提供了可溶于光的化合物和方法，可用于生物分子二聚体的形成和随后的二聚体分解。

  公开号：

  US09096844B2

文献信息

• Photocleavable linker
  申请人：City of Hope

  公开号：US09096844B2

  公开（公告）日：2015-08-04

  There are provided, inter alia, photolabile compounds and methods useful for the formation of dimers of biological molecules and subsequent dissociation of the dimers.

  提供了可溶于光的化合物和方法，可用于生物分子二聚体的形成和随后的二聚体分解。
• PHOTOCLEAVABLE LINKER
  申请人：City of Hope

  公开号：US20140154775A1

  公开（公告）日：2014-06-05

  There are provided, inter alia, photolabile compounds and methods useful for the formation of dimers of biological molecules and subsequent dissociation of the dimers.
• US9096844B2
  申请人：——

  公开号：US9096844B2

  公开（公告）日：2015-08-04
• US9260710B2
  申请人：——

  公开号：US9260710B2

  公开（公告）日：2016-02-16
• Photocleavable Dimerizer for the Rapid Reversal of Molecular Trap Antagonists
  作者：Shubbir Ahmed、Jun Xie、David Horne、John C. Williams

  DOI：10.1074/jbc.c113.513622

  日期：2014.2

  Background: The ability to rapidly turn on and off an acute antagonist is helpful to understand the initiation of a cellular program. Results: A photocleavable analog was produced and functionally demonstrated. Conclusion: Fine temporal control of endosome dispersion and restoration was obtained. Significance: The combination of traps and the photocleavable analog permits new avenues to study signaling within a single cell in an organism.Herein, we report the development of a photocleavable analog of AP20187, a cell-permeable molecule used to dimerize FK506-binding protein (FKBP) fusion proteins and initiate biological signaling cascades and gene expression or disrupt protein-protein interactions. We demonstrate that this reagent permits the unique ability to rapidly and specifically antagonize a molecular interaction in vitro and follow a biological process due to this acute antagonism (e.g. endosome dispersion) and to release the trap upon photocleavage to follow the cell's return to homeostasis. In addition, this photocleavable AP20187 analog can be used in other systems where the dimerization of FKBP has been used to initiate signaling pathways, offering the ability to correlate the duration of a signaling event and a cellular response.