(2-(4-(7-(diethylamino)-2-oxo-2H-chromene-3-carboxamido)phenyl)-1,3,2-dithiarsolan-4-yl)methyl(2-(6,7-bis((2-(2-hydroxyethoxy)ethyl)amino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-(4-(7-(diethylamino)-2-oxo-2H-chromene-3-carboxamido)phenyl)-1,3,2-dithiarsolan-4-yl)methyl(2-(6,7-bis((2-(2-hydroxyethoxy)ethyl)amino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate
• 英文别名: [2-[4-[[7-(diethylamino)-2-oxochromene-3-carbonyl]amino]phenyl]-1,3,2-dithiarsolan-4-yl]methyl N-[2-[6,7-bis[2-(2-hydroxyethoxy)ethylamino]-1,3-dioxobenzo[de]isoquinolin-2-yl]ethyl]carbamate
• 化学式: C₄₆H₅₃AsN₆O₁₁S₂
• 分子量: 1005.01
• InChiKey: INKCDFCKTYWAQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  66.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  221.24
• 氢给体数：
  6.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  对氨基苯砷酸 在 三乙胺 、 N,N-二异丙基乙胺 、 苯肼 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.17h， 生成 (2-(4-(7-(diethylamino)-2-oxo-2H-chromene-3-carboxamido)phenyl)-1,3,2-dithiarsolan-4-yl)methyl(2-(6,7-bis((2-(2-hydroxyethoxy)ethyl)amino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)carbamate
  参考文献：
  名称：

  一种高选择性比值型荧光探针及其应用

  摘要：

  本发明涉及一种高选择性比值型荧光探针及其应用，具体涉及下式I所示的化合物以及在式I的基础上设计的式II所示的荧光探针，含有所述荧光探针的检测组合物和检测试剂盒。本发明还涉及使用该荧光分子或检测试剂盒检测或定位相邻巯基蛋白质的方法。所示式I和II的结构式如下所示，各基团定义如文中所述：

  公开号：

  CN105461752B

文献信息

• Selective and Ratiometric Fluorescent Trapping and Quantification of Protein Vicinal Dithiols and in Situ Dynamic Tracing in Living Cells
  作者：Chusen Huang、Ti Jia、Mengfang Tang、Qin Yin、Weiping Zhu、Chao Zhang、Yi Yang、Nengqin Jia、Yufang Xu、Xuhong Qian

  DOI：10.1021/ja5079656

  日期：2014.10.8

  Protein vicinal dithiols play fundamental roles in intracellular redox homeostasis due to their involvement in protein synthesis and function through the reversible vicinal dithiol oxidation to disulfide. To provide quantitative information about the global distribution and dynamic changes of protein vicinal dithiols in living cells, we have designed and synthesized a ratiometric fluorescent probe (VTAF) for trapping of vicinal dithiol-containing proteins (VDPs) in living cells. VTAF exhibits a ratiometric fluorescence signal upon single excitation, which enables self-calibration of the fluorescence signal and quantification of endogenous vicinal dithiols of VDPs. Its potential for in situ dynamic tracing of changes of protein vicinal dithiols under different cellular redox conditions was exemplified. VTAF facilitated the direct observation of subcellular distribution of endogenous VDPs via ratiometric fluorescence imaging and colocalization assay. And the results suggested that there are abundant VDPs in mitochondria. Moreover, some redox-sensitive VDPs are also present on cell surface which can respond to redox stimulus. This ratiometric fluorescence technique presents an important extension to previous fluorescence intensity-based probes for trapping and quantifying protein vicinal dithiols in living cells, as well as its visible dynamic tracing of VDPs.