| 1558669-85-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• CAS: 1558669-85-4
• 化学式: C₁₅H₇N₃O₆
• 分子量: 325.237
• InChiKey: XXVSAYKCRKWMKV-UHFFFAOYSA-N

物化性质

• 沸点：
  532.6±60.0 °C(Predicted)
• 密度：
  1.603±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121.5
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 硫化氢 作用下， 生成 7-羟基香豆素 、 7-nitrobenzo[c][1,2,5]oxadiazole-4-thiol
  参考文献：
  名称：

  Reaction-based colorimetric and fluorogenic signaling of hydrogen sulfide using a 7-nitro-2,1,3-benzoxadiazole–coumarin conjugate

  摘要：

  A novel reaction-based probe for the dual signaling of hydrogen sulfide (H2S) was investigated. The selective H2S-induced cleavage of the ether linkage of the 7-nitro-2,1,3-benzoxadiazole (NBD) and 7-hydroxycoumarin conjugate resulted in a dual signaling behavior. The colorimetric and fluorogenic signaling behaviors were attributed to the H2S-induced generation of 7-nitrobenzo-2,1,3-oxadiazole-4-thiol (NBD-SH) and 7-hydroxycoumarin, respectively. The signaling behavior was analyzed by ratiometry. The selective signaling of H2S over other common metal ions and anions was possible with a detection limit of 1.6 x 10(-6) M in an aqueous DMSO solution. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.109
• 作为产物：
  描述：

  7-羟基香豆素 、 4-氯-7-硝基苯并-2-氧杂-1,3-二唑 在 三乙胺 作用下， 以 乙醇 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Reaction-based colorimetric and fluorogenic signaling of hydrogen sulfide using a 7-nitro-2,1,3-benzoxadiazole–coumarin conjugate

  摘要：

  A novel reaction-based probe for the dual signaling of hydrogen sulfide (H2S) was investigated. The selective H2S-induced cleavage of the ether linkage of the 7-nitro-2,1,3-benzoxadiazole (NBD) and 7-hydroxycoumarin conjugate resulted in a dual signaling behavior. The colorimetric and fluorogenic signaling behaviors were attributed to the H2S-induced generation of 7-nitrobenzo-2,1,3-oxadiazole-4-thiol (NBD-SH) and 7-hydroxycoumarin, respectively. The signaling behavior was analyzed by ratiometry. The selective signaling of H2S over other common metal ions and anions was possible with a detection limit of 1.6 x 10(-6) M in an aqueous DMSO solution. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.109

文献信息

• A dual emission fluorescent probe enables simultaneous detection and discrimination of Cys/Hcy and GSH and its application in cell imaging
  作者：Lihui Zhai、Zhanglin Shi、Yayi Tu、Shouzhi Pu

  DOI：10.1016/j.dyepig.2019.02.010

  日期：2019.6

  is still desirable to develop new probes to simultaneously detect and discriminate Cys/Hcy and GSH. Taking advantage of the reductive activity of SH in these thiols, we combined two fluorophores coumarin and 7-nitrobenzofurazan with an ether bond to form the CA-NBD sensor to detect and discriminate Cys/Hcy and GSH simultaneously. CA-NBD showed high selectivity towards Cys/Hcy and GSH over other analytes

  巯基氨基酸（如Cys / Hcy和GSH肽）在生物系统中起着至关重要的作用。由于它们相似的结构和反应活性，仍然需要开发新的探针以同时检测和区分Cys / Hcy和GSH。利用SH在这些硫醇中的还原活性，我们将两个荧光团香豆素和7-硝基苯并呋喃山酯与醚键结合在一起，形成CA-NBD传感器，可以同时检测和区分Cys / Hcy和GSH。CA-NBD对Cys / Hcy和GSH的选择性高于其他具有明显比色和荧光信号的分析物。在460 nm的激发波长下，CA-NBD可用于区分具有不同荧光响应的GSH中的Cys / Hcy。此外，CA-NBD已成功用于检测具有低细胞毒性的活Hela细胞中的硫醇。