3-hydroxy-6-nitro-9H-xanthen-9-one | 936487-81-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-hydroxy-6-nitro-9H-xanthen-9-one
• 英文别名: 3-Hydroxy-6-nitroxanthen-9-one
• CAS: 936487-81-9
• 化学式: C₁₃H₇NO₅
• 分子量: 257.202
• InChiKey: BOBFMNMXSLODLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-hydroxy-6-nitro-9H-xanthen-9-one 在 tin chloride dihydrate 作用下， 以 乙醇 为溶剂， 以160 mg的产率得到3-Amino-6-hydroxy-xanthen-9-one
  参考文献：
  名称：

  Combinatorial Rosamine Library and Application to in Vivo Glutathione Probe

  摘要：

  Combinatorial approach on fluorescent rosamine library was developed using solid-phase chemistry. A highly selective library member (H22) toward reduced glutathione (GSH) was discovered, demonstrating the capability of in vivo GSH level sensing in live cells.

  DOI：

  10.1021/ja068230m
• 作为产物：
  描述：

  2-氯-4-硝基苯甲酸 在 铜 、 potassium carbonate 、 sodium nitrite 作用下， 以 硫酸 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 3-hydroxy-6-nitro-9H-xanthen-9-one
  参考文献：
  名称：

  Combinatorial Rosamine Library and Application to in Vivo Glutathione Probe

  摘要：

  Combinatorial approach on fluorescent rosamine library was developed using solid-phase chemistry. A highly selective library member (H22) toward reduced glutathione (GSH) was discovered, demonstrating the capability of in vivo GSH level sensing in live cells.

  DOI：

  10.1021/ja068230m

文献信息

• “Singapore Green”: A New Fluorescent Dye for Microarray and Bioimaging Applications
  作者：Junqi Li、Shao Q. Yao

  DOI：10.1021/ol802700w

  日期：2009.1.15

  We have synthesized Singapore Green (SG), a structural hybrid of Tokyo Green and Rhodamine 110. This new dye is a green light-emitting substitute for 7-aminocoumarin, a blue fluorescent dye widely used in enzymatic assays. SG-conjugated peptide substrates were successfully synthesized and used in microarray-based protease substrate profiling and live-cell imaging experiments.

  我们已经合成了新加坡绿色（SG），它是东京绿色和若丹明110的结构混合物。这种新染料是7-氨基香豆素的绿色发光替代物，7-氨基香豆素是一种广泛用于酶促测定的蓝色荧光染料。SG结合的肽底物已成功合成，并用于基于微阵列的蛋白酶底物谱分析和活细胞成像实验中。
• COMBINATORIAL ROSAMINE LIBRARY AND USES THEREOF
  申请人：Chang Young-Tae

  公开号：US20080124751A1

  公开（公告）日：2008-05-29

  The present invention relates to a rosamine derivative compound, as described herein, having the following structure: Also disclosed are methods of making such compounds and for using them for detection and imaging.

  本发明涉及一种罗萨明衍生物化合物，具有以下结构：此外，还公开了制备这种化合物的方法以及将其用于检测和成像的方法。
• COMBINATORIAL ROSAMINE LIBRARY TO DETECT CELL-STATE SWITCHING
  申请人：CHANG Young-Tae

  公开号：US20090227467A1

  公开（公告）日：2009-09-10

  The present invention relates to the use of rosamine derivative compounds, as described herein, in detecting differentiated forms of a cell type of interest in a sample and in screening for compounds which inhibit differentiation of the cell type of interest. The candidate compound has the following structure:

  本发明涉及使用如下所述的罗萨明衍生物化合物在样本中检测感兴趣的细胞类型的分化形式，并筛选抑制该细胞类型分化的化合物。候选化合物具有以下结构：
• Rapid Synthesis, Screening, and Identification of Xanthone- and Xanthene-Based Fluorophores Using Click Chemistry
  作者：Junqi Li、Mingyu Hu、Shao Q. Yao

  DOI：10.1021/ol9010344

  日期：2009.7.16

  A panel of new fluorophores with emission wavelengths from blue to yellow regions using the Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction of alkyne-functionalized xanthones and xanthenes with various azides have been synthesized. Screening of the "click" products led to the identification of "hit" fluorophores which showed a fluorescence increase upon triazole formation. These novel "click" fluorophores could potentially be used for bioconjugation and bioimaging purposes.
• US8026110B2
  申请人：——

  公开号：US8026110B2

  公开（公告）日：2011-09-27