3'-hydroxy-6'-(methoxymethoxy)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one | 1189743-03-0

• 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'-(methoxymethoxy)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
• 英文别名: 3'-Hydroxy-6'-(methoxymethoxy)spiro[2-benzofuran-3,9'-xanthene]-1-one
• CAS: 1189743-03-0
• 化学式: C₂₂H₁₆O₆
• 分子量: 376.365
• InChiKey: HGXJWXJFIVPEHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  612.3±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3'-hydroxy-6'-(methoxymethoxy)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one 在 sodium azide 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3'-((10-azidododecyl)oxy)-6'-(methoxymethoxy)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
  参考文献：
  名称：

  一种叠氮基团修饰荧光素类化合物及其制备方法和应用

  摘要：

  本发明涉及一种叠氮基团修饰荧光素类化合物及其制备方法和应用，该化合物(I)的结构通式为：本技术方案合成的叠氮基团修饰荧光素类化合物能够与含有炔烃的抗癌药物发生click反应结合，实现抗癌药物的药效以及药物追踪的能力的增强。与现有技术相比，本发明合成的此类化合物具有荧光素原有的定位分布作用特征和亲和力，因叠氮基团的结合更加提升了其与特定抗癌药物的结合能力，进一步增强了抗癌药物的作用以及对药物进行有效的追踪的能力；整体制备过程收率高，副产物少，反应环境温和，可实现工业化的推广。

  公开号：

  CN112625049A
• 作为产物：
  描述：

  methoxymethyl 2-(6-(methoxymethoxy)-3-oxo-3H-xanthen-9-yl)benzoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 3'-hydroxy-6'-(methoxymethoxy)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
  参考文献：
  名称：

  研发新型荧光探针的Rhodol荧光团库的构建

  摘要：

  以钯催化的胺化反应为关键步骤，开发了一种高效，简洁的合成铑荧光团的合成方案。该新的合成途径用于构建可用于设计新型荧光探针的rhodol文库。

  DOI：

  10.1021/ol902706b

文献信息

• [EN] FLUOROPHORE COMPOUNDS<br/>[FR] COMPOSÉS FLUOROPHORES
  申请人：VERSITECH LTD

  公开号：WO2009121244A1

  公开（公告）日：2009-10-08

  Provided herein are fluorophore compounds including rhodol and rhodamine compounds which can be used as fluorescent labels and/or fluorogenic probes and methods of making same. Provided also herein are methods that can be used to track, measure, detect, or screen biological species such as protein, DNA, enzyme, antibody, organelle, cell, tissue, drug, hormone, nucleotide, nucleic acid, polysaccharide or lipid in living organisms. Specifically, the methods include the steps of contacting any of the fluorophore compounds, rhodol compounds and rhodamine compounds disclosed herein with the biological species to form one or more fluorescent compounds, and measuring fluorescence properties of the fluorescent compounds. Provided also herein are high-throughput screening fluorescent methods for detecting or screening biological species.

  本文提供了包括罗多尔和罗丹明化合物在内的荧光物质，可用作荧光标记剂和/或荧光探针，并提供了制备这些化合物的方法。本文还提供了可用于跟踪、测量、检测或筛选蛋白质、DNA、酶、抗体、细胞器、细胞、组织、药物、激素、核苷酸、核酸、多糖或脂质等生物种类在活体中的方法。具体而言，这些方法包括将本文披露的任何荧光物质、罗多尔化合物和罗丹明化合物与生物种类接触以形成一个或多个荧光化合物，并测量荧光化合物的荧光特性。本文还提供了用于检测或筛选生物种类的高通量筛选荧光方法。
• [EN] LUMINESCENCE QUENCHERS AND FLUOROGENIC PROBES FOR DETECTION OF REACTIVE SPECIES<br/>[FR] EXTINCTEURS DE LUMINESCENCE ET SONDES FLUOROGÉNIQUES DESTINÉS À LA DÉTECTION D'UNE ESPÈCE RÉACTIVE
  申请人：VERSITECH LTD

  公开号：WO2009121247A1

  公开（公告）日：2009-10-08

  Provided herein are compounds or fluorogenic probes which can be used as reagents for measuring, detecting and/or screening ROS or RNS such as peroxynitrite or hypochlorite. Provided also herein are methods that can be used to measure, directly or indirectly, the amount of peroxynitrite or hypochlorite in chemical samples and biological samples such as cells and tissues in living organisms. Specifically, the methods include the steps of contacting the fluorogenic probes disclosed herein with the samples to form one or more fluorescent compounds, and measuring fluorescence properties of the fluorescent compounds. Provided also herein are high-throughput screening fluorescent methods for detecting or screening peroxynitrite or compounds that can increase or decrease the level of peroxynitrite or hypochlorite in chemical and biological samples.

  本发明提供了可用于测量、检测和/或筛选过氧亚硝酸盐或次氯酸盐等活性氧或活性氮化合物的化合物或荧光生成探针。本发明还提供了可用于直接或间接测量化学样品和生物样品（如活体生物的细胞和组织）中过氧亚硝酸盐或次氯酸盐含量的方法。具体而言，这些方法包括将本发明披露的荧光生成探针与样品接触以形成一种或多种荧光化合物，并测量荧光化合物的荧光特性。本发明还提供了用于检测或筛选过氧亚硝酸盐或能够增加或减少化学和生物样品中过氧亚硝酸盐或次氯酸盐水平的化合物的高通量筛选荧光方法。
• A Reductant-Resistant and Metal-Free Fluorescent Probe for Nitroxyl Applicable to Living Cells
  作者：Kodai Kawai、Naoya Ieda、Kazuyuki Aizawa、Takayoshi Suzuki、Naoki Miyata、Hidehiko Nakagawa

  DOI：10.1021/ja404757s

  日期：2013.8.28

  Nitroxyl (HNO) is a one-electron reduced and protonated derivative of nitric oxide (NO) and has characteristic biological and pharmacological effects distinct from those of NO. However, studies of its biosynthesis and activities are restricted by the lack of versatile FIN detection methods applicable to living cells. Here, we report the first metal-free and reductant-resistant HNO imaging probe available for use in living cells, P-Rhod. It consists of a rhodol derivative moiety as the fluorophore, linked via an ester moiety to a diphenylphosphinobenzoyl group, which forms an aza-ylide upon reaction with HNO. Intramolecular attack of the aza-ylide on the ester carbonyl group releases a fluorescent rhodol derivative. P-Rhod showed high selectivity for HNO in the presence of various biologically relevant reductants, such as glutathione and ascorbate, in comparison with previous HNO probes. We show that P-Rhod can detect not only HNO enzymatically generated in the horseradish peroxidase-hydroxylamine system in vitro but also intracellular HNO release from Angeli's salt in living cells. These results suggest that P-Rhod is suitable for detection of HNO in living cells.
• LUMINESCENCE QUENCHERS AND FLUOROGENIC PROBES FOR DETECTION OF REACTIVE SPECIES
  申请人：Versitech Limited

  公开号：EP2250177B1

  公开（公告）日：2014-06-18
• FLUOROPHORE COMPOUNDS
  申请人：Yang Dan

  公开号：US20090253143A1

  公开（公告）日：2009-10-08

  Provided herein are fluorophore compounds including rhodol and rhodamine compounds which can be used as fluorescent labels and/or fluorogenic probes and methods of making same. Provided also herein are methods that can be used to track, measure, detect, or screen biological species such as protein, DNA, enzyme, antibody, organelle, cell, tissue, drug, hormone, nucleotide, nucleic acid, polysaccharide or lipid in living organisms. Specifically, the methods include the steps of contacting any of the fluorophore compounds, rhodol compounds and rhodamine compounds disclosed herein with the biological species to form one or more fluorescent compounds, and measuring fluorescence properties of the fluorescent compounds. Provided also herein are high-throughput screening fluorescent methods for detecting or screening biological species.