3',6'-dihydroxy-4-nitro-spiro[phthalan-1,9'-xanthen]-3-one | 3318-08-9

• 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',6'-dihydroxy-4-nitro-spiro[phthalan-1,9'-xanthen]-3-one
• 英文别名: 3',6'-Dihydroxy-4-nitro-spiro[phthalan-1,9'-xanthen]-3-on；4-nitro-fluorescein；4-nitrofluorescein；3,6-Dihydroxy-3'-nitrofluoran；3',6'-dihydroxy-7-nitrospiro[2-benzofuran-3,9'-xanthene]-1-one
• CAS: 3318-08-9
• 化学式: C₂₀H₁₁NO₇
• 分子量: 377.31
• InChiKey: XURQCNORMJHFOV-UHFFFAOYSA-N

物化性质

• 沸点：
  694.9±55.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  3',6'-dihydroxy-4-nitro-spiro[phthalan-1,9'-xanthen]-3-one 在 盐酸 、 tin(II) chloride dihdyrate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以80.7%的产率得到fluoresceinamine iomer I
  参考文献：
  名称：

  Fluorescein Derivatives as Bifunctional Molecules for the Simultaneous Inhibiting and Labeling of FTO Protein

  摘要：

  The FTO protein is unequivocally reported to play a critical role in human obesity and in the regulation of cellular levels of m(6)A modification, which makes FTO a significant and worthy subject of study. Here, we identified that fluorescein derivatives can selectively inhibit FTO demethylation, and the mechanisms behind these activities were elucidated after we determined the X-ray crystal structures of FTO/fluorescein and FTO/5-aminofluorescein. Furthermore, these inhibitors can also be applied to the direct labeling and enrichment of FTO protein combined with photoaffinity labeling assay.

  DOI：

  10.1021/jacs.5b06690
• 作为产物：
  描述：

  3-硝基邻苯二甲酸酐 、 间苯二酚 生成 3',6'-dihydroxy-4-nitro-spiro[phthalan-1,9'-xanthen]-3-one
  参考文献：
  名称：

  STUDIES IN THE 3-NITROPHTHALIC ACID SERIES

  摘要：

  DOI：

  10.1021/ja01356a030

文献信息

• [EN] PROCESS FOR THE PREPARATION OF 5-/6-NITROFLUORESCEIN<br/>[FR] PROCEDE DE PREPARATION DE 5-/6-NITROFLUORESCEINE
  申请人：NORGINE BV

  公开号：WO2010092382A1

  公开（公告）日：2010-08-19

  A process for the preparation of a mixture of 3',6'-dihydroxy-6-nitrospiro[2-benzofuran-3,9'-xanthene]-1-one and 3',6'-dihydroxy-5-nitrospiro[2-benzofuran-3,9'- xanthene]-1-one comprising the steps of:- (a) reacting 4-nitrophthalic acid or 4-nitrophthalic anhydride with benzene-1,3- diol in methanesulphonic acid; (b) quenching the reaction in step (a) with a solvent to precipitate product; (c) isolating the precipitate; (d) heating the precipitate in water in order to hydrolyse any methansulphonic acid ester present.

  一种制备3'，6'-二羟基-6-硝基螺[2-苯并呋喃-3,9'-二氧杂环己烷]-1-酮和3'，6'-二羟基-5-硝基螺[2-苯并呋喃-3,9'-二氧杂环己烷]-1-酮混合物的方法，包括以下步骤：(a) 在甲磺酸中反应4-硝基邻苯二甲酸或4-硝基邻苯二甲酸酐和苯-1,3-二酚；(b) 用溶剂淬灭步骤(a)中的反应以沉淀产物；(c) 分离沉淀；(d) 在水中加热沉淀以水解任何存在的甲磺酸酯。
• A fluorescein-based fluorescent probe for fast detection of malondialdehyde and its imaging study
  作者：Min Peng、Quan-Rong Du、Xue Yao、Chun-Ni Li、Yang Tian、Yu Peng、Ya-Wen Wang

  DOI：10.1039/d3ob00587a

  日期：——

  A turn-on fluorescent probe SWJT-17 for the detection of MDA was designed and synthesized based on a ring-opening reaction. The probe could rapidly detect MDA with high selectivity in aqueous solution.

  基于开环反应，设计并合成了一种用于检测 MDA 的开启式荧光探针 SWJT-17。该探针可在水溶液中快速、高选择性地检测 MDA。
• Enzyme assay method
  申请人：KINGS COLLEGE LONDON

  公开号：EP0313274A1

  公开（公告）日：1989-04-26

  An immunoassay method involves the use of one or preferably two enzyme amplification steps to increase assay speed or sensitivity. In a first step, a first enzyme is generated in an amount related to the concentration of an analyte in a sample. In a second step, the first enzyme acts on a first substrate to reveal antigenic determinants of a first product. In a third step, the first product is reacted with an antibody. The extent of this immune reaction is determined, preferably by means of an enzyme signal system. Two assays for digoxin and one for 17α-­hydroxyprogesterone all using beta-galactosidase as the first enzyme are described.

  免疫测定方法包括使用一个或最好是两个酶扩增步骤，以提高检测速度或灵敏度。在第一步中，生成第一种酶，其数量与样品中分析物的浓度有关。第二步，第一种酶作用于第一种底物，揭示第一种产物的抗原决定因子。第三步，第一产物与抗体反应。这种免疫反应的程度最好通过酶信号系统来确定。本文介绍了两种地高辛检测方法和一种 17α- 羟孕酮检测方法，这两种方法均使用 β-半乳糖苷酶作为第一酶。
• Fluorescent pH indicators for intracellular assays
  申请人：Molecular Devices Corporation

  公开号：EP1281712A1

  公开（公告）日：2003-02-05

  Systems, including compositions and methods, for measuring pH, particularly in cells, organelles, and other samples. The compositions include pH-sensitive fluorescent and fluorogenic 2',7'-dialkylfluorescein derivatives and associated nonfluorescent precursor compounds of the formula shown below. The compositions may permit ratiometric measurement in the excitation spectrum and the emission spectrum. The methods include adding a precursor compound to a sample cell, incubating the sample cell to release the free indicator, illuminating the sample cell, and detecting the fluorescence response of the free indicator.

  用于测量 pH 值的系统，包括组合物和方法，特别是细胞、细胞器和其他样品中的 pH 值。这些组合物包括对 pH 值敏感的荧光和致荧光的 2',7'-二烷基荧光素衍生物以及相关的非荧光前体化合物，如下式所示。这些成分可以在激发光谱和发射光谱中进行比率测量。方法包括将前体化合物添加到样品池中，孵育样品池以释放游离指示剂，照亮样品池，检测游离指示剂的荧光响应。
• Reagent for labelling nucleic acids
  申请人：——

  公开号：US20020110691A1

  公开（公告）日：2002-08-15

  The present invention concerns a labelling reagent in which the label is bound via an amide bond and a linker to a residue of the molecule which is essentially characterized in that the N atom of the amide bond and the label are linked together directly by a covalent bond. In particular these are phosphoramidites or reactive supports suitable for nucleic acid synthesis. The invention also concerns processes for the production of such supports from suitable precursors.

  本发明涉及一种标记试剂，其中标签通过酰胺键和连接剂与分子残基结合，其基本特征是酰胺键的 N 原子和标签通过共价键直接连接在一起。特别是磷酰胺或适用于核酸合成的活性支持物。本发明还涉及用合适的前体生产这种支持物的工艺。