6-羟基-3-氧代-3H-氧杂蒽-9-丙酸 | 16290-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 6-羟基-3-氧代-3H-氧杂蒽-9-丙酸
• 英文名称: 3-(6-hydroxy-3-oxo-3H-xanthen-9-yl)propanoic acid
• 英文别名: 6-hydroxy-3-oxo-3H-xanthene-9-propanoic acid；NSC158112；6-Hydroxy-3-oxo-3H-xanthene-9-propionic acid；3-(3-hydroxy-6-oxoxanthen-9-yl)propanoic acid
• CAS: 16290-22-5
• 化学式: C₁₆H₁₂O₅
• 分子量: 284.268
• InChiKey: RFRSCTPKEGYARM-UHFFFAOYSA-N

物化性质

• 熔点：
  235 °C
• 沸点：
  632.5±55.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-羟基-3-氧代-3H-氧杂蒽-9-丙酸 在 硫酸 、 水 作用下， 以 甲醇 为溶剂， 反应 170.0h， 生成 methyl 3-(6-hydroxy-3-oxo-3H-xanthene-9-yl)propanoate*DDQ complex
  参考文献：
  名称：

  Fluorescein Analogues as Photoremovable Protecting Groups Absorbing at ∼520 nm

  摘要：

  A new photoremovable protecting group, (6-hydroxy-3-oxo-3H-xanthen-9-yl)methyl (1), with a molar absorption coefficient e of similar to 4 x 10(4) m(-1) cm(-1) at similar to 520 nm for the release of carboxylates or phosphates is reported. Three derivatives of 1 (diethyl phosphate, acetate, and bromide) were isolated as complexes with DDQ and shown to release the ligands with quantum yields <= 2.4% in aqueous solution.

  DOI：

  10.1021/jo301455n
• 作为产物：
  描述：

  丁二酸酐 、 间苯二酚 在 硫酸 作用下， 反应 6.0h， 以84%的产率得到6-羟基-3-氧代-3H-氧杂蒽-9-丙酸
  参考文献：
  名称：

  Amat-Guerri, F.; Martin, M. E.; Martinez-Utrilla, R., Journal of Chemical Research, Miniprint, 1988, # 6, p. 1447 - 1465

  摘要：

  DOI：

文献信息

• [EN] TAGGING AGENTS, ANTI-SCALANT POLYMER COMPOSITIONS, AND METHODS<br/>[FR] AGENTS DE MARQUAGE, COMPOSITIONS DE POLYMÈRE TARTRIFUGES ET PROCÉDÉS
  申请人：KEMIRA OYJ

  公开号：WO2022076041A1

  公开（公告）日：2022-04-14

  Tagging agents, including fluorescent monomers, which may lack polymerizable double bonds. Anti-scalant polymer compositions that include a copolymer of a tagging agent and an anti-scalant monomer. Methods for synthesizing tagging agents, anti-scalant polymer compositions, and detecting an anti-scalant polymer composition.

  标记剂，包括可能缺乏聚合双键的荧光单体。抗垢聚合物组合物，其中包括标记剂和抗垢单体的共聚物。合成标记剂、抗垢聚合物组合物和检测抗垢聚合物组合物的方法。
• Alkynylamino-nucleotides
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0251786A2

  公开（公告）日：1988-01-07

  The invention provides alkynylamino-nucleotides and their labeled derivatives which are useful, for example, as chain terminating substrates for DNA sequencing, along with several key intermediates and processes for their preparation.

  本发明提供了炔酰胺核苷酸及其标记衍生物（例如，可用作 DNA 测序的链终止底物），以及制备它们的几种关键中间体和工艺。
• Process and reagents for DNA sequence analysis
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0252683A2

  公开（公告）日：1988-01-13

  A DNA sequencing system and method are described to detect the presence of radiant energy emitted from different excited reporter dye-labeled species (DNA fragments) following separation in time and/or space, and the identity of the species which emit radiant energy closely spaced in wavelength. Functions of the emitted energy are obtained which vary over the wavelengths of the closely spaced spectra in different senses and the functions ratioed, whereby the ratio is indicative of the identity of the DNA fragments. The emitting portion of the reporter-labeled DNA fragment is preferably one of a family of fluorescent dyes based on 9-carboxyethyl-6-hydroxy-­3-oxo-3H-xanthene. These xanthene dyes are covalently attached to the DNA fragments through the carboxylic acid functionality, preferably via an amide linkage. The dyes may be protected by including an alkoxy group at the 9-position. A spacer may be inserted between the dye and the amine. The fluorescent dye preferably is attached to the DNA chain terminators and provides many advantages. Thus only DNA sequencing fragments resulting from bona fide termination events will carry a reporter. The DNA sequencing may also be labeled using the xanthene dyes which have general utility as fluorescent labels. Also acyclonucleoside triphosphates are described as being useful as chain terminators in DNA sequencing using a modification of the Sanger method.

  描述了一种 DNA 测序系统和方法，用于检测在时间和/或空间上分离后不同激发的报告染料标记物种（DNA 片段）所发射的辐射能量的存在，以及发射辐射能量的波长间隔很近的物种的特性。可以获得发射能量的函数，这些函数在不同波长的紧密间隔光谱上变化，并将这些函数进行比对，比对结果显示 DNA 片段的特征。 报告标记 DNA 片段的发射部分最好是基于 9-羧乙基-6-羟基-3-氧代-3H-氧杂蒽的荧光染料家族中的一种。这些氧杂蒽染料通过羧酸官能团共价连接到 DNA 片段上，最好是通过酰胺连接。染料可以通过在 9 位加入一个烷氧基来保护。染料和胺之间可以插入一个间隔物。荧光染料最好连接到 DNA 链终止器上，这样做有许多优点。因此，只有真正终止事件产生的 DNA 测序片段才会带有报告物。DNA 测序也可以使用呫吨染料进行标记，这种染料一般用作荧光标记。此外，无环核苷三磷酸酯也可作为DNA测序中的链终止器，使用桑格测序法的一种改良方法。
• Scanning fluorescent detection system
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0294996A2

  公开（公告）日：1988-12-14

  A system for detecting the radiant energy emitted from different closely spaced species includes two detectors each having a large entrance angle for receiving the radiant energy, and wavelength selective filters between the detector and species, the transmission vs. wavelength characteristics being complementary, and means for ratioing functions of the detector outputs, the ratio being indicative of the identity of the species.

  一种用于检测不同紧密间隔物种发射的辐射能量的系统，包括两个探测器，每个探测器都有一个大的入口角，用于接收辐射能量，探测器和物种之间有波长选择滤波器，透射与波长特性互补，以及用于将探测器输出的功能进行比对的装置，比对结果显示物种的特性。
• Method of gene mapping
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0309969A2

  公开（公告）日：1989-04-05

  The method described characterizes each DNA segment to be mapped by cleaving it to produce DNA fragments which are then end labeled with a reporter(s) specific to the end nucleotides of each fragment. The labeled fragments are again cleaved to produce short fragments which are separated according to size. The short fragments are analyzed as to reporter identity and size which is indicative of the character of each fragment. By derivatizing the cleaved ends of the primary cleaved fragments, the labeling may be delayed until the second cleavage. Prior to labeling the derivatized fragments, all underivatized fragments are removed, the derivatized fragments being immobilized.

  所述方法通过裂解 DNA 片段产生 DNA 片段，然后用特异于每个片段末端核苷酸的报告物对其进行末端标记，从而确定要绘制的每个 DNA 片段的特征。标记后的片段再次裂解，产生短片段，并根据大小将其分离。对短片段进行分析，以确定报告基因的特性和大小，这表明了每个片段的特性。通过对初级裂解片段的裂解末端进行衍生处理，可将标记延迟到第二次裂解。在对衍生片段进行标记之前，先移除所有未充分活化的片段，然后固定衍生片段。