2H-1-Benzopyran-3-carbonitrile, 2-oxo-7-(phosphonooxy)- | 500883-70-5

• 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
• 英文名称: 2H-1-Benzopyran-3-carbonitrile, 2-oxo-7-(phosphonooxy)-
• 英文别名: (3-cyano-2-oxochromen-7-yl) dihydrogen phosphate
• CAS: 500883-70-5
• 化学式: C₁₀H₆NO₆P
• 分子量: 267.13
• InChiKey: FHMZIOATLQIMMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  7

文献信息

• Terminal-phosphate-labeled nucleotides and methods of use
  申请人：——

  公开号：US20030077610A1

  公开（公告）日：2003-04-24

  The present invention describes methods of detecting a nucleic acid in a sample, based on the use of terminal-phosphate-labeled nucleotides as substrates for nucleic acid polymerases. The methods provided by this invention utilize a nucleoside polyphosphate, dideoxynucleoside polyphosphate, or deoxynucleoside polyphosphate analogue which has a colorimetric dye, chemiluminescent, or fluorescent moiety, a mass tag or an electrochemical tag attached to the terminal-phosphate. When a nucleic acid polymerase uses this analogue as a substrate, an enzyme-activatable label would be present on the inorganic polyphosphate by-product of phosphoryl transfer. Cleavage of the polyphosphate product of phosphoryl transfer via phosphatase leads to a detectable change in the label attached thereon. When the polymerase assay is performed in the presence of a phosphatase, there is provided a convenient method for real-time monitoring of DNA or RNA synthesis and detection of a target nucleic acid.

  本发明描述了基于使用末端磷酸标记的核苷酸作为核酸聚合酶底物来检测样品中核酸的方法。本发明提供的方法利用核苷酸多聚磷酸酯、二脱氧核苷酸多聚磷酸酯或脱氧核苷酸多聚磷酸酯类似物，这些核苷酸多聚磷酸酯类似物具有连接到末端磷酸酯上的比色染料、化学发光或荧光分子、质量标签或电化学标签。当核酸聚合酶使用这种类似物作为底物时，磷酸转移的无机多磷酸副产物上就会出现酶活标签。通过磷酸酶裂解磷酰转移的多磷酸产物会导致其上附着的标签发生可检测的变化。当聚合酶检测在磷酸酶存在的情况下进行时，就提供了一种实时监测 DNA 或 RNA 合成和检测目标核酸的便捷方法。
• Single nucleotide amplification and detection by polymerase
  申请人：——

  公开号：US20030096253A1

  公开（公告）日：2003-05-22

  A method of characterizing a nucleic acid sample is provided that includes the steps of: (a) conducting a DNA polymerase reaction that includes the reaction of a template, a non-hydrolyzable primer, at least one terminal phosphate-labeled nucleotide, DNA polymerase, and an enzyme having 3′→5′ exonuclease activity which reaction results in the production of labeled polyphosphate; (b) permitting the labeled polyphosphate to react with a phosphatase to produce a detectable species characteristic of the sample; (c) detecting the detectable species; and (d) characterizing the nucleic acid sample based on the detection.

  提供了一种表征核酸样本的方法，该方法包括以下步骤(a) 进行 DNA 聚合酶反应，该反应包括模板、非水解引物、至少一种末端磷酸盐标记的核苷酸、DNA 聚合酶和具有 3′→5′ 外切酶活性的酶的反应，该反应导致产生标记的聚磷酸盐；(b) 使标记的多聚磷酸盐与磷酸酶反应，产生具有样品特征的可检测物； (c) 检测可检测物；以及 (d) 根据检测结果确定核酸样品的特征。
• Labeled nucleoside polyphosphates
  申请人：——

  公开号：US20030124576A1

  公开（公告）日：2003-07-03

  The present invention describes new compositions of matter in the form of labeled nucleoside polyphosphates with four or more phosphates. In addition compositions of nucleoside polyphosphates with four or more phosphates that are substrates for nucleic acid polymerases with enhanced substrate properties and methods of using these nucleoside polyphosphates for nucleic acid detection, charcterization and quantification are described. The compositions provided by this invention include nucleoside polyphosphate, dideoxynucleoside polyphosphate, or deoxynucleoside polyphosphate analogues which have calorimetric, chemiluminescent, or fluorescent moieties, mass tags or an electrochemical tags attached to the terminal-phosphate. When a nucleic acid polymerase uses this analogue as a substrate, an enzyme-activatable label would be present on the inorganic polyphosphate by-product of phosphoryl transfer. Cleavage of the polyphosphate product of phosphoryl transfer via phosphatase leads to a detectable change in the label attached thereon. When the polymerase assay is performed in the presence of a phosphatase, there is provided a convenient method for real-time monitoring of DNA or RNA synthesis and detection of a target nucleic acid.

  本发明描述了具有四个或更多磷酸盐的标记核苷多磷酸盐形式的新物质组合物。此外，本发明还描述了作为核酸聚合酶底物的具有四个或更多磷酸盐的核苷聚磷酸盐的组合物，这些组合物具有增强的底物特性，以及使用这些核苷聚磷酸盐进行核酸检测、鉴定和定量的方法。本发明提供的组合物包括核苷聚磷酸盐、双脱氧核苷聚磷酸盐或脱氧核苷聚磷酸盐类似物，它们的末端磷酸盐上附有热量测定、化学发光或荧光分子、质量标签或电化学标签。当核酸聚合酶使用这种类似物作为底物时，磷酰转移的无机多磷酸副产物上就会出现酶活标签。通过磷酸酶裂解磷酰转移的多磷酸盐产物会导致其上附着的标签发生可检测的变化。当聚合酶检测在磷酸酶存在的情况下进行时，就提供了一种实时监测 DNA 或 RNA 合成和检测目标核酸的便捷方法。
• Nucleic acid amplification
  申请人：——

  公开号：US20040152104A1

  公开（公告）日：2004-08-05

  The present invention relates generally to the use of terminal-phosphate-labeled nucleotides having three or more phosphates as substrates for nucleic acid polymerases and their use in DNA amplification. The labels employed are chemiluminescent, fluorescent, electrochemical and chromogenic moieties as well as mass tags and include those that are directly detectable, detectable after enzyme activation or feed into other processes to generate a different signal. The signal generated from the attached dyes may also be used to quantify the amount of amplification. Further provided are stabilizers that enhance the stability of terminal-phosphate labeled nucleoside polyphosphates in aqueous solutions and are useful for reducing non-enzymatic hydrolysis of these nucleotides, hence decrease background.

  本发明一般涉及使用具有三个或更多磷酸的末端磷酸标记核苷酸作为核酸聚合酶的底物，以及它们在 DNA 扩增中的用途。所使用的标记包括化学发光标记、荧光标记、电化学标记、发色标记以及质量标记，其中包括可直接检测的标记、酶活化后可检测的标记或进入其他过程以产生不同信号的标记。所附染料产生的信号也可用于量化扩增量。进一步提供的稳定剂可提高末端磷酸盐标记的核苷酸聚磷酸盐在水溶液中的稳定性，并有助于减少这些核苷酸的非酶水解，从而降低本底。
• Solid phase sequencing
  申请人：——

  公开号：US20040152119A1

  公开（公告）日：2004-08-05

  The present invention describes methods of sequencing a nucleic acid in a sample, based on the use of terminal-phosphate-labeled nucleotides as substrates for nucleic acid polymerases. The methods provided by this invention utilize a nucleoside polyphosphate, dideoxynucleoside polyphosphate, or deoxynucleoside polyphosphate analogue which has a calorimetric dye, chemiluminescent, or fluorescent moiety, a mass tag or an electrochemical tag attached to the terminal-phosphate. When a nucleic acid polymerase uses this analogue as a substrate, an enzyme-activatable label would be present on the inorganic polyphosphate by-product of phosphoryl transfer. Cleavage of the polyphosphate product of phosphoryl transfer via phosphatase leads to a detectable change in the label attached thereon. In some instances the labeled polyphosphate may be detected directly via the label and provide information on the nucleic acid. When the polymerase assay is performed in the presence of a phosphatase, there is provided a convenient method for real-time monitoring of DNA or RNA synthesis and characterization of a target nucleic acid.

  本发明描述了利用末端磷酸标记的核苷酸作为核酸聚合酶底物对样品中的核酸进行测序的方法。本发明提供的方法利用核苷酸多聚磷酸酯、二脱氧核苷酸多聚磷酸酯或脱氧核苷酸多聚磷酸酯类似物，这些核苷酸多聚磷酸酯类似物具有连接到末端磷酸酯上的热量测定染料、化学发光或荧光分子、质量标签或电化学标签。当核酸聚合酶使用这种类似物作为底物时，磷酰转移的无机多磷酸副产物上就会出现酶活标签。通过磷酸酶裂解磷酰转移的多磷酸产物会导致其上附着的标签发生可检测的变化。在某些情况下，可直接通过标签检测标记的多聚磷酸，并提供核酸的信息。当聚合酶检测在磷酸酶存在的情况下进行时，就提供了一种实时监测 DNA 或 RNA 合成和鉴定目标核酸的便捷方法。