5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE | 114748-59-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE
• 英文别名: 5-Propargylamino-ddUTP；[[(2S,5R)-5-[5-(3-aminoprop-1-ynyl)-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• CAS: 114748-59-3
• 化学式: C₁₂H₁₈N₃O₁₃P₃
• 分子量: 505.209
• InChiKey: HOYCULDIPQRPFI-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.2
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  245
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  、 5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE 以 N,N-二甲基甲酰胺 为溶剂， 生成 ddTTP-5-azo-Cy3-TCO
  参考文献：
  名称：

  [EN] NUCLEOTIDE ANALOGUES AND USE THEREOF FOR NUCLEIC ACID SEQUENCING AND ANALYSIS
  [FR] ANALOGUES NUCLÉOTIDIQUES ET LEUR UTILISATION POUR LE SÉQUENÇAGE ET L'ANALYSE D'ACIDES NUCLÉIQUES

  摘要：

  公开号：

  WO2019178393A9
• 作为产物：
  描述：

  2',3'-二脱氧尿苷 在 copper(l) iodide 、 四(三苯基膦)钯 一氯化碘 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE
  参考文献：
  名称：

  Confalone, Pat. N., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 1, p. 31 - 46

  摘要：

  DOI：
• 作为试剂：
  描述：

  5-(3-Trifluoroacetamido-1-propynyl)-2',3'-dideoxy-uridine 、 三磷酸酯 在 三氯氧磷 、 5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE 作用下， 反应 3.5h， 生成 5-(3-AMINO-1-PROPYNYL)-2',3'-DIDEOXYURIDINE 5'-TRIPHOSPHATE
  参考文献：
  名称：

  Alkynylamino-nucleotides

  摘要：

  提供了炔基氨基酸核苷酸和标记的炔基氨基酸核苷酸，例如，作为DNA测序的链终止底物，以及它们的几个关键中间体和制备过程。

  公开号：

  US05047519A1

文献信息

• Method of gene mapping
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05102785A1

  公开（公告）日：1992-04-07

  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 report identify 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 the labeling the derivatized fragments, all underivatized fragments are removed, the derivatized fragments being immobilized.

  描述的方法是通过将每个要映射的DNA片段切割，产生DNA片段，然后用特定于每个片段末端核苷酸的报告物质对其进行末端标记来表征每个DNA片段。标记的片段再次被切割，产生根据大小分离的短片段。这些短片段被分析以确定报告的标识和大小，这表明了每个片段的特性。通过对初级切割片段的切割末端进行衍生化，标记可以延迟到第二次切割之前。在对衍生化片段进行标记之前，所有未衍生化的片段都被去除，衍生化的片段被固定。
• Electrochemical primer extension for the detection of single nucleotide polymorphisms in the cardiomyopathy associated MYH7 gene
  作者：A. M. Debela、S. Thorimbert、B. Hasenknopf、C. K. O'Sullivan、M. Ortiz

  DOI：10.1039/c5cc07762a

  日期：——

  We report the labelling of dideoxy nucleotides (ddNTPs) for use in electrochemical array based primer extension for the detection of single nucleotide polymorphisms (SNPs).

  我们报道了二氧基核苷酸（ddNTPs）的标记，用于基于电化学阵列的引物延伸，用于检测单核苷酸多态性（SNPs）。
• Method, system and reagents for DNA sequencing
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05608063A1

  公开（公告）日：1997-03-04

  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.

  本文介绍了一种DNA测序系统和方法，用于检测不同激发报告染料标记物（DNA片段）分离后发射的辐射能量的存在，并且在波长紧密相邻的物种中发射辐射能量的身份。获得的发射能量函数在不同的波长范围内以不同的方式变化，并且对函数进行比率，因此比率表明DNA片段的身份。报告标记的DNA片段的发射部分最好是基于9-羧基乙基-6-羟基-3-氧代-3H-黄色素的荧光染料家族之一。这些黄色素染料通过羧酸功能性与DNA片段共价连接，最好通过酰胺键连接。染料可以通过在9位点包括烷氧基来保护。染料和胺之间可以插入间隔物。荧光染料最好连接到DNA链终止剂上，并提供许多优点。因此，只有由真正的终止事件产生的DNA测序片段才会携带报告。DNA测序也可以使用具有一般荧光标记实用性的黄色素染料进行标记。此外，本文还描述了使用Sanger方法的修改来使用无环核苷酸三磷酸盐作为链终止剂的有用性。
• Fluorescent dye intermediates
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05625081A1

  公开（公告）日：1997-04-29

  Intermediates for fluorescent dyes based on 9-carboxyethyl-6-hydroxy-3-oxo-3H-xanthene which are useful as reporters for reporter-labeled DNA fragments are described. The intermediates are protected fluorescent dyes bearing acyloxy groups at the 3 and 9 positions and an alkoxy group at the 9 position. Deprotection of the protected fluorescent dye by treatment with aqueous ammonia regenerates free dye.

  本文描述了基于9-羧乙基-6-羟基-3-氧代-3H-黄色素的荧光染料中间体，这些荧光染料中间体可作为标记DNA片段的报告物。该中间体是带有酰氧基团的保护荧光染料，其位于3和9位置，并且在9位置带有烷氧基团。通过用水溶氨处理保护荧光染料来去保护，可以再生自由染料。
• Method systems and reagents for DNA sequencing
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05306618A1

  公开（公告）日：1994-04-26

  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.

  本文描述了一种DNA测序系统和方法，用于检测不同激发报告染料标记物（DNA片段）在时间和/或空间分离后发出的辐射能量的存在，并且发出辐射能量的标记物种类在波长上密集排列。通过获取在不同光谱密集区域波长上变化的发射能量的功能，并对这些功能进行比率，从而比率指示DNA片段的标识。最好的报告染料标记DNA片段的发射部分是基于9-羧基乙基-6-羟基-3-氧代-3H-黄色素的一族荧光染料之一。这些黄色素染料通过羧酸官能团，最好通过酰胺键连接到DNA片段上。染料可以通过在9位位置包含烷氧基来保护。在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链终止子上，并提供许多优点。因此，只有由真正终止事件产生的DNA测序片段才会携带报告物。DNA测序也可以使用黄色素染料标记，这些染料具有荧光标记的通用性。此外，还描述了使用Sanger方法的修饰来使用无环核苷酸三磷酸盐作为DNA测序中的链终止剂。