5-iodo-1-vinylpyrimidine-2,4(1H,3H)-dione | 1342897-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-iodo-1-vinylpyrimidine-2,4(1H,3H)-dione
• 英文别名: vinyl 5-iodouracil；1-Ethenyl-5-iodopyrimidine-2,4-dione
• CAS: 1342897-46-4
• 化学式: C₆H₅IN₂O₂
• 分子量: 264.022
• InChiKey: NAQFSXCLKSXBPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-iodo-1-vinylpyrimidine-2,4(1H,3H)-dione 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 9.0h， 生成 ethyl 5-[2,4-dioxo-5-(phenylethynyl)-3,4-dihydropyrimidin-1(2H)-yl]-2-methylisoxazolidine-3-carboxylate
  参考文献：
  名称：

  5-炔基异恶唑烷基核苷的合成

  摘要：

  从 5-碘 N,O-核苷开始，通过硝酮与乙烯基碘尿嘧啶或乙酸乙烯酯的 1,3-偶极环加成反应，然后与甲硅烷基化碘尿嘧啶偶联制备，通过钯合成了一系列 5-炔基 N,O-核苷-催化（Sonogashira）偶联反应。体外测定了修饰核苷对 HEp-2 细胞系的细胞毒活性。发现 5-乙炔基 N,O-核苷是该系列中唯一含有末端乙炔单元的化合物，是活性最强的化合物。

  DOI：

  10.1002/ejoc.201100767
• 作为产物：
  描述：

  乙酸乙烯酯 、 1,3-bis-(trimethylsilyl)-5-iodouracil 在 三氟甲磺酸三甲基硅酯 、 mercury(II) diacetate 作用下， 反应 4.0h， 以0.825 g的产率得到5-iodo-1-vinylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  5-炔基异恶唑烷基核苷的合成

  摘要：

  从 5-碘 N,O-核苷开始，通过硝酮与乙烯基碘尿嘧啶或乙酸乙烯酯的 1,3-偶极环加成反应，然后与甲硅烷基化碘尿嘧啶偶联制备，通过钯合成了一系列 5-炔基 N,O-核苷-催化（Sonogashira）偶联反应。体外测定了修饰核苷对 HEp-2 细胞系的细胞毒活性。发现 5-乙炔基 N,O-核苷是该系列中唯一含有末端乙炔单元的化合物，是活性最强的化合物。

  DOI：

  10.1002/ejoc.201100767

文献信息

• Systematic evolution of ligands by exponential enrichment: photoselection of nucleic acid ligands and solution selex
  申请人：Somalogic, Inc.

  公开号：EP1889910A2

  公开（公告）日：2008-02-20

  A method for identifying nucleic acid ligands to target molecules using the SELEX procedure wherein the candidate nucleic acids contain photoreactive groups and nucleic acid ligands identified thereby are claimed. The complexes of increased affinity nucleic acids and target molecules formed in the procedure are crosslinked by irradiation to facilitate separation from unbound nucleic acids. In other methods partitioning of high and low affinity nucleic acids is facilitated by primer extension steps as shown in the figure in which chain termination nucleotides, digestion resistant nucleotides or nucleotides that allow retention of the cDNA product on an affinity matrix are differentially incorporated into the cDNA products of either the high or low affinity nucleic acids and the cDNA products are treated accordingly to amplification, enzymatic or chemical digestion or by contact with an affinity matrix.

  一种利用 SELEX 程序鉴定核酸与靶分子配体的方法，其中候选核酸含有光活性基团，并要求由此鉴定核酸配体。在该程序中形成的亲和力增强的核酸和靶分子的复合物通过辐照交联，以便于与未结合的核酸分离。在其他方法中，高亲和力核酸和低亲和力核酸的分离是通过引物延伸步骤来促进的，如图所示，其中链终止核苷酸、抗消化核苷酸或可使 cDNA 产物保留在亲和基质上的核苷酸被不同地掺入高亲和力核酸或低亲和力核酸的 cDNA 产物中，cDNA 产物被相应地放大、酶解或化学消化或与亲和基质接触来处理。
• Method for generating aptameters with improved off-rates
  申请人：Somalogic, Inc.

  公开号：EP2172566A1

  公开（公告）日：2010-04-07

  The present disclosure describes improved SELEX methods for producing aptamers that are capable of binding to target molecules and improved photoSELEX methods for producing photoreactive aptamers that are capable of both binding and covalently cross linking to target molecules. Specifically, the present disclosure describes methods for producing aptamers and photoaptamers having slower dissociation rate constants than are obtained using prior SELEX and photoSELEX methods. The disclosure further describes aptamers and photoaptamers having slower dissociation rate constants than those obtained using prior methods. In addition, the disclosure describes aptamer constructs that include a variety of functionalities, including a cleavable element, a detection element, and a capture or immobilization element.

  本公开内容描述了生产能够与目标分子结合的适配体的改进 SELEX 方法，以及生产能够与目标分子结合和共价交联的光活性适配体的改进 photoSELEX 方法。具体地说，本公开内容描述了生产解离速率常数比使用先前的 SELEX 和 photoSELEX 方法更慢的适配体和光适配体的方法。本公开进一步描述了具有比使用先前方法获得的解离速率常数更慢的合体和光合体。此外，本发明还描述了包括各种功能的aptamer构建体，包括可裂解元件、检测元件和捕获或固定元件。
• Improved selex and photoselex
  申请人：Somalogic, Inc.

  公开号：EP2336314A1

  公开（公告）日：2011-06-22

  The present disclosure describes improved SELEX methods for generating nucleic acid ligands that are capable of binding to target molecules and improved photoSELEX methods for generating photoreactive nucleic acid ligands that are capable of both binding and covalently crosslinking to target molecules. The disclosure further describes nucleic acid libraries having expanded physical and chemical properties and their use in SELEX and photoSELEX; methods for increasing the crosslinking efficiencies of photoaptamers; methods for producing photoaptamers having selective modifications that enhance functionality and minimize non-specific photoreactions; and methods for generating truncated nucleic acid ligands from nucleic acid ligands of longer length. The disclosure further describes aptamers and photoaptamers obtained by using any of the foregoing.

  本公开内容描述了生成能够与目标分子结合的核酸配体的改进 SELEX 方法，以及生成能够与目标分子结合并共价交联的光活性核酸配体的改进 photoSELEX 方法。本公开进一步描述了具有更多物理和化学特性的核酸文库及其在 SELEX 和 photoSELEX 中的应用；提高光俘获物交联效率的方法；生产具有选择性修饰的光俘获物的方法，这些修饰可增强功能性并使非特异性光反应最小化；以及从较长的核酸配体生成截短核酸配体的方法。本公开进一步描述了通过使用上述任一方法获得的配合物和光配合物。
• Chemically modified aptamers with improved off-rates
  申请人：Somalogic, Inc.

  公开号：EP2489743A2

  公开（公告）日：2012-08-22

  The present disclosure describes improved SELEX methods for producing aptamers that are capable of binding to target molecules and improved photoSELEX methods for producing photo reactive aptamers that are capable of both binding and covalently cross linking to target molecules. Specifically, the present disclosure describes methods for producing aptamers and photoaptamers having slower dissociation rate constants than are obtained using prior SELEX and photoSELEX methods. The disclosure further describes aptamers and photoaptamers having slower dissociation rate constants than those obtained using prior methods. In addition, the disclosure describes aptamer constructs that include a variety of functionalities, including a cleavable element, a detection element, and a capture or immobilization element.

  本公开内容描述了生产能够与目标分子结合的适配体的改进 SELEX 方法，以及生产能够与目标分子结合和共价交联的光反应适配体的改进 photoSELEX 方法。具体地说，本公开内容描述了生产解离速率常数比使用先前的 SELEX 和 photoSELEX 方法更慢的合体和光合体的方法。本公开进一步描述了具有比使用先前方法获得的解离速率常数更慢的合体和光合体。此外，本发明还描述了包括各种功能的aptamer构建体，包括可裂解元件、检测元件和捕获或固定元件。
• Detection methods using aptamers
  申请人：Somalogic, Inc.

  公开号：EP2613147A1

  公开（公告）日：2013-07-10

  The present disclosure describes methods, devices, reagents, and kits for the detection of one or more target molecules that may be present in a test sample. In one embodiment, a test sample is contacted with an aptamer that includes a tag and has a specific affinity for a target molecule. An aptamer affinity complex that includes an aptamer bound to its target molecule is allowed to form. If the test sample contains the target molecule, an aptamer affinity complex will generally form in the test sample. The aptamer affinity complex is optionally converted to an aptamer covalent complex that includes an aptamer covalently bound to its target molecule. The aptamer affinity complex (or optional aptamer covalent complex) can then be detected and/or quantified using any of a variety of methods known to one skilled in the art, including using a solid support, using mass spectrometry, and using quantitative polymerase chain reaction (Q-PCR).

  本公开介绍了用于检测可能存在于测试样品中的一种或多种目标分子的方法、装置、试剂和试剂盒。在一个实施方案中，测试样品与包括标记并对目标分子具有特异性亲和力的适配体接触。在此过程中，会形成一个包括与目标分子结合的适配体的亲和复合物。如果测试样本中含有目标分子，则通常会在测试样本中形成一个拟合亲和复合物。该亲和复合物可选择性地转化为亲和共价复合物，其中包括与目标分子共价结合的适配体。然后，可以使用本领域技术人员已知的各种方法检测和/或量化适配体亲和复合物（或任选的适配体共价复合物），包括使用固体支持物、质谱法和定量聚合酶链反应（Q-PCR）。