(Z)-4-((1H-indol-3-yl)methylene)-1,2-dimethyl-1H-imidazol-5(4H)-one | 211875-56-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-4-((1H-indol-3-yl)methylene)-1,2-dimethyl-1H-imidazol-5(4H)-one
• 英文别名: (Z)-5-((1H-indol-3-yl)methylene)-2,3-dimethyl-3,5-dihydro-4H-imidazol-4-one；(5Z)-5-(1H-indol-3-ylmethylidene)-2,3-dimethylimidazol-4-one
• CAS: 211875-56-8
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: YRKHCPOINCAZIS-QPEQYQDCSA-N

物化性质

• 熔点：
  144-145 °C
• 沸点：
  437.3±55.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  48.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (Z)-4-((1H-indol-3-yl)methylene)-1,2-dimethyl-1H-imidazol-5(4H)-one 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以73%的产率得到(Z)-4-((1H-indol-3-yl)methylene)-1-methyl-5-oxo-4,5-dihydro-1H-imidazole-2-carbaldehyde
  参考文献：
  名称：

  绿红光转换荧光蛋白 Kaede 及其类似物的红色发色团的合成和性质。

  摘要：

  绿色荧光蛋白（GFP）和同源蛋白具有基于自身氨基酸残基的自催化修饰的独特的发色团形成途径。绿红光转换荧光蛋白 Kaede 携带 His-Tyr-Gly 发色团形成三联体。在这里，我们描述了 Kaede 红色发色团 (2-[(1E)-2-(5-咪唑基)乙烯基]-4-(对羟基苯亚甲基)-5-咪唑啉酮) 及其可能由天然氨基形成的类似物的合成酸残留物。获得了对应于以下三肽的发色团：His-Tyr-Gly、Trp-Tyr-Gly、Phe-Trp-Gly、Tyr-Trp-Gly、Asn-Tyr-Gly、Phe-Tyr-Gly 和 Tyr-Tyr-甘氨酸。在碱性条件下，它们发出红色荧光，量子产率相对较高（色氨酸衍生化合物高达 0.017）。在碱性 DMSO 中，发色团 Trp-Tyr-Gly 在 595 nm 处发现了最大红移吸收峰。令人惊讶的是，在碱性 DMF 中，非芳香族 Asn 衍生的发色团 Asn-Tyr-Gly

  DOI：

  10.1016/j.bioorg.2007.12.003
• 作为产物：
  描述：

  3-吲哚甲醛 在 sodium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 (Z)-4-((1H-indol-3-yl)methylene)-1,2-dimethyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Fluorescent properties of model chromophores of tyrosine-66 substituted mutants of Aequorea green fluorescent protein (GEP)

  摘要：

  In an ethanol-glass marix at 77 K, model compounds of the chromophores of recombinant GFP-Y66F, GFP-Y66W, and GEP-Y66H exhibited fluorescence properties close to those of the corresponding mutant proteins. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01031-4

文献信息

• COUPLED RECOGNITION/DETECTION SYSTEM FOR IN VIVO AND IN VITRO USE
  申请人：Cornell University

  公开号：US20190185434A1

  公开（公告）日：2019-06-20

  The present invention relates to novel fluorophores and their use in combination with novel nucleic acid molecules, called aptamers, that bind specifically to the fluorophore and thereby enhance the fluorescence signal of the fluorophore upon exposure to radiation of suitable wavelength. Molecular complexes formed between the novel fluorophores, novel nucleic acid molecules, and their target molecules are described, and the use of multivalent aptamer constructs as fluorescent sensors for target molecules of interest are also described.

  本发明涉及新型荧光物质及其与称为寡核苷酸的新型核酸分子结合使用，这些寡核苷酸能够特异性地结合到荧光物质上，从而在受到适当波长辐射照射时增强荧光物质的荧光信号。描述了新型荧光物质、新型核酸分子及其靶分子形成的分子复合物，还描述了多价寡核苷酸构建物作为感兴趣的靶分子的荧光传感器的使用。
• FLUORESCENT APTAMERS AND THEIR APPLICATIONS
  申请人：Centre National de la Recherche Scientifique

  公开号：EP3211083A1

  公开（公告）日：2017-08-30

  The present invention relates to a nucleic acid molecule capable of binding to a fluorophore molecule, the nucleic acid molecule being a molecule containing a first and a second region, said first and second regions being such that : - the first region comprises the nucleotide sequence of SEQ ID NO: 1; and - the second region comprises the nucleotide sequence of SEQ ID NO: 2.

  本发明涉及一种能够与荧光团分子结合的核酸分子，该核酸分子是包含第一和第二区域的分子，所述第一和第二区域是：- 第一区域包含 SEQ ID NO: 1 的核苷酸序列；- 第二区域包含 SEQ ID NO: 2 的核苷酸序列。
• Coupled recognition/detection system for in vivo and in vitro use
  申请人：Jaffrey Samie R.

  公开号：US10316000B2

  公开（公告）日：2019-06-11

  The present invention relates to novel fluorophores and their use in combination with novel nucleic acid molecules, called aptamers, that bind specifically to the fluorophore and thereby enhance the fluorescence signal of the fluorophore upon exposure to radiation of suitable wavelength. Molecular complexes formed between the novel fluorophores, novel nucleic acid molecules, and their target molecules are described, and the use of multivalent aptamer constructs as fluorescent sensors for target molecules of interest are also described.

  本发明涉及新型荧光团及其与新型核酸分子（称为适配体）的结合使用，后者与荧光团特异性结合，从而在暴露于适当波长的辐射时增强荧光团的荧光信号。此外，还介绍了新型荧光团、新型核酸分子及其目标分子之间形成的分子复合物，以及多价适配体构建体作为荧光传感器用于检测感兴趣的目标分子的情况。
• Method for RNA detection and quantification
  申请人：Cornell University

  公开号：US10444224B2

  公开（公告）日：2019-10-15

  The present invention relates to novel nucleic acid molecules, called aptamers, that bind specifically to a small molecule fluorophore and thereby enhance the fluorescence signal of the fluorophore upon exposure to radiation of suitable wavelength. Molecular complexes formed between the novel fluorophores, novel nucleic acid molecules, and their target molecules are described, and the use of multivalent aptamer constructs as fluorescent sensors for target molecules of interest are also described.

  本发明涉及被称为适配体的新型核酸分子，它们能与小分子荧光团特异性结合，从而在暴露于适当波长的辐射时增强荧光团的荧光信号。本发明描述了新型荧光团、新型核酸分子及其目标分子之间形成的分子复合物，还描述了如何使用多价适配体构建物作为荧光传感器来检测感兴趣的目标分子。
• Simple one-step real-time molecular system for microRNA detection
  申请人：AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH

  公开号：US11174505B2

  公开（公告）日：2021-11-16

  The present application discloses an isolated nucleic acid sequence for detecting the presence of a target nucleic acid sequence, a ribozyme for detecting the presence of a target nucleic acid sequence and uses thereof.

  本申请公开了一种用于检测目标核酸序列是否存在的分离核酸序列、一种用于检测目标核酸序列是否存在的核酸酶及其用途。