(5Z)-5-[(3,5-二氟-4-羟基苯基)亚甲基]-3,5-二氢-2,3-二甲基-4H-咪唑-4-酮 | 1241390-29-3

• 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
• 中文名称: (5Z)-5-[(3,5-二氟-4-羟基苯基)亚甲基]-3,5-二氢-2,3-二甲基-4H-咪唑-4-酮
• 英文名称: (Z)-4-(3,5-difluoro-4-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one
• 英文别名: DFHBI；(Z)-5-(3,5-difluoro-4-hydroxybenzylidene)-2,3-dimethyl-3,5-dihydro-4H-imidazol-4-one；Dfhbi；(5Z)-5-[(3,5-difluoro-4-hydroxyphenyl)methylidene]-2,3-dimethylimidazol-4-one
• CAS: 1241390-29-3
• 化学式: C₁₂H₁₀F₂N₂O₂
• 分子量: 252.22
• InChiKey: ZDDIJYXDUBFLID-YHYXMXQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (5Z)-5-[(3,5-二氟-4-羟基苯基)亚甲基]-3,5-二氢-2,3-二甲基-4H-咪唑-4-酮 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  使用二聚体玉米和甜菜根适体自组装细胞内多价 RNA 复合物

  摘要：

  DNA 和 RNA 可以自发地自组装成各种结构，包括聚集体、复合体和有序结构。自组装反应不能通过基因编码在活的哺乳动物细胞中发生，因为目前的自组装方法产生的双链核酸不稳定，会激活先天 RNA 免疫途径。在这里，我们展示了最近描述的二聚体适体可用于创建可在细胞中自组装和创建 RNA 和 RNA-蛋白质组装体的 RNA。我们发现，将五份 Corn（一种二聚体荧光 RNA 适体）掺入 RNA 会导致 RNA 在细胞中形成大簇，反映出这些 RNA 启用的多价 RNA-RNA 相互作用。在这里，我们还描述了第二个二聚荧光适体甜菜根，它显示出与玉米的部分序列相似性。玉米和甜菜根都与自身形成同二聚体，但不形成玉米-甜菜根异二聚体。因此，我们使用玉米和甜菜根在同一细胞中编码不同的 RNA-蛋白质组合。总的来说，这些研究提供了一种诱导 RNA 自组装的方法，使细胞中不同 RNA 组装成为可能，并证明蛋白质可以被募集到

  DOI：

  10.1021/jacs.1c13583
• 作为产物：
  描述：

  3,5-二氟-4-羟基苯甲醛 在 sodium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 生成 (5Z)-5-[(3,5-二氟-4-羟基苯基)亚甲基]-3,5-二氢-2,3-二甲基-4H-咪唑-4-酮
  参考文献：
  名称：

  Plug-and-Play Fluorophores Extend the Spectral Properties of Spinach

  摘要：

  Spinach and Spinach2 are RNA aptamers that can be used for the genetic encoding of fluorescent RNA. Spinach2 binds and activates the fluorescence of (Z)-4-(3,5-difluoro-4-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5 (4H)-one (DFHBI), allowing the dynamic localizations of Spinach2-tagged RNAs to be imaged in live cells. The spectral properties of Spinach2 are limited by DFHBI, which produces fluorescence that is bluish-green and is not optimized for filters commonly used in fluorescence microscopes. Here we characterize the structural features that are required for fluorophore binding to Spinach2 and describe novel fluorophores that bind and are switched to a fluorescent state by Spinach2. These diverse Spinach2 fluorophore complexes exhibit fluorescence that is more compatible with existing microscopy filter sets and allows Spinach2-tagged constructs to be imaged with either GFP or YFP filter cubes. Thus, these "plug-and-play" fluorophores allow the spectral properties of Spinach2 to be altered on the basis of the specific spectral needs of the experiment.

  DOI：

  10.1021/ja410819x

文献信息

• Red‐Shifted Substrates for FAST Fluorogen‐Activating Protein Based on the GFP‐Like Chromophores
  作者：Natalia V. Povarova、Snizhana O. Zaitseva、Nadezhda S. Baleeva、Alexander Yu. Smirnov、Ivan N. Myasnyanko、Marina B. Zagudaylova、Nina G. Bozhanova、Dmitriy A. Gorbachev、Kseniya K. Malyshevskaya、Alexey S. Gavrikov、Alexander S. Mishin、Mikhail S. Baranov

  DOI：10.1002/chem.201901151

  日期：2019.7.22

  A genetically encoded fluorescent tag for live cell microscopy is presented. This tag is composed of previously published fluorogen‐activating protein FAST and a novel fluorogenic derivative of green fluorescent protein (GFP)‐like chromophore with red fluorescence. The reversible binding of the novel fluorogen and FAST is accompanied by three orders of magnitude increase in red fluorescence (580–650 nm)

  提出了用于活细胞显微镜的遗传编码的荧光标签。该标签由先前发布的荧光激活蛋白FAST和绿色荧光蛋白（GFP）样发色团的新型荧光衍生物组成，具有红色荧光。新型氟和FAST的可逆结合伴随着红色荧光（580-650 nm）增加了三个数量级。与以前发表的flugen：FAST复合物相比，所提出的染料可立即染色与FAST融合的靶细胞蛋白，在很短的时间内被洗掉，并在共聚焦和宽视野显微镜中显示出更高的荧光信号光稳定性。
• Bifacial Peptide Nucleic Acid as an Allosteric Switch for Aptamer and Ribozyme Function
  作者：Xin Xia、Xijun Piao、Dennis Bong

  DOI：10.1021/ja5032584

  日期：2014.5.21

  We demonstrate herein that bifacial peptide nucleic acid (bPNA) hybrid triplexes functionally substitute for duplex DNA or RNA. Structure-function loss in three non-coding nucleic acids was inflicted by replacement of a duplex stem with unstructured oligo-T/U strands, which are bPNA binding sites. Functional rescue was observed on refolding of the oligo-T/U strands into bPNA triplex hybrid stems. Bifacial

  我们在此证明双面肽核酸 (bPNA) 杂合三链体在功能上替代了双链体 DNA 或 RNA。三种非编码核酸的结构-功能丧失是通过用非结构化的寡-T/U 链（bPNA 结合位点）替换双链体茎造成的。在将寡-T/U 链重折叠为 bPNA 三重杂交茎时观察到功能性拯救。因此，双面 PNA 结合用于变构地开启 DNA 和 RNA 适体中的蛋白质和小分子结合，以及核酶中的催化键断裂。支持最小 I 型锤头状核酶催化位点的双链茎被 oligo-U 环取代，严重削弱或消除了天然 RNA 剪接功能。将 U 环重折叠为 bPNA 三重茎完全恢复了混合系统中的剪接功能。这些研究表明，bPNA 作为非编码核酸中广泛功能的变构触发器可能具有普遍效用。
• 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。
• 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。
• Mutant microorganisms resistant to lactose killing
  申请人：Inbiose N.V.

  公开号：US10858684B2

  公开（公告）日：2020-12-08

  The present invention relates to a method to produce mutated microorganisms which resist the phenomenon of lactose killing and to the microorganisms obtainable via said method. Such engineered microorganisms can be applied for the production of specialty products, such as but not limited to specialty carbohydrates, glycolipids and galactosylated compounds.

  本发明涉及一种生产可抵抗乳糖杀灭现象的变异微生物的方法，以及可通过上述方法获得的微生物。这种工程微生物可用于生产特种产品，如但不限于特种碳水化合物、糖脂和半乳糖化化合物。