(Z)-4-(3,5-difluoro-4-hydroxybenzylidene)-1-methyl-2-(trifluoromethyl)-1H-imidazol-5(4H)-one | 1539318-40-5

• 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-(3,5-difluoro-4-hydroxybenzylidene)-1-methyl-2-(trifluoromethyl)-1H-imidazol-5(4H)-one
• 英文别名: Dfhbi-2T；(5Z)-5-[(3,5-difluoro-4-hydroxyphenyl)methylidene]-3-methyl-2-(trifluoromethyl)imidazol-4-one
• CAS: 1539318-40-5
• 化学式: C₁₂H₇F₅N₂O₂
• 分子量: 306.192
• InChiKey: CGFZNPPTJGGWPN-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 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：
  8

反应信息

• 作为产物：
  描述：

  (Z)-4-(3,5-difluoro-4-methoxybenzylidene)-1-methyl-2-(trifluoromethyl)-1H-imidazol-5(4H)-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以33%的产率得到(Z)-4-(3,5-difluoro-4-hydroxybenzylidene)-1-methyl-2-(trifluoromethyl)-1H-imidazol-5(4H)-one
  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

• FLUORESCENT BIOSENSOR FOR METHYLTRANSFERASE ASSAY
  申请人：The Regents of the University of California

  公开号：US20180267027A1

  公开（公告）日：2018-09-20

  A single stranded nucleic acid biosensor for S-adenosylhomocysteine (SAH) is provided. The single stranded nucleic acid may include a SAH-binding riboswitch domain comprising a P2′ stem and a contiguous Spinach aptamer domain terminated at a P2 stem that is operably connected to the P2′ stem of the SAH-binding riboswitch domain via a P2/P2′ stem comprising 5 base pairs or less. The SAH biosensor may further include a signaling chromophore specifically bound to the Spinach aptamer domain, where the sensor is configured to fluorescently activate the signaling chromophore upon specific binding of SAH to the SAH-binding riboswitch domain. Also provided are methods in which the subject SAH biosensors fmd use including methods for determining the level of SAH in a sample and methods for determining the level of methyltransferase activity in a cell. Nucleic acid constructs for the single stranded nucleic acid and host cells including the same are also provided.
• FLUORESCENT BIOSENSOR FOR 2', 3'-CGAMP
  申请人：The Regents of the University of California

  公开号：US20190161754A1

  公开（公告）日：2019-05-30

  A single stranded nucleic acid biosensor for 2′, 3′-cGAMP is provided. The single stranded nucleic acid may include a 2′, 3′-cGAMP-binding riboswitch domain comprising a transducer stem and a dye-binding aptamer domain that is operably connected to the transducer stem. A 2′, 3′-cGAMP-binding riboswitch domain. The dye-binding aptamer domain can be a Spinach2 aptamer. The 2′, 3′-cGAMP biosensor may further include a signaling chromophore specifically bound to the Spinach2 aptamer domain, where the sensor is configured to fluorescently activate the signaling chromophore upon specific binding of 2′, 3′-cGAMP to the 2′, 3′-cGAMP-binding riboswitch domain. Also provided are methods in which the subject 2′, 3′-cGAMP biosensors find use including methods for determining the level of cGAS activity in a sample or a cell. Nucleic acid constructs and host cells including the same are also provided.
• [EN] FLUORESCENT BIOSENSOR FOR METHYLTRANSFERASE ASSAY<br/>[FR] BIOCAPTEUR FLUORESCENT POUR DOSAGE DE MÉTHYLTRANSFÉRASE
  申请人：UNIV CALIFORNIA

  公开号：WO2017074955A1

  公开（公告）日：2017-05-04

  A single stranded nucleic acid biosensor for S-adenosylhomocysteine (SAH) is provided. The single stranded nucleic acid may include a SAH-binding riboswitch domain comprising a P2' stem and a contiguous Spinach aptamer domain terminated at a P2 stem that is operably connected to the P2' stem of the SAH-binding riboswitch domain via a P2/P2' stem comprising 5 base pairs or less. The SAH biosensor may further include a signaling chromophore specifically bound to the Spinach aptamer domain, where the sensor is configured to fluorescently activate the signaling chromophore upon specific binding of SAH to the SAH-binding riboswitch domain. Also provided are methods in which the subject SAH biosensors find use including methods for determining the level of SAH in a sample and methods for determining the level of methyltransferase activity in a cell. Nucleic acid constructs for the single stranded nucleic acid and host cells including the same are also provided.
• [EN] FLUORESCENT BIOSENSOR FOR 2', 3'-cGAMP<br/>[FR] BIOCAPTEUR FLUORESCENT POUR 2',3'-CGAMP
  申请人：UNIV CALIFORNIA

  公开号：WO2017218358A1

  公开（公告）日：2017-12-21

  A single stranded nucleic acid biosensor for 2', 3'-cGAMP is provided. The single stranded nucleic acid may include a 2', 3'-cGAMP-binding riboswitch domain comprising a transducer stem and a dye-binding aptamer domain that is operably connected to the transducer stem. A 2', 3'-cGAMP-binding riboswitch domain can be a GEMM-II riboswitch domain. The dye-binding aptamer domain can be a Spinach2 aptamer. The 2', 3'-cGAMP biosensor may further include a signaling chromophore specifically bound to the Spinach2 aptamer domain, where the sensor is configured to fluorescently activate the signaling chromophore upon specific binding of 2', 3'-cGAMP to the 2', 3'-cGAMP-binding riboswitch domain. Also provided are methods in which the subject 2', 3'-cGAMP biosensors find use including methods for determining the level of cGAS activity in a sample or a cell. Nucleic acid constructs and host cells including the same are also provided.