1-氟-5-碘-2,4-二甲氧基苯 | 879288-15-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-氟-5-碘-2,4-二甲氧基苯
• 英文名称: 1-fluoro-5-iodo-2,4-dimethoxybenzene
• 英文别名: 1,5-Dimethoxy-2-fluoro-4-iodobenzene
• CAS: 879288-15-0
• 化学式: C₈H₈FIO₂
• 分子量: 282.053
• InChiKey: SYYSXNMEXAPVCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-氟-5-碘-2,4-二甲氧基苯 在 三溴化硼 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.01h， 生成 5,5'-difluoro-2,2',4,4'-tetrahydroxybenzophenone
  参考文献：
  名称：

  The Pennsylvania Green Fluorophore: A Hybrid of Oregon Green and Tokyo Green for the Construction of Hydrophobic and pH-Insensitive Molecular Probes

  摘要：

  Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3 beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) similar to 6.2) and 4-carboxy-Pennsylvania Green (pK(a) similar to 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.

  DOI：

  10.1021/ol052655g
• 作为产物：
  描述：

  5-氟-2,4-二甲氧基苯胺 在 盐酸 、 sodium iodide 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 16.0h， 以68%的产率得到1-氟-5-碘-2,4-二甲氧基苯
  参考文献：
  名称：

  The Pennsylvania Green Fluorophore: A Hybrid of Oregon Green and Tokyo Green for the Construction of Hydrophobic and pH-Insensitive Molecular Probes

  摘要：

  Fluorescent small molecules are powerful tools for exploring cellular biology. As a more hydrophobic, photostable, and less pH-sensitive alternative to fluorescein, we synthesized Pennsylvania Green, a bright, monoanionic fluorophore related to Oregon Green and Tokyo Green. Comparison of membrane probes comprising N-alkyl-3 beta-cholesterylamine linked to 4-carboxy-Tokyo Green (pK(a) similar to 6.2) and 4-carboxy-Pennsylvania Green (pK(a) similar to 4.8) revealed that only Pennsylvania Green was highly fluorescent in acidic early and recycling endosomes within living mammalian cells.

  DOI：

  10.1021/ol052655g

文献信息

• A METHOD FOR THE SITE-SPECIFIC ENZYMATIC LABELLING OF NUCLEIC ACIDS IN VITRO BY INCORPORATION OF UNNATURAL NUCLEOTIDES
  申请人：The Scripps Research Institute

  公开号：EP3656781A1

  公开（公告）日：2020-05-27

  Provided herein are analogs of unnatural nucleotides bearing predominantly hydrophobic nucleobase analogs that form unnatural base pairs during DNA polymerase-mediated replication of DNA or RNA polymerase-mediated transcription of RNA. In this manner, the unnatural nucleobases can be introduced in a site-specific way into oligonucleotides (single or double stranded DNA or RNA), where they can provide for site-specific cleavage, or can provide a reactive linker than can undergo functionalization with a cargo-bearing reagent by means of reaction with a primary amino group or by means of click chemistry with an alkyne group of the unnatural nucleobase linker.

  本文提供的是非天然核苷酸类似物，它们主要带有疏水性核碱基，在 DNA 聚合酶介导的 DNA 复制或 RNA 聚合酶介导的 RNA 转录过程中形成非天然碱基对。通过这种方式，非天然核碱基可以以特定位点的方式引入寡核苷酸（单链或双链 DNA 或 RNA）中，从而实现特定位点的裂解，或者提供一种活性连接体，这种连接体可以通过与伯氨基反应或通过与非天然核碱基连接体的炔基发生点击化学反应，与载货试剂发生官能化反应。