N-[3-[3',6'-bis(azidomethoxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl]prop-2-ynyl]-2-bromoacetamide | 1132832-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-[3-[3',6'-bis(azidomethoxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl]prop-2-ynyl]-2-bromoacetamide
• CAS: 1132832-96-2
• 化学式: C₂₇H₁₈BrN₇O₆
• 分子量: 616.387
• InChiKey: DSCOHUPDPYUPDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[3-[3',6'-bis(azidomethoxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl]prop-2-ynyl]-2-bromoacetamide 生成
  参考文献：
  名称：

  具有叠氮基甲基笼罩基团的可光活化荧光素衍生物，用于追踪活人细胞中的寡核苷酸†

  摘要：

  一种新的光笼荧光化合物， 叠氮基甲基荧光素被成功地用于监测活人细胞中寡核苷酸的动力学。

  DOI：

  10.1039/b926100a
• 作为产物：
  描述：

  3',6'-Bis(azidomethoxy)-6-iodospiro[2-benzofuran-3,9'-xanthene]-1-one 、 2-bromo-N-(prop-2-ynyl)acetamide 在 copper(l) iodide 、 四(三苯基膦)钯 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以37%的产率得到N-[3-[3',6'-bis(azidomethoxy)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl]prop-2-ynyl]-2-bromoacetamide
  参考文献：
  名称：

  FLUORESCENT MOLECULE FROM A PROFLUOROPHORE

  摘要：

  公开号：

  EP2204371B1

文献信息

• Reduction-Triggered Fluorescence Probe for Peptide-Templated Reactions
  作者：Aya Shibata、Hiroshi Abe、Kazuhiro Furukawa、Satoshi Tsuneda、Yoshihiro Ito

  DOI：10.1248/cpb.57.1223

  日期：——

  We developed a new nucleic acid-based fluorescence probe for protein detection. The method is based on the scission of an aptamer into two probes, which are then attached with a chemically reactive fluorogenic compound. The protein-dependent association of the two probes accelerates a reduction-triggered fluorogenic reaction and indicates the presence of the target protein, which is detected using a fluorescence readout. The fluorescence signal is generated via the deprotection of the azidomethyl group of fluorescein. The arginine-rich motif peptide of the human immunodeficiency virus-1 Rev protein was targeted by this type of probe. Emission was detected at 522 nm and was enhanced by about 19.4-fold in the presence of the target peptide. An oligonucleotide-based reduction-triggered fluorescence probe was successfully applied to the detection of the Rev peptide in solution.

  我们开发了一种新的基于核酸的荧光探针，用于蛋白质检测。该方法基于将适配体分解为两个探针，然后与化学活性荧光化合物结合。两个探针与蛋白质的结合加速了还原引发的荧光反应，并表明目标蛋白质的存在，可通过荧光读数进行检测。荧光信号是通过荧光素的叠氮甲基基团脱保护产生的。人类免疫缺陷病毒-1 Rev蛋白的精氨酸富集基序肽是这种探针的目标。在目标肽存在的情况下，发射在522纳米处被检测到，并增强了约19.4倍。一种基于寡核苷酸的还原引发荧光探针已成功应用于溶液中Rev肽的检测。
• FLUORESCENT MOLECULE
  申请人：Abe Hiroshi

  公开号：US20110076680A1

  公开（公告）日：2011-03-31

  It is an object of the present invention to provide an on-off type fluorescent compound (a fluorescence-producing molecule system) used in gene analyses, which is highly stable (namely, being active for a long period of time) and highly sensitive, and which enables amplification of a trace amount of gene signal and observation thereof. The present invention provides a nonfluorescent molecule having a fluorescent substance skeleton such as fluorescein skeleton and having a group represented by —O—C(Y1)(Y2)-N 3 wherein each of Y1 and Y2 represents a hydrogen atom, an alkyl group containing 1 to 6 carbon atoms, an alkoxy group containing 1 to 6 carbon atoms, an aryl group containing 6 to 10 carbon atoms, or a cyano group, in the molecule.
• US8084201B2
  申请人：——

  公开号：US8084201B2

  公开（公告）日：2011-12-27
• FLUORESCENT MOLECULE FROM A PROFLUOROPHORE
  申请人：Riken

  公开号：EP2204371B1

  公开（公告）日：2012-12-12
• Photoactivatable fluorescein derivatives with azidomethyl caging groups for tracing oligonucleotides in living human cells
  作者：Kazuhiro Furukawa、Hiroshi Abe、Satoshi Tsuneda、Yoshihiro Ito

  DOI：10.1039/b926100a

  日期：——

  A new photocaged fluorescent compound, azidomethyl fluorescein, was successfully utilized to monitor the dynamics of oligonucleotides in living human cells.

  一种新的光笼荧光化合物， 叠氮基甲基荧光素被成功地用于监测活人细胞中寡核苷酸的动力学。