3'-allyloxy-6'-hydroxyspiro-3-one | 145387-25-3

• 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: 3'-allyloxy-6'-hydroxyspiro-3-one
• 英文别名: 6′-allyloxyfluorescein；3'-allyloxy-6'-hydroxy-spiro[phthalan-1,9'-xanthen]-3-one；3'-Allyloxy-6'-hydroxy-spiro[phthalan-1,9'-xanthen]-3-on；3'-Hydroxy-6'-(2-propenyloxy)-spiro[isobenzofuran-1(3H), 9'-[9H]xanthen]-3-one；3'-hydroxy-6'-prop-2-enoxyspiro[2-benzofuran-3,9'-xanthene]-1-one
• CAS: 145387-25-3
• 化学式: C₂₃H₁₆O₅
• 分子量: 372.377
• InChiKey: PIRQINXMWVQAAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-allyloxy-6'-hydroxyspiro-3-one 在 二甲基硫 、 silica gel 、 臭氧 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 6'-<2-<(N-hexadecamido)imino>ethoxy>-3'-hydroxyspiro-3-one
  参考文献：
  名称：

  Corrie, John E. T.; Trentham, David R., Journal of the Chemical Society. Perkin transactions I, 1995, # 16, p. 1993 - 2000

  摘要：

  DOI：
• 作为产物：
  描述：

  荧光素 在 caesium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 3'-allyloxy-6'-hydroxyspiro-3-one
  参考文献：
  名称：

  Photoactivatable Fluorescein Derivatives Caged with a (3-Hydroxy-2-naphthalenyl)methyl Group

  摘要：

  The (3-hydroxy-2-naphthalenyl)methyl (NQMP) group represents an efficient photocage for fluorescein-based dyes. Thus, irradiation of the 6-NQMP ether of 2'-hydroxymethylfluorescein with low-intensity UVA light results in a 4-fold increase in emission intensity. Photoactivation of nonfluorescent NQMP-caged 3-allyloxyfluorescein produces a highly emissive fluorescein monoether. To facilitate conjugation of the caged dye to the substrate of interest via click chemistry, the allyloxy appendage was functionalized with an azide moiety.

  DOI：

  10.1021/jo501116g

文献信息

• Labeled substrate conjugates for identifying enzyme inhibitors
  申请人：Ying Laiqiang

  公开号：US20060057658A1

  公开（公告）日：2006-03-16

  This invention provides labeled-substrate conjugates for assaying enzymes, particularly neuraminidases. Also provided are assays that are useful for identifying compounds that inhibit sialyltransferases or neuraminidases and may be useful in treating subjects with influenza. In particular, the present invention relates to methods of using such labeled substrate conjugates to screen for enzyme inhibitors, particularly in a high-throughput format.

  本发明提供了用于测定酶的标记底物结合物，特别是神经氨酸酶。还提供了用于鉴定抑制唾液酸转移酶或神经氨酸酶的化合物的测定方法，并可用于治疗患有流感的受试者。特别是，本发明涉及使用这种标记底物结合物在高通量格式中筛选酶抑制剂的方法。
• Alkenyl Derivatives of Fluorescein
  作者：Charles D. Hurd、Louis Schmerling

  DOI：10.1021/ja01280a027

  日期：1937.1
• US7527934B2
  申请人：——

  公开号：US7527934B2

  公开（公告）日：2009-05-05
• Photoactivatable Fluorescein Derivatives Caged with a (3-Hydroxy-2-naphthalenyl)methyl Group
  作者：Emmanuel E. Nekongo、Vladimir V. Popik

  DOI：10.1021/jo501116g

  日期：2014.8.15

  The (3-hydroxy-2-naphthalenyl)methyl (NQMP) group represents an efficient photocage for fluorescein-based dyes. Thus, irradiation of the 6-NQMP ether of 2'-hydroxymethylfluorescein with low-intensity UVA light results in a 4-fold increase in emission intensity. Photoactivation of nonfluorescent NQMP-caged 3-allyloxyfluorescein produces a highly emissive fluorescein monoether. To facilitate conjugation of the caged dye to the substrate of interest via click chemistry, the allyloxy appendage was functionalized with an azide moiety.
• Corrie, John E. T.; Trentham, David R., Journal of the Chemical Society. Perkin transactions I, 1995, # 16, p. 1993 - 2000
  作者：Corrie, John E. T.、Trentham, David R.

  DOI：——

  日期：——