methyl 3-hydroxy-2-methyl-2-(9-oxo-9H-xanthen-2-yl)propanoate | 1134090-43-9

• 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: methyl 3-hydroxy-2-methyl-2-(9-oxo-9H-xanthen-2-yl)propanoate
• CAS: 1134090-43-9
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: KIQGRRHBFUBVDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.74
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-hydroxy-2-methyl-2-(9-oxo-9H-xanthen-2-yl)propanoate 在 sodiumsulfide nonahydrate 、 lithium hydroxide monohydrate 、 水 、 十六烷基三丁基溴化磷 、 三乙胺 、 N,N-二异丙基乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Development of photo-controllable hydrogen sulfide donor applicable in live cells

  摘要：

  Hydrogen sulfide (H2S) has multiple physiological roles, for example, in vasodilation and inflammation. It is a highly reactive gas under ambient conditions, so controllable H2S donors are required for studying its biological functions. Here, we describe the design, synthesis and application of a H2S donor (SPD-2) that utilizes xanthone photochemistry to control H2S release. H2S generation from SPD-2 was completely dependent on UVA-irradiation (325-385 nm), as confirmed by methylene blue assay and by the use of a H2S-selective fluorescent probe. SPD-2 was confirmed to provide controlled H2S delivery in live cells, and should be suitable for various biological applications. (C) 2014 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.11.084
• 作为产物：
  描述：

  2-(9-氧代氧杂蒽-2-基)丙酸 在 硫酸 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 methyl 3-hydroxy-2-methyl-2-(9-oxo-9H-xanthen-2-yl)propanoate
  参考文献：
  名称：

  Development of photo-controllable hydrogen sulfide donor applicable in live cells

  摘要：

  Hydrogen sulfide (H2S) has multiple physiological roles, for example, in vasodilation and inflammation. It is a highly reactive gas under ambient conditions, so controllable H2S donors are required for studying its biological functions. Here, we describe the design, synthesis and application of a H2S donor (SPD-2) that utilizes xanthone photochemistry to control H2S release. H2S generation from SPD-2 was completely dependent on UVA-irradiation (325-385 nm), as confirmed by methylene blue assay and by the use of a H2S-selective fluorescent probe. SPD-2 was confirmed to provide controlled H2S delivery in live cells, and should be suitable for various biological applications. (C) 2014 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.11.084

文献信息

• Blake, Jessie A.; Lukeman, Matthew; Scaiano, Juan C., Journal of the American Chemical Society, 2009, vol. 131, p. 4127 - 4135
  作者：Blake, Jessie A.、Lukeman, Matthew、Scaiano, Juan C.

  DOI：——

  日期：——