acetosyringone radical | 2198-16-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetosyringone radical
• 英文别名: 3,5-dimethoxy-4-hydroxyacetophenone radical
• CAS: 2198-16-5
• 化学式: C₁₀H₁₁O₄
• 分子量: 195.195
• InChiKey: PEQXWYPCMLCLPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  乙酰丁香酮 在 laccase from Coriolopsis gallica 作用下， 以 乙腈 为溶剂， 生成 acetosyringone radical
  参考文献：
  名称：

  A spectroscopic characterization of a phenolic natural mediator in the laccase biocatalytic reaction

  摘要：

  Multi-frequency ESR combined with NALDI-TOF MS has been used for the characterization of 3,5dimethoxy-4-hydroxyacetophenone radical intermediate and by-products formed during the Coriolopsis gallica laccase catalytic reaction. A stable radical species is formed and an intense and well-structured ESR spectrum was detected and fully characterized at S-, X- and W-bands. The presence of by-products generated as the result of by-reactions has been investigated and analyzed through NALDI-TOF MS, performing the experiments versus time. The superior radical stability of such phenoxy radical, due to steric hindrance in ortho to the phenol group and the great delocalization of the unpaired electron on the acetyl substituent, makes acetosyringone particularly interesting for biotechnological applications. This represents a good example for the development of new stable laccase mediator molecules. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2013.08.013