(E)-2-formylpent-3-ene-1,5-dial | 122129-93-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-formylpent-3-ene-1,5-dial
• 英文别名: 2-(3'-oxo-1'-propenyl)-malondialdehyde
• CAS: 122129-93-5
• 化学式: C₆H₆O₃
• 分子量: 126.112
• InChiKey: JZOFJKZRZDEXCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.38
• 重原子数：
  9.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  丙二醛 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 (E)-2-formylpent-3-ene-1,5-dial
  参考文献：
  名称：

  Mutagenicity of the malondialdehyde oligomerization products 2-(3′-oxo-1′-propenyl)-malondialdehyde and 2,4-dihydroxymethylene-3-(2,2-dimethoxyethyl)glutaraldehyde in Salmonella

  摘要：

  Malondialdehyde (MDA), a byproduct of non-enzymatic lipid peroxidation and prostaglandin biosynthesis, has been shown to be a weak frameshift mutagen in Salmonella mutagenicity assays. Because it is a dialdehyde, MDA can undergo self condensation to form polymeric products. It is possible that these condensation products are highly mutagenic and have contributed to previously reported estimates of MDA mutagenicity. We synthesized two major MDA polymerization products, (1) 2-(3'-oxo-1'-propenyl)-malondialdehyde [(MA)(2)] and (2) 2,4-dihydroxymethylene-3-(2,2-dimethoxyethyl)glutaraldehyde [(MDA)(3)Me-2] and tested their mutagenicity in the Salmonella frameshift tester strains hisD3052 and TA94 (hisD3052/pKM101). Analysis of the reversion rates revealed both (MDA)(2) and (MDA)(3)Me-2 to be weak mutagens, approximately equipotent to MDA. Although both (MDA)(2) and (MDA)(3)Me-2 are mutagenic, the fact that their formation is thermodynamically unfavorable under physiological conditions suggests they do not contribute significantly to the mutagenicity of MDA solutions. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1383-5718(01)00253-4