3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-(4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)propan-1-one | 114609-58-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-(4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)propan-1-one
• CAS: 114609-58-4
• 化学式: C₂₀H₂₂O₇
• 分子量: 374.39
• InChiKey: DPRNLNNWBLENSO-UHFFFAOYSA-N

物化性质

• 沸点：
  638.3±55.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  105.45
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  松柏醇 在 1-烯丙基-3-甲基氯化咪唑 、 Melanocarpus albomyces laccase 、 sodium citrate 作用下， 以 水 为溶剂， 生成 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1ethanone 、 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-(4-(3-hydroxyprop-1-en-1-yl)-2-methoxyphenoxy)propan-1-one 、 guaiacylglycerol-β-O-4′-coniferyl alcohol 、 Guaiacylglycerol-β,γ-bis-coniferyl ether 、 4,4'-[六氢呋喃并[3,4-c]呋喃-1,4-二基]双(2-甲氧基苯酚) 、 (±)-dehydrodiconiferyl alcohol
  参考文献：
  名称：

  On the reactivity of the Melanocarpus albomyces laccase and formation of coniferyl alcohol dehydropolymer (DHP) in the presence of ionic liquid 1-allyl-3-methylimidazolium chloride

  摘要：

  Some ionic liquids are able to dissolve wood, including lignin and lignocellulose, and thus they provide an efficient reaction media for modification of globally abundant wood-based polymers. Lignin can be modified with laccases (EC 1.10.3.2), multicopper oxidases, which selectively catalyze the oxidation of phenolic hydroxyl to the phenoxy radical in lignin by using oxygen as the co-substrate and an electron acceptor. Many enzymes, including laccases, retain their catalytic activity in the presence of ionic liquids. However, the enzyme activity is usually decreased in the presence of ionic liquids, and the most deactivating ionic liquids have been observed to be those dissolving wood most efficiently. In the present study the activity, pH optimum and catalyzed oxidation of coniferyl alcohol by the laccase from the ascomycete Melanocarpus albomyces was investigated in the ionic liquid 1-allyl-3-methyl-imidazolium chloride ([Amim]Cl), known to dissolve wood and expected to affect the laccase activity. Indeed, with an increasing concentration of [Amim]Cl, the activity of M. albomyces laccase decreased, and the pH range of the enzyme activity was narrowed. The pH optimum, using 2,6-dimethoxyphenol as the substrate, was shifted from 6.5 to 6.0 when the amount of [Amim]Cl was increased to 60% (m-%). It was also found that the inhibition of laccase with NaN3 was not as severe in the ionic liquid as in water. The insoluble fraction of the dehydropolymer (DHP) formed in the presence of [Amim]Cl had clearly higher molecular weight compared to the one formed in water. DHPs formed in the absence and presence of [Amim]Cl both contained beta-5, beta-beta, beta-O-4, alpha-C=O/beta-O-4 and alpha-O-4/beta-O-4 structures. However, in the presence of [Amim]Cl, less beta-O-4, slightly less beta-5 and more beta-beta structures were formed. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2012.09.005