(R)-1-(4-isopropyl-phenyl)-pentyl acetate | 1352742-09-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (R)-1-(4-isopropyl-phenyl)-pentyl acetate
• 英文别名: (R)-1-(4-isopropylphenyl)pentyl acetate
• CAS: 1352742-09-6
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: IJKRJESYFBCVSP-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙酸异丙烯酯 、 1-(4-Isopropyl-phenyl)-pentan-1-ol 在 (OC)2ClRu(C₅(C₆H₄OCH₃)4OOCC₆H₄OCH₃) 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 24.5h， 以94%的产率得到(R)-1-(4-isopropyl-phenyl)-pentyl acetate
  参考文献：
  名称：

  离子表面活性剂包覆的伯克霍尔德酒洋葱脂肪酶是一种高效活性和对映选择性催化剂，可动态催化仲醇的分解

  摘要：

  带有活性涂层：通过用动态动力学拆分（DKR）用离子表面活性剂包被洋葱伯克霍尔德氏菌脂肪酶制备高活性酶。该酶的重要特征包括：1-苯基乙醇的最快DKR，各种仲醇（RCH（OH）Ar）的高对映选择性DKR，以及取决于脂肪链形状的DKR中脂肪酶对映选择性的转换（R）。

  DOI：

  10.1002/anie.201104141

文献信息

• Nearly aqueous-like activity of lipoprotein lipase treated with glucose-headed surfactant in organic solvent
  作者：Yeonock Oh、Yoon Kyung Choi、Inyeol Yun、Eungyeong Lee、Kyungwoo Kim、Mahn-Joo Kim

  DOI：10.1016/j.molcatb.2016.10.009

  日期：2016.12

  In this work, we explored the activation of a lipoprotein lipase from Burkholderia species by glucose headed surfactants (GHSs) for enhancing its catalytic activity in organic solvent. Three GHSs were prepared and then tested as the additives for inducing the activation of lipoprotein lipase. The kinetic parameters of GHS-treated lipoprotein lipase were determined for the hydrolysis or alcoholysis of p-nitrophenyl acetate. It was found that GHS-treated lipoprotein lipase was 4 to 5 orders of magnitude more active than its native counterpart in organic solvent. Such a dramatic activity enhancement was largely the result of a huge increase in the turnover frequency kat. Surprisingly, the k(cat) values in organic solvent were one order of magnitude greater than their aqueous counterparts. As a result, the k(cat/)K(m) of GHS-treated lipoprotein lipase in organic solvent became comparable to the aqueous level within one order of magnitude. We thus have demonstrated for the first time that a lipase can display nearly aqueous-like activity in organic solvent. As an illustrative application of GHS-treated lipoprotein lipase, we performed the dynamic kinetic resolution of two secondary alcohols, which provided the products of high enantiopurity (98-99%ee) with high yields (90-91%). (C) 2016 Elsevier B.V. All rights reserved.