3,5-bis(2-(2-(2-Ethoxyethoxy)ethoxy)ethoxy)benzoic acid | 1352741-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-bis(2-(2-(2-Ethoxyethoxy)ethoxy)ethoxy)benzoic acid
• 英文别名: 3,5-Bis[2-[2-(2-ethoxyethoxy)ethoxy]ethoxy]benzoic acid；3,5-bis[2-[2-(2-ethoxyethoxy)ethoxy]ethoxy]benzoic acid
• CAS: 1352741-98-0
• 化学式: C₂₃H₃₈O₁₀
• 分子量: 474.549
• InChiKey: CILBKZBOSJPSOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  33
• 可旋转键数：
  23
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3,5-bis(2-(2-(2-Ethoxyethoxy)ethoxy)ethoxy)benzoic acid 在 2,4,6-三甲基吡啶 、 sodium methylate 、 silver trifluoromethanesulfonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成
  参考文献：
  名称：

  Nearly aqueous-like activity of lipoprotein lipase treated with glucose-headed surfactant in organic solvent

  摘要：

  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.

  DOI：

  10.1016/j.molcatb.2016.10.009
• 作为产物：
  描述：

  1-bromo-2-(2-(2-ethoxyethoxy)ethoxy)ethane 在 18-冠醚-6 、 乙醇 、 potassium carbonate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 51.0h， 生成 3,5-bis(2-(2-(2-Ethoxyethoxy)ethoxy)ethoxy)benzoic acid
  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

• 당을 포함한 계면활성제, 효소 복합체, 및 그 제조 방법
  申请人：POSTECH Research and Business Development Foundation 포항공과대학교 산학협력단(220040433361) BRN ▼506-82-07303

  公开号：KR20160084729A

  公开（公告）日：2016-07-14

  본 발명은 계면활성제의 합성방법, 계면활성제로 코팅된 효소의 제조방법, 이 방법으로 제조된 효소의 활성 증가 정도를 측정하는 방법으로 구성되며, 이를 통해 같은 양의 효소를 사용하여 더 빠른 효소 촉매를 합성하는 방법을 제공한다. 본 발명의 특징은 지질가수분해효소를 계면활성제로 코팅한 결과 유기 용매에서의 효소 활성이 대폭 증가하였으며, 물에서의 효소 활성과 거의 비슷한 속도까지 활성이 증가하였음을 증명하였다. 이러한 더욱 빠른 효소를 활용하여 광학활성을 갖는 화합물의 합성 반응에 촉매로 활용할 수 있을 것이며, 여기서 제조되는 광학활성 화합물은 키랄 의약의 소재로 유용하게 사용될 수 있다.

  本发明包括一种界面活性剂的合成方法，一种用界面活性剂涂覆的酶的制造方法，以及一种测量用该方法制造的酶活性增加程度的方法，并通过这些方法提供了一种使用相同量的酶来更快合成酶催化剂的方法。本发明的特点是，证明了将界面活性剂涂覆在酯水解酶上，可以显著提高其在有机溶剂中的酶活性，并且活性提高到与水中的酶活性几乎相同的速度。利用这种更快的酶，可以作为催化剂用于合成具有光学活性的化合物的反应，并且这里制造的光学活性化合物可以作为医药原料药的有用材料。
• 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.
• Ionic-Surfactant-Coated Burkholderia cepacia Lipase as a Highly Active and Enantioselective Catalyst for the Dynamic Kinetic Resolution of Secondary Alcohols
  作者：Hyunjin Kim、Yoon Kyung Choi、Jusuk Lee、Eungyeong Lee、Jaiwook Park、Mahn-Joo Kim

  DOI：10.1002/anie.201104141

  日期：2011.11.11

  With a coat for activity: A highly active enzyme was prepared by coating Burkholderia cepacia lipase with an ionic surfactant for use in dynamic kinetic resolution (DKR). Important features of this enzyme include: the fastest DKR of 1‐phenylethanol, the highly enantioselective DKR of a wide range of secondary alcohols (RCH(OH)Ar), and the switching of lipase enantioselectivity in DKR depending on the shape

  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）。