[(1S)-1-(3-bromophenyl)ethyl] acetate | 1007894-89-4

• 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: [(1S)-1-(3-bromophenyl)ethyl] acetate
• CAS: 1007894-89-4
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: KOVFPCQHFMIZJO-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(3-溴苯基)乙酸乙酯 在 phosphate buffer 作用下， 以 1,4-二氧六环 为溶剂， 反应 50.0h， 生成 [(1S)-1-(3-bromophenyl)ethyl] acetate 、 (R)-3-溴-alpha-甲基苄醇
  参考文献：
  名称：

  Screening of liver acetone powders in the resolution of 1-phenylethanols and 1-phenylpropanols derivatives

  摘要：

  Hydrolases from the liver acetone powders (LAPs) of bovine, cat, chicken, turkey, lamb, pig, rabbit, and rat were assessed for the enantioselective hydrolysis of acetates of 1-(4-chlorophenyl)ethanot, 1-(3-bromophenyl)ethanol, 1-(4-chlorophenyl)propanol, 1-(4-bromophenyl)propanol, and 1-(3-bromophenyl)propanol. The enantioselectivity of the hydrolytic reaction was dependent upon the liver hydrolase, substrate, pH of the reaction media, and the cosolvent. The most ester selective LAP was from chicken, and the resulting alcohols had the highest ee (80% to >99%). All of the LAPs tested catalyzed the hydrolysis of 1-(4-chlorophenyl)ethanol, except for lamb LAP. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.041

文献信息

• Chemical Modification of Lipase for Rational Enhancement of Enantioselectivity
  作者：Tadashi Ema、Hiroki Inoue

  DOI：10.1246/cl.150667

  日期：2015.10.5

  Chemical modifications of the I287C mutant of a Burkholderia cepacia lipase afforded various I287C-X conjugates, among which I287C-PAA bearing an N-phenylacetamide (PAA) moiety showed excellent enantioselectivity and catalytic activity for secondary alcohols. Site-directed chemical modifications are powerful tools to control enantioselective biocatalysis.

  对洋葱伯克霍尔德菌脂肪酶的I287C突变体进行化学修饰，得到了多种I287C-X偶联物，其中含有N-苯乙酰胺（PAA）基团的I287C-PAA表现出优异的非对映选择性和催化二级醇的活性。定点化学修饰是控制非对映选择性生物催化的有力工具。