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以酵母细胞催化4’-氯苯乙酮合成(S)-1-4’-氯苯基乙醇为模型反应,研究了十六烷基三甲基溴化铵、十二烷基硫酸钠和壬基酚聚氧乙烯醚系列表面活性剂对酵母细胞催化4’-氯苯乙酮对映选择性还原反应的影响。结果表明,向反应体系中加入表面活性剂可明显提高4’-氯苯乙酮的转化率,而对产物(S)-1-4’-氯苯基乙醇对映体过量值的影响极小,壬基酚聚四氧乙烯醚(NP-4)是最合适的添加剂。此外,还考察了NP-4对酵母细胞催化系列芳香酮对映选择性还原反应的影响,结果表明,NP-4对产物(S)-1-芳基乙醇的对映体过量值几乎没影响,但对底物芳香酮转化率均有明显的提高,同时还发现底物转化率的提高幅度与芳香环上取代基的电子效应有关,取代基供电子能力越强越有利于底物转化率的增加。
The yeast cell-catalyzed synthesis of (S) -1-4’-chlorophenylethanol from 4’-chloroacetophenone was used as a model reaction to study the effects of cetyl trimethyl ammonium bromide, sodium lauryl sulfate and nonyl Effect of Series of Phenol - polyoxyethylene Ether Surfactants on Enantioselective Selective Reduction of 4’- chloroacetophenone Catalyzed by Yeast Cell. The results showed that the addition of surfactant to the reaction system can significantly improve the conversion of 4’-chloroacetophenone, while the (S) -1-4’-chlorophenyl ethanol ethanol enantiomeric excess has a minimal impact , Nonylphenol polyoxyethylene ether (NP-4) is the most suitable additive. In addition, the effect of NP-4 on the enantioselective reduction of a series of aromatic ketones catalyzed by yeast cells was also investigated. The results showed that the enantiomeric excess of NP-4 on the product (S) -1-aryl ethanol had little effect , But the substrate aromatic ketone conversion rates were significantly improved, but also found that the rate of increase of substrate conversion and aromatic ring substituents on the electronic effect, the stronger the donor electron donor capacity is more conducive to substrate conversion Increase.