面包酵母催化溶剂相不对称还原合成(R)-2-羟基-4-苯基丁酸乙酯  

Enantioselective Synthesis of Ethyl(R)-2-Hydroxy-4-Phenylbutyrate Mediated by Saccharomyces cerevisiae in Organic Solvents

作　　者：石玉刚 方云 蒋南 夏咏梅 

机构地区：[1]江南大学化学与材料工程学院,江苏无锡214036

出　　处：《食品与生物技术学报》2006年第2期66-69,73,共5页Journal of Food Science and Biotechnology

基　　金：江苏省自然科学基金项目(BK2004019)

摘　　要：研究有机溶剂中面包酵母催化2-氧代-4-苯基丁酸乙酯(OPBE)不对称还原合成(R)-2-羟基-4-苯基丁酸乙酯((R)-HPBE),分别考察有机溶剂种类、初始水含量、初始底物浓度、缓冲液pH值和添加剂等因素对OPBE转化率(COPBE)、HPBE产率(YHPBE)及(R)-HPBE的光学纯度(ee%)的影响。实验结果表明,乙醚为适宜反应介质,适宜pH为中性;反应初始水含量和初始底物浓度分别以w(H2O)=30 g/Lc、(OPBE)=5 mmol/L为佳。添加α-氯代苯乙酮(-αPC)对酵母预处理2 h后,(R)-HPBE的ee从35.52%提高为82.25%,COPBE和YHPBE分别从75.29%和46.02%提高到98.51%和75.82%。The asymmetric reduction of ethyl-2-oxo-4-phenylbutyrate （OPBE） catalyzed by bakers＇ yeast（Saccharomyces cerevisiae） in organic solvent to synthesize optically active ethyl-2-hydroxy-4-phenylbutyrate （HPBE） was investigated in detail. The conditions for asymmetric reduction were also studied. The reaction was run in aqueous diethyl ether at 30℃ for 24h under the catalysis of bakers＇ yeast, which preincubated for 2h in the presence of phenacyl chloride. As a result, both higher chemical yield（78.25%） and higher stereoselectivity（82.25% ee） were obtained at the optimum pH 7.0, dosage of water 30 g/L and substrate concentration 5 mmol/L, respectively.

关 键 词：面包酵母 不对称还原 (R)-2-羟基-4-苯基丁酸乙酯 溶剂相 

分 类 号：TQ245.24[化学工程—有机化工]