水/离子液体两相体系中出芽短梗霉催化4-氯-乙酰乙酸乙酯不对称还原合成(S)-4-氯-3-羟基-丁酸乙酯  被引量:11

Asymmetric Reduction of Ethyl 4-Chloro-3-oxobutanoate to Ethyl(S)-4-Chloro-3-hydroxybutanoate Catalyzed by Aureobasidium pullulans in an Aqueous/Ionic Liquid Biphase System

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作  者:张帆[1] 倪晔[1] 孙志浩[1] 郑璞[1] 林文清 朱坡 居年丰 

机构地区:[1]江南大学生物工程学院工业生物技术教育部重点实验室,江苏无锡214122 [2]重庆博腾科技有限公司,重庆401121

出  处:《催化学报》2008年第6期577-582,共6页

基  金:国家自然科学基金(0476039);国家重点基础研究发展计划(973计划,2003CB716008);国家高技术研究发展计划(863计划,2007AA02Z226)

摘  要:考察了水/离子液体两相体系中出芽短梗霉(Aureobasidium pullulansCGMCC1244)催化4-氯乙酰乙酸乙酯(COBE)不对称还原生成光学活性(S)-4-氯-3-羟基丁酸乙酯((S)-CHBE)的性能,并对反应条件如摇床转速、相体积比、温度、初始底物浓度和pH值等进行了优化.结果表明,在水/1-丁基-3-甲基咪唑六氟磷酸盐体系中,出芽短梗霉催化COBE不对称还原生成(S)-CHBE,在30℃,pH6·6,摇床转速180r/min和不对称反应8h条件下,反应物的转化率、产物ee值和浓度分别达到95·6%,98·5%和47·1g/L.在控制pH值为6·6的情况下,通过分添加底物可有效提高产物(S)-CHBE浓度至75·1g/L.The asymmetric reduction of ethyl 4-chloro-3-oxobutanoate (COBE) to ethyl (S)-4-chloro-3-hydrox-ybutanoate ((S)-CHBE) catalyzed by Aureobasidium pullulans CGMCC 1244 was performed in an aqueous/ ionic liquid biphase system to improve the productivity and optical purity of (S)-CHBE. The influences of reaction parameters such as shaking rate, phase volumetric ratio, reaction temperature, initial substrate concentration, and pH were studied. In the aqueous/[bmim]PF6 biphase system and under the optimum reaction conditions of 30℃ , pH 6.6, rotation speed 180 r/min, and reaction time of 8 h, the conversion of COBE, the enantiomeric excess, and the concentration of (S)-CHBE were 95.6 % , 98.5 % , and 47.1 g/L, respectively. When the substrate was fed in batches under the condition of pH 6.6, the accumulated product concentration could reach up to 75.1 g/L.

关 键 词:离子液体 全细胞 出芽短梗霉 4-氯-乙酰乙酸乙酯 不对称还原 (S)4-氯-3-羟基丁酸乙酯 

分 类 号:O643.32[理学—物理化学] O623.624[理学—化学]

 

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