水解酶在二乙基锌与芳香醛加成反应中的应用(英文)

Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Hydrolase

报道了水解酶催化二乙基锌与芳香醛的加成反应,对反应条件进行了优化.在最适条件(嗜热酯酶APE1547为酶源,反应温度40oC,氯仿为溶剂,4-Cl-苯甲醛为底物)下,加成反应生成的光学活性醇产率最高达78%,ee值最高可达56%.通过实验结果和分子动力学分析对可能的反应机理进行了推测.本研究进一步拓展了酶的非专一性.

A novel application of hydrolase as catalyst for the addition of diethylzinc to aromatic aldehydes is reported. Optimum conditions were screened out. Under the optimum conditions （i.e., reaction at 40 ℃ using hyperthermophilice esterase APE1547, 4-Cl-benzaldehyde substrate, and trichloromethane solvent）, this reaction provided optically active secondary alcohol with an enantiomeric excess up to 56% and a yield up to 78%. The possible mechanism was proposed based on experimental observations and molecular dynamics simulation. These observations extend the phenomenon of enzyme promiscuity.