Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Hydrolase

被引：4

作者：

Wei Xiaofei ^{[1
]}

Zheng Qingchuan ^{[2
]}

Ji Tengfei ^{[3
]}

Zhao Bo ^{[1
]}

Li Chunyuan ^{[1
]}

Wang Ping ^{[1
]}

Cao Shugui ^{[1
]}

Wang Zhi ^{[1
]}

Wang Lei ^{[1
]}

机构：

[1] Jilin Univ, Key Lab Mol Enzymol & Engn, Minist Educ, Changchun 130023, Jilin, Peoples R China

[2] Jilin Univ, State Key Lab Theoret & Computat Chem, Changchun 130023, Jilin, Peoples R China

[3] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China

来源：

CHINESE JOURNAL OF CATALYSIS | 2009年 / 30卷 / 05期

基金：

中国国家自然科学基金;

关键词：

hydrolase; diethylzinc; aromatic aldehyde; addition; enzyme; promiscuity; ENANTIOSELECTIVE ADDITION; ENZYME PROMISCUITY; BENZALDEHYDE; LIPASE; BIOCATALYSIS; RESOLUTION; BONDS; (R;

D O I：

10.1016/S1872-2067(08)60108-4

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

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 degrees C 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.

引用

页码：396 / 400

页数：5

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