不对称还原前手性芳香酮微生物的筛选及反应特性

Screening of microbe for asymmetric reduction of prochiral aryl ketones and characterization of the reduction reaction

含芳香基手性醇是许多手性药物合成的关键手性砌块,生物催化不对称还原前手性酮是合成该类醇的重要方法之一。以4’-氯-苯乙酮为模型底物,从土壤中筛选得到一株能高效催化前手性芳香酮不对称还原合成相应手性醇的菌株,鉴定表明该菌株为白地霉(Geotrichum candid)。进一步考察了其催化4’-氯-苯乙酮不对称还原的反应特性,发现还原4’-氯-苯乙酮的产物主要为S-4’-氯苯乙醇。在合适的反应条件下,其产率达到35%,对映选择性高于97%。

Optically active aryl alcohols are one kind of important chiral building blocks for many single- enantiomer pharmaceuticals. It is promising to synthesis these chiral aryl alcohols by asymmetric reduc- tion of the corresponding prochiral ketones catalyzed by active ceils. Screening of appropriate microbe for this asymmetric reduction from soil was investigated with 4＇-chloracetophenone as the model substrate. One strain microbe of Geotrichum candid with excellent catalytic capability was obtained. The product of asymmetric reducuion of 4＇-chloracetophenone by Geotrichum candid was majorly S-4＇-chlorophenyl ethanol. The yield and ee were upto 35% and 97%, respectively.