(2R,5R)-Dihydrocarvone stands as a pivotal chiral intermediate,facilitating the synthesis of numerous active compounds.Its production often involves the asymmetric reduction of(R)-carvone.Notably,the utilization of ene-reductases for this reduction process eliminates the need for stringent conditions such as hazardous hydrogen,precious metals,and elevated temperatures.Specifically,the ene-reductase sourced from Corynebacterium casei(CcER)demonstrates a notable ability to efficiently reduce(R)-carvone,yielding(2R,5R)-dihydrocarvone.In-depth studies focused on optimizing reaction parameters,including pH,reaction temperature,coenzyme NAD+concentration,and cosubstrate glucose concentration.The optimal reaction conditions were identified at pH 8 and reaction temperature 30 ℃,with a NAD+concentration of 0.6 mmol/L and a glucose concentration of 30 mmol/L.Under these conditions,the conversion of(R)-carvone reached an impressive 96％,with a diastereomeric excess of 95％toward the desired product,(2R,5R)-dihydrocarvone,achieved within a reaction time of 6 hours.The remarkable catalytic performance of CcER underscores its potential for efficiently producing(2R,5R)-dihydrocarvone.
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