微生物细胞催化还原苯甲酰丙酮合成(R)-／(S)-3-羟基-1-苯丁酮

Catalytic Reduction of Benzoyl Acetone to (R)-or (S)-3-hydroxy-1-phenyl-1-butanone by Microorganism Cells

从51株细菌和酵母中筛选到能够将苯甲酰丙酮(1)不对称催化还原为3-羟基-1-苯丁酮(2)的8株菌株,其中Yarrowia lipolytica CGMCC2.1502(A)和Trichosporon cutaneum CGMCC2.2500(B)具有高度的对映选择性[A还原1为(R)-(-)-2,B还原1为(S)-(+)-2]。A的最佳反应条件为:c(1)=30.9mmol·L-1,c(A)=200mg·mL-1,在1%乙醇中,pH6.5的条件下,于38℃反应20h,(R)-(-)-2收率大于99.0%,e.e.98.7%;B的最佳反应条件为:c(1)=3.1mmol·L-1,c(B)=200mg·mL-1,在1%乙醇中,pH8.0的条件下,于38℃反应36h,(S)-(+)-2收率96.2%,e.e.96.4%。

Optically pure 3-hydroxy-l-phenyl-l-butanone（2） was synthesized from benzoyl acetone（I） using Yarrowia lipolytica CGMCC 2. 150 2（A） or Trichosporon cutaneum CGMCC 2.250 0（B） as the catalysts, which were screened from 51 strains of yeasts and bacterium and had high enatloselectivity[A catalyzed 1 to （R）-（ - ）-2, B catalyzed 1 to （S）-（ ＋ ）-2]. The optimal reaction conditions of A at 38 ℃ for20 h were as follows： c（1） was 30.9 mmol · L^-1; c（A） was 200 mg · mL^-1, c（enthanol） was 1% ; pH was 6.5. The yield and e. e. of （R）-（ - ）-2 under optimal reaction conditions were over 99.0% and 98.7%, respectively. The optimal reaction conditions of B at 38 ℃ for 36 h were as follows： c（1） was 3.1 mmol · L^-1; c（B） was 200 mg · mL^-1, c（enthanol） was 1% ; pH was 8.0. The yield and e.e. of （S）-（ ＋ ）-2 under optimal reaction conditions were 96.2% and 96.4%, respectively.