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Asymmetric Reduction of Acetyltrimethylsilane Catalyzed by Candida parapsilosis CCTCC M203011 Cells

Min‐Hua Zong

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Abstract

The asymmetric reduction of acetyltrimethylsilane (ATMS) to (R)-1-trimethylsilylethanol (TMSE) catalyzed by Candida parapsilosis CCTCC M203011 cells was studied. It was found that the Candida parapsilosis CCTCC M203011 cells were capable of mediating the reduction of ATMS to (R)-1-TMSE with excellent enantioselectivity. The yield of (R)-1-TMSE with the cells immobilized on calcium alginate was higher than that with free cells. In addition, different co-substrates manifested a distinct effect on the bioreduction, and the initial reaction rate was clearly faster and the product yield was much higher using glucose as a co-substrate in the bioreduction. Moreover, the optimal glucose concentration, shaking rate, buffer pH, reaction temperature, and substrate concentration for the bioreduction were found to be 110 mmol/L, 180 r/min, 6.0, 30 oC, and 20 mmol/L, respectively. Under these conditions, the initial reaction rate, maximum product yield, and product ee value were 11.4 μmol/h, 96.5%, and 99.9%, respectively.

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The asymmetric reduction of acetyltrimethylsilane (ATMS) to (R)-1-trimethylsilylethanol (TMSE) catalyzed by Candida parapsilosis CCTCC M203011 cells was studied. It was found that the Candida parapsilosis CCTCC M203011 cells were capable of mediating the reduction of ATMS to (R)-1-TMSE with excellent enantioselectivity. The yield of (R)-1-TMSE with the cells immobilized on calcium alginate was higher than that with free cells. In addition, different co-substrates manifested a distinct effect on the bioreduction, and the initial reaction rate was clearly faster and the product yield was much higher using glucose as a co-substrate in the bioreduction. Moreover, the optimal glucose concentration, shaking rate, buffer pH, reaction temperature, and substrate concentration for the bioreduction were found to be 110 mmol/L, 180 r/min, 6.0, 30 oC, and 20 mmol/L, respectively. Under these conditions, the initial reaction rate, maximum product yield, and product ee value were 11.4 μmol/h, 96.5%, and 99.9%, respectively.

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Available abstract

The asymmetric reduction of acetyltrimethylsilane (ATMS) to (R)-1-trimethylsilylethanol (TMSE) catalyzed by Candida parapsilosis CCTCC M203011 cells was studied. It was found that the Candida parapsilosis CCTCC M203011 cells were capable of mediating the reduction of ATMS to (R)-1-TMSE with excellent enantioselectivity. The yield of (R)-1-TMSE with the cells immobilized on calcium alginate was higher than that with free cells. In addition, different co-substrates manifested a distinct effect on the bioreduction, and the initial reaction rate was clearly faster and the product yield was much higher using glucose as a co-substrate in the bioreduction. Moreover, the optimal glucose concentration, shaking rate, buffer pH, reaction temperature, and substrate concentration for the bioreduction were found to be 110 mmol/L, 180 r/min, 6.0, 30 oC, and 20 mmol/L, respectively. Under these conditions, the initial reaction rate, maximum product yield, and product ee value were 11.4 μmol/h, 96.5%, and 99.9%, respectively.

Key concepts: Yield (engineering), Candida parapsilosis, Catalysis, Substrate (aquarium), Chemistry, Product inhibition, Nuclear chemistry, Stereochemistry

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