Preparation of key intermediates of adrenergic receptor agonists: Highly enantioselective production of (R)-α-halohydrins with Saccharomyces cerevisiae CGMCC 2.396 |
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| Institution: | 1. Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China;2. Graduate University of Chinese Academy of Sciences, Beijing 100049, China;1. Assistant Professor of Pharmacy Practice, Ohio Northern University. Raabe College of Pharmacy, Pharmacy Practice Department, 525 S Main St Ada, OH 45810, United States;2. Ohio Northern University, Raabe College of Pharmacy, 3020 Shadydale Lane, West Bloomfield, MI 48323, United States;3. Ohio Northern University, Raabe College of Pharmacy, Pharmacy Practice Department, 525 S Main St Ada, OH 45810, United States;1. Department of Polymer Science & Engineering, Pusan National University, Busan 46241, Republic of Korea;2. Research Center for Bio-Based Chemistry, Korea Research Institute of Chemical Technology (KRICT), Daejeon 34114, Republic of Korea;3. Department of Chemistry, Kwangwoon University, Seoul 01897, Republic of Korea;4. Shanghai Public Health Clinical Center, Shanghai Medical College, Fudan University, Shanghai 201508, China;5. Department of Medical Biotechnology, Yeungnam University, Gyeongsan 38541, Republic of Korea |
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| Abstract: | In our effort to screen for strains producing carbonyl reductases with high activity and enantioselectivity, Saccharomyces cerevisiae CGMCC 2.396 was found to be able to catalyze the biotransformation of a series of α-haloacetophenones to Prelog's configurated alcohols in excellent optical purity (>99% ee). The optimal reaction condition was obtained after the investigation of various crucial factors. Under the optimal condition, the product was obtained with high yield (97%) and excellent enantioselectivity (>99% ee). The usefulness of this strain has been further demonstrated by the synthesis of several (R)-α-halohydrins (>99% ee) of pharmaceutical importance. |
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