Enhanced enantioselectivity of Bacillus coagulans in the hydrolysis of 1,2-O-isopropylidene glycerol esters by thermal knock-out of undesired enzymes |
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| Affiliation: | 1. Dipartimento di Scienze e Tecnologie, Alimentari e Microbiologiche, Sezione Microbiologia Industriale, Università degli Studi di Milano, via Celoria 2, 20133 Milano, Italy;2. Department of Biotechnology, Aachen University (RWTH), Worringerweg 1D-52056 Aachen, Germany;1. College of Medicine, East-West Medical Research Institute, Kyung Hee University, 1, Hoegi-dong, Dongdaemun-gu, Seoul 130-702, Republic of Korea;2. Graduate School of Biotechnology & Department of Genetic Engineering, College of Life Science, Kyung Hee University Global Campus, Seochun-dong, Kiheung-ku, Yong In 441-706, Republic of Korea;1. Center for Analysis and Synthesis, Department of Chemistry, Lund University, P.O. Box 124, SE-22100 Lund, Sweden;2. Instituto de Investigaciones Fármaco Bioquímicas, Universidad Mayor de San Andrés, P.O. Box 2932, La Paz, Bolivia;3. Instituto Maimónides de Investigación Biomédica de Córdoba (IMIBIC), Universidad de Córdoba, Avda. de Menendez Pidal s/n 14004, Córdoba, Spain;1. Department of Applied Physics, Guru Jambheshwar University of Science & Technology, Hisar 12500, India;2. Department of Physics, Maharishi Dayanand University, Rohtak 124001, India;3. Department of Physics and Astrophysics, University of Delhi, Delhi 11000, India;4. Department of Physics, Indira Gandhi University Meerpur, 123401 Rewari, India;1. School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, China;2. Laboratory of Computer-Aided Drug Design & Discovery, Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China;3. Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi’an 300071, China;4. Pharmarcon Beijing Co. Ltd., Beijing 100176, China |
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| Abstract: | The enantioselective hydrolysis of different (RS)-1,2-O-isopropylidene glycerol esters has been achieved with whole cells of Bacillus coagulans NCIMB 9365 furnishing the (S)-alcohol as the major enantiomer. The reaction is catalysed by a thermostable cell-bound carboxylesterase and improvement of the enantioselectivity has been achieved by heat treatment of the whole cells, which causes the knock-outs a non-enantioselective competing enzyme. Thermally-treated cells hydrolysed (RS)-1,2-O-isopropylidene glycerol esters with high enantioselectivity, the highest enantiomeric ratio (80–100) being observed for the benzoate. The biocatalyst displayed good stability and could be re-used after filtration for 12 cycles before showing significant loss of activity; repeated biotransformation batches allowed the recovery of 9.55 g/L of enantiomerically pure (S)-isopropylideneglycerol benzoate starting from 24.0 g/L of the racemic mixture. |
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