Efficient synthesis of (3R,5S)-6-chloro-2,4,6-trideoxyhexapyranose by using new 2-deoxy-d-ribose-5-phosphate aldolase from Streptococcus suis with moderate activity and aldehyde tolerance |
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| Institution: | 1. Department of Biology, Faculty of Natural Sciences, University of Tabriz, Tabriz, Iran;2. Stem Cell Research Center, Tabriz University of Medical Sciences, Tabriz, Iran;1. Department of Nursing Care, The Fourth Affiliated Hospital of Harbin Medical University, Harbin, 150001, Heilongjiang, China;2. Department of General Surgery, The Fourth Affiliated Hospital of Harbin Medical University, Harbin, 150001, Heilongjiang, China;3. Department of Orthopeadic Surgery, The Fourth Affiliated Hospital of Harbin Medical University, Harbin, 150001, Heilongjiang, China;1. Microbial Engineering Group, International Centre for Genetic Engineering and Biotechnology, New Delhi, 110067, India;2. Systems Biology for Biofuel Group, International Centre for Genetic Engineering and Biotechnology, New Delhi, 110067, India;3. DBT-ICGEB Centre for Advanced Bioenergy Research, International Centre for Genetic Engineering and Biotechnology, New Delhi, 110067, India;4. DBT-ICT Centre for Energy Biosciences, Institute of Chemical Technology, Mumbai 400019, India;1. Izmir Biomedicine and Genome Center, 35340, İzmir, Turkey;2. Department of Chemistry, The Graduate School of Natural and Applied Sciences, Dokuz Eylul University, 35390, İzmir, Turkey;3. Izmir International Biomedicine and Genome Institute, Dokuz Eylul University, 35340, İzmir, Turkey;4. Department of Chemistry, Division of Biochemistry, Faculty of Science, Dokuz Eylul University, 35390, İzmir, Turkey;1. School of Life Sciences, Ludong University, Yantai 264025, China;2. School of Agriculture, Ludong University, Yantai 264025, China |
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| Abstract: | The enzyme 2-deoxy-d-ribose-5-phosphate aldolase (DERA) is a useful tool for synthesizing statin side-chain intermediates. In this work, we identified the DERA from Streptococcus suis (SsDERA) by structural and sequence alignment and highly expressed it in Escherichia coli BL21. The recombinant SsDERA had a specific activity of 18.2 U mg−1, KM of 0.8 mM, and Vmax of 32.9 μmol min−1 mg−1 toward 2-deoxy-d-ribose-5-phosphate under the optimal conditions: 40 °C and pH 7.0. The enzyme retained 23.3 % activity after incubation in 200 mM acetaldehyde for 2 h and 58.2 % activity in 100 mM chloroacetaldehyde for 2 h. The enzyme showed moderate activity and aldehyde tolerance compared with reported DERAs. The SsDERA-catalyzed reaction between 200 mM acetaldehyde and 100 mM chloroacetaldehyde generated (3R,5S)-6-chloro-2,4,6-trideoxyhexapyranose in 76 % yield in 8 h. This work provides a new DERA for the synthesis of (3R,5S)-6-chloro-2,4,6-trideoxyhexapyranose, which is a potential candidate for the industrial synthesis of statin intermediates. |
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| Keywords: | Moderate activity Aldehyde tolerance Statin intermediates |
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