Synthesis of ethyl (R)-4-chloro-3-hydroxybutyrate by immobilized cells using amino acid-modified magnetic nanoparticles |
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| Institution: | 1. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, Zhejiang, China;2. The Third Affiliated Hospital of Qiqihar Medical College, Qiqihar, Heilongjiang, China;1. Department of Emergency, China-Japan Union Hospital of Jilin University, Changchun 130033, China;2. Department of Respiratory Medicine, China-Japan Union Hospital of Jilin University, Changchun 130033, China;1. State Key Laboratory of Bioreactor Engineering, Department of Bioengineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China;2. Henan Topfond Pharmaceutical Company Limited, 2 Guangming Road, Zhumadian City, Henan Province, 463000, China;1. Department of Radiology, the First Affiliated Hospital of Jinzhou Medical University, Jinzhou 121001, China;2. Department of Stomatology, the First Affiliated Hospital of Jinzhou Medical University, Jinzhou 121001, China;1. College of Food Science and Engineering, Ocean University of China, Qingdao 266003, China;2. Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, China;1. Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, PR China;2. Engineering Research Center of Bioconversion and Biopurification of the Ministry of Education, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, PR China |
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| Abstract: | Fe3O4-Arg was selected as the optimal carrier due to its high activity recovery of immobilized cells in the preparation of Fe3O4-Arg-Cells. The optimal immobilization conditions for the preparation of Fe3O4-Arg-Cells were 30 °C, 4 h, pH 7, and 3 g dry yeast. The activity recovery of immobilized cells reached 76.8 %. For a batch reduction in a shaker in an alternating magnetic field, Fe3O4-Arg-Cells were used as a catalyst to gain ethyl (R)-4-chloro-3-hydroxybutyrate ((R)-CHBE). For further improvement in reduction productivity, a continuous reduction in the magnetic fluidized bed reactor system (MFBRS) was completed. Under their optimal transformation conditions, it took 24 h for Fe3O4-Arg-Cells to complete the conversion of ethyl 4-chloro-3-oxobutanoate (COBE) (0.8553 mol/L) in the shaker and only 8 h for the batch reduction in an alternating magnetic field. Continuous reduction in MFBRS provided new ideas for the efficient production of (R)-CHBE; 1.5882 mol/L (10 mL) of COBE can be completely converted in 6 h. The conversion and enantiomeric excess (e.e.) of (R)-CHBE were 100 % and above 99.9 % respectively, in the three reaction systems mentioned above. |
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| Keywords: | Amino acid-modified magnetic nanoparticles Alternating magnetic field Asym-metric reduction Immobilized cells |
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