Michio Takagi1, Kotchakorn T Sriwong1, Ayaka Masuda1, Nozomi Kawaguchi1, Shusuke Fukui1, Lan Huong Le Viet1, Dai-Ichiro Kato2, Takashi Kitayama3, Mikio Fujii4, Afifa Ayu Koesoema5, Tomoko Matsuda6. 1. Department of Life Sciences and Technology, School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8501, Japan. 2. Graduate School of Science and Engineering, Kagoshima University, 1-21-35 Korimoto, Kagoshima, 890-0065, Japan. 3. Faculty of Agriculture, Kindai University, 3327-204, Nakamachi, Nara, Japan. 4. School of Pharmacy, International University of Health and Welfare, 2600-1 Kitakanemaru, Ohtawara, Tochigi, Japan. 5. Research Institute for Interdisciplinary Science (RIIS), Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama-shi, 700-8530, Japan. 6. Department of Life Sciences and Technology, School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8501, Japan. tmatsuda@bio.titech.ac.jp.
Abstract
OBJECTIVE: A novel biocatalyst for Baeyer-Villiger oxidations is necessary for pharmaceutical and chemical industries, so this study aims to find a Baeyer-Villiger monooxygenase (BVMO) and to improve its stability by immobilization. RESULTS: Acetone, the simplest ketone, was selected as the only carbon source for the screening of microorganisms with a BVMO. A eukaryote, Fusarium sp. NBRC 109816, with a BVMO (FBVMO), was isolated from a soil sample. FBVMO was overexpressed in E. coli and successfully immobilized by the organic-inorganic nanocrystal formation method. The immobilization improved the thermostability of FBVMO. Substrate specificity investigation revealed that both free and immobilized FBVMO were found to show catalytic activities not only for Baeyer-Villiger oxidation of ketones to esters but also for oxidation of sulfides to sulfoxides. Furthermore, a preparative scale reaction using immobilized FBVMO was successfully conducted. CONCLUSIONS: FBVMO was discovered from an environmental sample, overexpressed in E. coli, and immobilized by the organic-inorganic nanocrystal formation method. The immobilization successfully improved its thermostability.
OBJECTIVE: A novel biocatalyst for Baeyer-Villiger oxidations is necessary for pharmaceutical and chemical industries, so this study aims to find a Baeyer-Villiger monooxygenase (BVMO) and to improve its stability by immobilization. RESULTS: Acetone, the simplest ketone, was selected as the only carbon source for the screening of microorganisms with a BVMO. A eukaryote, Fusarium sp. NBRC 109816, with a BVMO (FBVMO), was isolated from a soil sample. FBVMO was overexpressed in E. coli and successfully immobilized by the organic-inorganic nanocrystal formation method. The immobilization improved the thermostability of FBVMO. Substrate specificity investigation revealed that both free and immobilized FBVMO were found to show catalytic activities not only for Baeyer-Villiger oxidation of ketones to esters but also for oxidation of sulfides to sulfoxides. Furthermore, a preparative scale reaction using immobilized FBVMO was successfully conducted. CONCLUSIONS: FBVMO was discovered from an environmental sample, overexpressed in E. coli, and immobilized by the organic-inorganic nanocrystal formation method. The immobilization successfully improved its thermostability.
Authors: Stefano Franceschini; Hugo L van Beek; Alessandra Pennetta; Christian Martinoli; Marco W Fraaije; Andrea Mattevi Journal: J Biol Chem Date: 2012-05-17 Impact factor: 5.157
Authors: Yong Koy Bong; Shiwei Song; Jovana Nazor; Michael Vogel; Magnus Widegren; Derek Smith; Steven J Collier; Rob Wilson; S M Palanivel; Karthik Narayanaswamy; Ben Mijts; Michael D Clay; Ryan Fong; Jeff Colbeck; Amritha Appaswami; Sheela Muley; Jun Zhu; Xiyun Zhang; Jack Liang; David Entwistle Journal: J Org Chem Date: 2018-06-22 Impact factor: 4.354