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Whole-Cell Photoenzymatic Cascades to Synthesize Long-Chain Aliphatic Amines and Esters from Renewable Fatty Acids
Authors:Hee-Jeong Cha  Se-Yeun Hwang  Da-Som Lee  Dr Akula Ravi Kumar  Prof?Dr Yong-Uk Kwon  Moritz Voß  Eva Schuiten  Prof?Dr Uwe T Bornscheuer  Prof?Dr Frank Hollmann  Prof?Dr Deok-Kun Oh  Prof?Dr Jin-Byung Park
Institution:1. Department of Food Science & Engineering, Ewha Womans University, Seoul, 03760 Republic of Korea;2. Department of Food Science & Engineering, Ewha Womans University, Seoul, 03760 Republic of Korea

Department of Chemistry and Nanoscience, Ewha Womans University, Seoul, 03760 Republic of Korea;3. Department of Chemistry and Nanoscience, Ewha Womans University, Seoul, 03760 Republic of Korea;4. Institute of Biochemistry, Department of Biotechnology & Enzyme Catalysis, Greifswald University, 17487 Greifswald, Germany;5. Department of Biotechnology, Delft University of Technology, Van der Maasweg 9, 2629HZ Delft, The Netherlands;6. Department of Bioscience and Biotechnology, Konkuk University, Seoul, 05029 Republic of Korea

Abstract:Long-chain aliphatic amines such as (S,Z)-heptadec-9-en-7-amine and 9-aminoheptadecane were synthesized from ricinoleic acid and oleic acid, respectively, by whole-cell cascade reactions using the combination of an alcohol dehydrogenase (ADH) from Micrococcus luteus, an engineered amine transaminase from Vibrio fluvialis (Vf-ATA), and a photoactivated decarboxylase from Chlorella variabilis NC64A (Cv-FAP) in a one-pot process. In addition, long chain aliphatic esters such as 10-(heptanoyloxy)dec-8-ene and octylnonanoate were prepared from ricinoleic acid and oleic acid, respectively, by using the combination of the ADH, a Baeyer–Villiger monooxygenase variant from Pseudomonas putida KT2440, and the Cv-FAP. The target compounds were produced at rates of up to 37 U g?1 dry cells with conversions up to 90 %. Therefore, this study contributes to the preparation of industrially relevant long-chain aliphatic chiral amines and esters from renewable fatty acid resources.
Keywords:Biokatalyse  Fettsäuren  Ganzzell-Biokatalyse  Langkettige aliphatische Amine  Photodecarboxylase
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