Light-Harvesting Dye–Alginate Hydrogel for Solar-Driven, Sustainable Biocatalysis of Asymmetric Hydrogenation
Autor: | Frank Hollmann, Florian Tieves, Jaeho Yoon, Chan Beum Park, Marine Rauch, Sahng Ha Lee |
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Rok vydání: | 2019 |
Předmět: |
Renewable Energy
Sustainability and the Environment Chemistry General Chemical Engineering Asymmetric hydrogenation Photobiocatalysis 02 engineering and technology General Chemistry NADH-free bioprocess 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Alginate hydrogel 0104 chemical sciences chemistry.chemical_compound Thermus scotoductus Ene-reductase Chemical engineering Biocatalysis Rose bengal Environmental Chemistry 0210 nano-technology |
Zdroj: | ACS Sustainable Chemistry and Engineering, 7(6) |
ISSN: | 2168-0485 |
DOI: | 10.1021/acssuschemeng.9b01075 |
Popis: | We report visible light-driven, asymmetric hydrogenation of C=C bonds using an ene-reductase from Thermus scotoductus SA-01 (TsOYE) and a light-harvesting dye (rose bengal, RB) co-immobilized in an alginate hydrogel. Highly efficient encapsulation of RB in alginate hydrogel was achieved using the intrinsic affinity between TsOYE and RB, which allowed for the construction of robust RB-TsOYE-loaded alginate capsules. In the absence of NADH, the photobiocatalytic system facilitated asymmetric reduction of 2-methylcyclohexenone to an enantiopure (R)-2-methylcyclohexanone (ee > 99%; max. conversion, 70.4%; turnover frequency, 1.54 min -1 turnover number, 300.2) under illumination. A series of stability tests revealed a significant enhancement of TsOYE's robustness in alginate hydrogel against heat and chemical denaturants. This study provides insight into a greener and sustainable approach of cofactor-free OYE catalysis for producing value-added chemicals using light energy. |
Databáze: | OpenAIRE |
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