Light-Harvesting Dye–Alginate Hydrogel for Solar-Driven, Sustainable Biocatalysis of Asymmetric Hydrogenation

Light-Harvesting Dye–Alginate Hydrogel for Solar-Driven, Sustainable Biocatalysis of Asymmetric Hydrogenation

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 in...

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Veröffentlicht in:ACS sustainable chemistry & engineering 2019-03, Vol.7 (6), p.5632-5637
Hauptverfasser: Yoon, Jaeho, Lee, Sahng Ha, Tieves, Florian, Rauch, Marine, Hollmann, Frank, Park, Chan Beum
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container_end_page 5637
container_issue 6
container_start_page 5632
container_title ACS sustainable chemistry & engineering
container_volume 7
creator Yoon, Jaeho
Lee, Sahng Ha
Tieves, Florian
Rauch, Marine
Hollmann, Frank
Park, Chan Beum
description 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.
doi_str_mv 10.1021/acssuschemeng.9b01075
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title Light-Harvesting Dye–Alginate Hydrogel for Solar-Driven, Sustainable Biocatalysis of Asymmetric Hydrogenation
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