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

Journal article (2019)

Authors

Jaeho Yoon Korea Advanced Institute of Science and Technology
S.H. Lee Korea Advanced Institute of Science and Technology
F. Tieves BT/Biocatalysis - AS
M.C.R. Rauch BT/Biocatalysis - AS
F. Hollmann BT/Biocatalysis - AS
Chan Beum Park Korea Advanced Institute of Science and Technology
Research Group
BT/Biocatalysis (AS) (TU Delft)
Copyright: © 2019 Jaeho Yoon, S.H. Lee, F. Tieves, M.C.R. Rauch, F. Hollmann, Chan Beum Park
DOI
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https://doi.org/10.1021/acssuschemeng.9b01075
Ene-reductase Photobiocatalysis Alginate hydrogel Asymmetric hydrogenation NADH-free bioprocess
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Published Date

2019

Language

English

Reuse Rights

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Faculty

Applied Sciences

Department

BT/Biotechnologie

Research Group

BT/Biocatalysis

Abstract


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.