Fig. 5 Hydrogenation of activated C═C bonds via direct, light-driven activation of TsOYE using NAD+. Hydrogenation of activated C═C bonds via direct, light-driven.

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Fig. 5 Hydrogenation of activated C═C bonds via direct, light-driven activation of TsOYE using NAD+. Hydrogenation of activated C═C bonds via direct, light-driven activation of TsOYE using NAD+. (A) Photobiocatalytic reduction of activated C═C bonds by TsOYE. Photoactivated NAD+ transfers its photoexcited electrons to the prosthetic FMN. A substrate is trans-hydrogenated by receiving a hydride from the reduced FMN and a proton from a Tyr residue. The oxidized NAD+ returns to its initial state after receiving electrons from electron donors. (B) Time profile of the photoenzymatic reduction of 2-methyl-2-cyclohexen-1-one and enantiomeric excess (ee) of the chiral product. (C) A series of deletional control experiments. Reaction conditions of the experimental group in (B) and (C): 1.5 mM NAD+, 3 μM TsOYE, 5 mM CaCl2, and 6 mM substrate in a TEOA buffer (150 mM, pH 7.5) at 318.15 K. P260–900 nm, 1.212 μE cm−2 s−1 (250 mW cm−2). The measurement was performed in triplicate, and all reported values represent means ± SD. (D) Comparison of photobiocatalytic efficiencies for hydrogenation reaction driven by OYE. Asterisks (*) denote the approximate estimation according to data corroborated by the corresponding reference. MV, methyl viologen; TOYE, OYE from Thermoanaerobacter pseudethanolicus E39; YqjM, OYE from Bacillus subtilis. Jinhyun Kim et al. Sci Adv 2019;5:eaax0501 Copyright © 2019 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution NonCommercial License 4.0 (CC BY-NC).