1. Photocatalytic cofactor regeneration involving triethanolamine revisited: The critical role of glycolaldehyde
- Author
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Jie Liu, Wojciech Bartkowiak, Karolina Kinastowska, Marek Grzelczak, John M. Tobin, Filipe Vilela, Yury P. Rakovich, Zhengtao Xu, and Ministry of Education and Science of the Russian Federation
- Subjects
Reducing agent ,Triethanolamine ,Electron donor ,02 engineering and technology ,Nicotinamide adenine dinucleotide ,010402 general chemistry ,01 natural sciences ,Redox ,Catalysis ,Cofactor ,chemistry.chemical_compound ,medicine ,General Environmental Science ,Glycolaldehyde ,biology ,Process Chemistry and Technology ,021001 nanoscience & nanotechnology ,Combinatorial chemistry ,0104 chemical sciences ,chemistry ,Microporous conjugated polymer ,biology.protein ,Photocatalysis ,NADH photoregeneration ,0210 nano-technology ,medicine.drug - Abstract
Triethanolamine is a widely used model electron donor that enables a fast screening of the photocatalyst parameters in both, homogeneous and heterogeneous scenarios. We report a new role of triethanolamine in heterogeneous photoregeneration of cofactor molecules – nicotinamide adenine dinucleotide (NADH) – using state-of-the-art heterogeneous photocatalysts. In contrast to the common model involving the light-induced electrons and holes generation to reduce the substrate and oxidize triethanolamine simultaneously, we identified glycolaldehyde as a stable product of triethanolamine degradation capable of reducing NAD+. Triethanolamine, apart from playing a role of a precursor for reducing agent, maintains the alkalinity of the solution to drive the reduction. Our findings offer a fresh insight into the triethanolamine-assisted photocatalysis because glycolaldehyde as such have generally been neglected in mechanistic considerations. Moreover, a spatial and temporal decoupling of the photocatalyst from the substrate reduction reaction minimizes the product re-oxidation, thus implying a relevant feature for the real-world applications using a continuous flow setting., F. V. would like to thank ScotChem for the financial support. Y. R. would like to thank The Ministry of Education and Science of the Russian Federation (grant no. 14.Y26.31.0011).
- Published
- 2019