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Impact and relevance of alcohol dehydrogenase enantioselectivities on biotechnological applications

Abstract

Alcohol dehydrogenases (ADHs) catalyze the reversible reduction of a carbonyl group to its corresponding alcohol. ADHs are widely employed for organic synthesis due to their lack of harm to the environment, broad substrate acceptance, and high enantioselectivity. This review focuses on the impact and relevance of ADH enantioselectivities on their biotechnological application. Stereoselective ADHs are beneficial to reduce challenging ketones such as ketones owning two bulky substituents or similar-sized substituents to the carbonyl carbon. Meanwhile, in cascade reactions, non-stereoselective ADHs can be utilized for the quantitative oxidation of racemic alcohol to ketone and dynamic kinetic resolution.

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Funding

This study was funded by Japan Society for the Promotion of Science under grant number JP16K05864 to Tomoko Matsuda, and Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS)) from AMED under grant numbers 19am0101108j0003 to Daron M. Standley and 19am0101071 to Toshiya Senda.

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Correspondence to Tomoko Matsuda.

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Koesoema, A.A., Standley, D.M., Senda, T. et al. Impact and relevance of alcohol dehydrogenase enantioselectivities on biotechnological applications. Appl Microbiol Biotechnol (2020). https://doi.org/10.1007/s00253-020-10440-2

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Keywords

  • Alcohol dehydrogenase
  • Enantioselectivity
  • Asymmetric reduction
  • Enzyme engineering
  • Cascade
  • Pharmaceutical intermediate