Uncommon overoxidative catalytic activity in a new halo‐tolerant alcohol dehydrogenase

Contente, Martina; Fiore, Noemi; Cannazza, Pietro; Roura Padrosa, David; Molinari, Francesco; Gourlay, Louise; Paradisi, Francesca

Abstract

Alcohol dehydrogenases (ADH) are versatile and useful enzymes employed as biocatalysts, especially for the selective oxidation of primary and secondary alcohols, and for the reduction of carbonyl moieties. A new alcohol dehydrogenase (HeADH‐II) has been identified from the genome of the halo‐adapted bacterium Halomonas elongata, which proved stable in the presence of polar organic solvents and salt exposure. Unusual for this class of enzymes, HeADH‐II lacks enantiopreference and is capable of oxidizing both alcohols and aldehydes, enabling a direct overoxidation of primary alcohols to carboxylic acids. HeADH‐II was coupled with a NADH‐oxidase from Lactobacillus pentosus (LpNOX) to increase the process yields and allowing recycling of the cofactor. The enzymatic oxidation of primary alcohols was also paired with in situ condensation of the intermediate aldehydes with hydroxylamine to prepare the corresponding aldoximes, with particular attention to perillartine (a powerful sweetener), whose enzymatic synthesis starting from natural sources, leads to an equally natural product.

Citation

Contente, M., Fiore, N., Cannazza, P., Roura Padrosa, D., Molinari, F., Gourlay, L., & Paradisi, F. (2020). Uncommon overoxidative catalytic activity in a new halo‐tolerant alcohol dehydrogenase. ChemCatChem, 12(22), 5679-5685. https://doi.org/10.1002/cctc.202001112

• Journal Article Type: Article
• Acceptance Date: Aug 18, 2020
• Online Publication Date: Aug 18, 2020
• Publication Date: Nov 19, 2020
• Deposit Date: Sep 8, 2020
• Publicly Available Date: Aug 19, 2021
• Journal: ChemCatChem
• Print ISSN: 1867-3880
• Electronic ISSN: 1867-3899
• Peer Reviewed: Peer Reviewed
• Volume: 12
• Issue: 22
• Pages: 5679-5685
• DOI: https://doi.org/10.1002/cctc.202001112
• Keywords: Physical and Theoretical Chemistry; Inorganic Chemistry; Organic Chemistry; Catalysis
• Public URL: https://nottingham-repository.worktribe.com/output/4889819
• Publisher URL: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cctc.202001112
• Additional Information: This is the peer reviewed version of the following article: Contente, M.L., Fiore, N., Cannazza, P., Roura Padrosa, D., Molinari, F., Gourlay, L. and Paradisi, F. (2020), Uncommon overoxidative catalytic activity in a new halo‐tolerant alcohol dehydrogenase. ChemCatChem. , which has been published in final form at https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cctc.202001112. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.