Highly efficient oxidation of amines to aldehydes via flow-based biocatalysis

Contente, Martina L.; Dall'Oglio, Federica; Tamborini, Lucia; Molinari, Francesco; Paradisi, Francesca

Abstract

A new mild and efficient process for the preparation of aldehydes in water employed as flavour and fragrance components in food, beverage, cosmetics, as well as in pharmaceuticals was developed using a continuous-flow approach based on an immobilized pure transaminase-packed bed reactor. HEWT, an ω-transaminase from the haloadapted bacterium Halomonas elongata, has been selected for its excellent stability and substrate scope. Sixteen different amines were rapidly (3-15 min) oxidized into the corresponding aldehydes (90 to 99 %) with only 1 to 5 equivalents of sodium pyruvate. The process was fully automated allowing for the in-line recovery of the pure aldehydes (chemical purity >99% and isolated yields above 80%), without any further work-up procedure.

Citation

Contente, M. L., Dall'Oglio, F., Tamborini, L., Molinari, F., & Paradisi, F. (in press). Highly efficient oxidation of amines to aldehydes via flow-based biocatalysis. ChemCatChem, https://doi.org/10.1002/cctc.201701147

• Journal Article Type: Article
• Acceptance Date: Jul 17, 2017
• Online Publication Date: Sep 13, 2017
• Deposit Date: Oct 5, 2017
• Publicly Available Date: Sep 14, 2018
• Journal: Chemcatchem
• Print ISSN: 1867-3880
• Electronic ISSN: 1867-3899
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• DOI: https://doi.org/10.1002/cctc.201701147
• Public URL: https://nottingham-repository.worktribe.com/output/882257
• Publisher URL: http://onlinelibrary.wiley.com/doi/10.1002/cctc.201701147/abstract
• Additional Information: This is the peer reviewed version of the following article: ontente, M. L., Dall'Oglio, F., Tamborini, L., Molinari, F. and Paradisi, F. (2017), Highly Efficient Oxidation of Amines to Aldehydes with Flow-based Biocatalysis. ChemCatChem. doi:10.1002/cctc.201701147 which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/cctc.201701147/abstract. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
• Contract Date: Oct 5, 2017