A new generation of smart amine donors for transaminase-mediated biotransformations

Gomm, Andrew; Lewis, William; Green, Anthony P.; O'Reilly, Elaine

Abstract

The application of ω-transaminase biocatalysts for the synthesis of optically pure chiral amines presents a number of challenges, including difficulties associated with displacing the challenging reaction equilibria. Herein, we report a highly effective approach using low equivalents of the novel diamine donor, cadaverine, which enables high conversions of challenging substrates to the corresponding chiral amines in excellent ee. This approach paves the way for the design of self-sufficient fermentation processes combining transaminase biotransformations with existing strategies for cadaverine production via decarboxylation of endogenous lysine.

Citation

Gomm, A., Lewis, W., Green, A. P., & O'Reilly, E. (2016). A new generation of smart amine donors for transaminase-mediated biotransformations. Chemistry - A European Journal, 22(36), 12692-12695. https://doi.org/10.1002/chem.201603188

• Journal Article Type: Article
• Acceptance Date: Jul 11, 2016
• Publication Date: Jul 14, 2016
• Deposit Date: Jul 22, 2016
• Publicly Available Date: Jul 22, 2016
• Journal: Chemistry - A European Journal
• Print ISSN: 0947-6539
• Electronic ISSN: 1521-3765
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 22
• Issue: 36
• Pages: 12692-12695
• DOI: https://doi.org/10.1002/chem.201603188
• Keywords: asymmetric catalysis, biocatalysis, chiral amine, diamine, transaminase
• Public URL: https://nottingham-repository.worktribe.com/output/800997
• Publisher URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.201603188/abstract
• Related Public URLs: http://onlinelibrary.wiley.com/doi/10.1002/chem.201603188/abstract
• Additional Information: This is the peer reviewed version of the following article: Gomm, A., Lewis, W., Green, A.P. and O'Reilly, E. (2016), A new generation of smart amine donors for transaminase-mediated biotransformations. Chem. Eur. J., which has been published in final form at doi:10.1002/chem.201603188. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
• Contract Date: Jul 22, 2016