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Conversion of aldoses to valuable ?-amino alcohols using amine transaminase biocatalysts

Cairns, Ryan; Gomm, Andrew; Ryan, James; Clarke, Thomas; Kulcinskaja, Evelina; Butler, Kevin; O�Reilly, Elaine

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Authors

Ryan Cairns

Andrew Gomm

James Ryan

Thomas Clarke

Evelina Kulcinskaja

Kevin Butler

Elaine O�Reilly



Abstract

The conversion of readily available monosaccharides to high-value amino alcohols using a key biocatalytic step is an attractive strategy for the preparation of these chiral synthons. Here, we report a previously undescribed example of the direct amination of monosaccharides, which exist predominantly in their cyclic form at equilibrium, using amine transaminase biocatalysts, providing access to a panel of amino alcohols in moderate to high conversion and isolated yield. A recently developed high-throughput colorimetric screen, employing o-xylylenediamine, was initially used to identify amine transaminase enzymes displaying this activity towards cyclic sugars and reactions were successfully scaled-up using isopropylamine.

Citation

Cairns, R., Gomm, A., Ryan, J., Clarke, T., Kulcinskaja, E., Butler, K., & O’Reilly, E. (2019). Conversion of aldoses to valuable ω-amino alcohols using amine transaminase biocatalysts. ACS Catalysis, 9(2), 1220-1223. https://doi.org/10.1021/acscatal.8b04564

Journal Article Type Article
Acceptance Date Dec 28, 2018
Online Publication Date Dec 28, 2018
Publication Date Jan 15, 2019
Deposit Date Jan 28, 2019
Publicly Available Date Mar 29, 2024
Journal ACS Catalysis
Electronic ISSN 2155-5435
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 9
Issue 2
Pages 1220-1223
DOI https://doi.org/10.1021/acscatal.8b04564
Public URL https://nottingham-repository.worktribe.com/output/1500662
Publisher URL https://pubs.acs.org/doi/10.1021/acscatal.8b04564

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