Title: Conversion of Aldoses to Valuable ω-Amino Alcohols Using Amine Transaminase Biocatalysts

Authors (7): K. Butler, R. Cairns, T. Clarke, A. Gomm, E. Kulcinskaja, E. O'Reilly, J. Ryan

Themes: Biocatalysis (2019)

DOI: 10.1021/acscatal.8b04564

Citations: 15

Pub type: article-journal

Publisher: American Chemical Society (ACS)

Issue: 2

License:

Publication date(s): 2019/02 (print) 2018/12/28 (online)

Pages: 1220-1223

Volume: 9 Issue: 2

Journal: ACS Catalysis

Link: https://pubs.acs.org/doi/pdf/10.1021/acscatal.8b04564

URL: http://dx.doi.org/10.1021/acscatal.8b04564

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 toward cyclic sugars, and reactions were successfully scaled up using isopropylamine.

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