Development of Continuous Flow Systems to Access Secondary Amines Through Previously Incompatible Biocatalytic Cascades
AuthorsMattey, Ashley P.; orcid: 0000-0002-6564-7150
Ford, Grayson J.
Marshall, James R.
Palmer, Ryan B.
Turner, Nicholas J.; orcid: 0000-0002-8708-0781
Cosgrove, Sebastian C.; orcid: 0000-0001-9541-7201; email: firstname.lastname@example.org
Flitsch, Sabine L.; orcid: 0000-0003-3974-646X; email: Sabine.email@example.com
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AbstractAbstract: A key aim of biocatalysis is to mimic the ability of eukaryotic cells to carry out multistep cascades in a controlled and selective way. As biocatalytic cascades get more complex, reactions become unattainable under typical batch conditions. Here a number of continuous flow systems were used to overcome batch incompatibility, thus allowing for successful biocatalytic cascades. As proof‐of‐principle, reactive carbonyl intermediates were generated in situ using alcohol oxidases, then passed directly to a series of packed‐bed modules containing different aminating biocatalysts which accordingly produced a range of structurally distinct amines. The method was expanded to employ a batch incompatible sequential amination cascade via an oxidase/transaminase/imine reductase sequence, introducing different amine reagents at each step without cross‐reactivity. The combined approaches allowed for the biocatalytic synthesis of the natural product 4O‐methylnorbelladine.
DescriptionFrom Wiley via Jisc Publications Router
History: received 2021-03-17, rev-recd 2021-04-12, pub-electronic 2021-05-19
Article version: VoR
Publication status: Published
Funder: Biotechnology and Biological Sciences Research Council; Id: http://dx.doi.org/10.13039/501100000268; Grant(s): BB/ L013762/1, BB/M027791/1, BB/M02903411, BB/ M028836/1
Funder: H2020 European Research Council; Grant(s): 788231-ProgrES-ERC-2017-ADG