Biocatalytic enantioselective hydroaminations enabling synthesis ofN-arylalkyl-substitutedl-aspartic acids

dc.contributor.author Abidin, Mohammad Z.
dc.contributor.author Saravanan, Thangavelu
dc.contributor.author Bothof, Laura
dc.contributor.author Tepper, Pieter G.
dc.contributor.author Thunnissen, Andy Mark W.H.
dc.contributor.author Poelarends, Gerrit J.
dc.date.accessioned 2022-03-27T08:55:26Z
dc.date.available 2022-03-27T08:55:26Z
dc.date.issued 2021-08-07
dc.description.abstract N-Substitutedl-aspartic acids are important chiral building blocks for pharmaceuticals and food additives. Here we report the asymmetric synthesis of variousN-arylalkyl-substitutedl-aspartic acids using ethylenediamine-N,N′-disuccinic acid lyase (EDDS lyase) as a biocatalyst. This C-N lyase shows a broad non-natural amine substrate scope and outstanding enantioselectivity, allowing the efficient addition of structurally diverse arylalkylamines to fumarate to afford the correspondingN-arylalkyl-substitutedl-aspartic acids in good isolated yield (up to 79%) and with excellent enantiopurity ( > 99% ee). These results further demonstrate that C-N lyases working in reverse constitute an extremely powerful synthetic tool to prepare difficult noncanonical amino acids.
dc.identifier.citation Organic and Biomolecular Chemistry. v.19(29)
dc.identifier.issn 14770520
dc.identifier.uri 10.1039/d1ob00748c
dc.identifier.uri http://xlink.rsc.org/?DOI=D1OB00748C
dc.identifier.uri https://dspace.uohyd.ac.in/handle/1/12091
dc.title Biocatalytic enantioselective hydroaminations enabling synthesis ofN-arylalkyl-substitutedl-aspartic acids
dc.type Journal. Article
dspace.entity.type
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