Biocatalytic Michael‐Type Additions of Acetaldehyde to Nitroolefins with the Proline‐Based Enzyme 4‐Oxalocrotonate Tautomerase Yielding Enantioenriched γ‐Nitroaldehydes. Issue 43 (24th September 2013)

• Record Type: Journal Article
• Authors: Geertsema, Edzard M.; Miao, Yufeng; Tepper, Pieter G.; de Haan, Pim; Zandvoort, Ellen; Poelarends, Gerrit J.
• Is Part Of: Chemistry. Volume 19:Issue 43(2013)
• Page Start: 14407
• Page End: 14410
• Publication Date: 2013-09-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201302351
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Call me Michaelase</bold>: The enzyme 4‐oxalocrotonate tautomerase (4‐OT) promiscuously catalyzes the Michael‐type addition of acetaldehyde to a collection of aromatic and aliphatic nitroolefins with high stereoselectivity producing precursors of γ‐aminobutyric acid (GABA) analogues (see scheme).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3tqh8s" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>