Biocatalytic Michael-Type Additions of Acetaldehyde to Nitroolefins with the Proline-Based Enzyme 4-Oxalocrotonate Tautomerase Yielding Enantioenriched γ-Nitroaldehydes
- Geertsema, Edzard M.
- Miao, Yufeng
- Tepper, Pieter G.
- de Haan, Pim
- Zandvoort, Ellen
- Poelarends, Gerrit J.
Publication date
October 2013
DOIAbstract
Call me Michaelase: The enzyme 4-oxalocrotonate tautomerase (4-OT) promiscuously catalyzes the Michael-type addition of acetaldehyde to a collection of aromatic and aliphatic nitro-olefins with high stereoselectivity producing precursors of g-aminobutyric acid (GABA) analogues (see scheme).</p
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