Abstract
An enzymatic one-pot process for asymmetric transformation of prochiral ketoximes into alcohols or amines was developed by sequential coupling of a laccase-catalyzed deoximation either with a ketone reduction (ketoreductase, KRED) or bioamination (ω-transaminase, ω-TA) in aqueous medium. An accurate selection of biocatalysts provided the corresponding products in excellent enantiomeric excesses and overall conversions ranging from 83 to >99 % for alcohols and 70 to >99 % for amines. Likewise, the employment of exclusively 1 % (w/w) of Cremophor®, a polyethoxylated castor oil, as co-solvent enabled to reach concentrations up to 100 mM in the chiral alcohols cascade.
Original language | English |
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Pages (from-to) | 1272-1277 |
Number of pages | 6 |
Journal | ChemCatChem |
Volume | 11 |
Issue number | 4 |
DOIs | |
Publication status | Published - 20 Feb 2019 |
Keywords
- alcohol dehydrogenase
- enzymatic cascade
- one-pot reaction
- oxime
- transaminase
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry