Abstract
The asymmetric reduction of aliphatic acyclic ketones (C4-C10substrates) is efficiently achieved by using alcohol dehydrogenase from Thermoanaerobium brockii either as a homogeneous, heat-treated, cell-free extract or following immobilization on a solid support. Both methods are superior to the use of whole-cell fermentation. The experimental conditions for working with TBADH were studied and optimized in order to improve reaction rates and the optical purity of the product. An interesting substrate size-induced reversal of stereoselectivity was observed. The smaller substrates (methyl ethyl, methyl isopropyl, or methyl cyclopropyl ketones) are reduced to R alcohols, whereas the higher ketones form the S enantiomer.
Original language | English (US) |
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Pages (from-to) | 162-169 |
Number of pages | 8 |
Journal | Journal of the American Chemical Society |
Volume | 108 |
Issue number | 1 |
DOIs | |
State | Published - 1986 |
ASJC Scopus subject areas
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry