Chemoenzymatic synthesis of the chiral side-chain of statins: application of an alcohol dehydrogenase catalysed ketone reduction on a large scale
Wolberg, M; Filho, MV; Bode, S; Geilenkirchen, P; Feldmann, R; Liese, A; Hummel, W; Müller, M
HERO ID
1071039
Reference Type
Journal Article
Year
2008
Language
English
PMID
| HERO ID | 1071039 |
|---|---|
| In Press | No |
| Year | 2008 |
| Title | Chemoenzymatic synthesis of the chiral side-chain of statins: application of an alcohol dehydrogenase catalysed ketone reduction on a large scale |
| Authors | Wolberg, M; Filho, MV; Bode, S; Geilenkirchen, P; Feldmann, R; Liese, A; Hummel, W; Müller, M |
| Journal | Bioprocess and Biosystems Engineering |
| Volume | 31 |
| Issue | 3 |
| Page Numbers | 183-191 |
| Abstract | The chemoenzymatic synthesis of the tert-butyl (S)-6-chloro-5-hydroxy-3-ketohexanoate is described. Our approach relies on a highly regio- and enantioselective reduction of a beta,delta-diketohexanoate ester catalysed by NADP(H)-dependent alcohol dehydrogenase of Lactobacillus brevis (LBADH). A detailed description of the scale-up of the enzymatic synthesis of the hydroxyketo ester is given which includes a scale-up of the substrate synthesis as well, i.e. the preparation of diketo ester on a 100 g scale. Furthermore, studies directed towards improving the co-catalyst [NADP(H)] consumption of the enzymatic key step by kinetic studies and application of a biphasic reaction medium were performed. |
| Doi | 10.1007/s00449-008-0205-9 |
| Pmid | 18288496 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
| Is Qa | No |