Microbial deracemisation of N-(1-hydroxy-1-phenylethyl)benzamide |
| |
| Institution: | 1. Department of Systems Biology & Bioinformatics, University of Rostock, Rostock, Germany;2. Oscar-Langendorff-Institute of Physiology, Rostock University Medical Center, Rostock, Germany;3. Stellenbosch Institute for Advanced Study (STIAS), Wallenberg Research Centre at Stellenbosch University, Stellenbosch, South Africa;1. Department of Biology, National and Kapodistrian University of Athens, Panepistimioupolis, Athens 15784, Greece;2. Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimioupolis, Athens 15771, Greece |
| |
| Abstract: | Microbial deracemisation of racemic N-(1-hydroxy-1-phenylethyl)benzamide to give the (R)-enantiomer is described using whole cells of Cunninghamella echinulata NRRL 1384. The deracemisation involves fast highly (S)-selective oxidation followed by slower partially (S)-selective reduction of the intermediate ketone. The yield and ee of (R)-N-(1-hydroxy-1-phenylethyl)benzamide were optimised (82%, 98% ee) by removal of a competing extracellular amidase/protease activity by using static cells at pH 5. Use of the protease inhibitor PMSF with growing cells leads to a slower deracemisation (82% ee) but a very high (98%) overall recovery of alcohol and ketone. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
