Abstract
Biotransformation of 3-substituted and 2,5-disubstituted phenols, using whole cells of P. putida UV4, yielded cyclohexenone cis-diols as single enantiomers; their structures and absolute configurations have been determined by NMR and ECD spectroscopy, X-ray crystallography, and stereochemical correlation involving a four step chemoenzymatic synthesis from the corresponding cis-dihydrodiol metabolites. An active site model has been proposed, to account for the formation of enantiopure cyclohexenone cis-diols with opposite absolute configurations.
Original language | English |
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Pages (from-to) | 6217-6229 |
Number of pages | 13 |
Journal | Organic and Biomolecular Chemistry |
Volume | 10 |
Issue number | 30 |
Early online date | 19 Mar 2012 |
DOIs | |
Publication status | Published - 2012 |
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Biochemistry