title: Synthesis of d- and l-Phenylalanine Derivatives by Phenylalanine Ammonia Lyases: A Multienzymatic Cascade Process.
abstract: The synthesis of substituted d-phenylalanines in high yield and excellent optical purity, starting from inexpensive cinnamic acids, has been achieved with a novel one-pot approach by coupling phenylalanine ammonia lyase (PAL) amination with a chemoenzymatic deracemization (based on stereoselective oxidation and nonselective reduction). A simple high-throughput solid-phase screening method has also been developed to identify PALs with higher rates of formation of non-natural d-phenylalanines. The best variants were exploited in the chemoenzymatic cascade, thus increasing the yield and ee value of the d-configured product. Furthermore, the system was extended to the preparation of those l-phenylalanines which are obtained with a loweevalue using PAL amination.
authors.affiliation: Manchester Institute of Biotechnology and School of Chemistry, University of Manchester, 131 Princess Street, M1 7DN, Manchester (UK).
authors.forename: Fabio
authors.initials: F
authors.lastname: Parmeggiani
authors.affiliation: Manchester Institute of Biotechnology and School of Chemistry, University of Manchester, 131 Princess Street, M1 7DN, Manchester (UK).
authors.forename: Sarah L
authors.initials: SL
authors.lastname: Lovelock
authors.affiliation: Manchester Institute of Biotechnology and School of Chemistry, University of Manchester, 131 Princess Street, M1 7DN, Manchester (UK).
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Weise
authors.affiliation: Manchester Institute of Biotechnology and School of Chemistry, University of Manchester, 131 Princess Street, M1 7DN, Manchester (UK).
authors.forename: Syed T
authors.initials: ST
authors.lastname: Ahmed
authors.affiliation: Manchester Institute of Biotechnology and School of Chemistry, University of Manchester, 131 Princess Street, M1 7DN, Manchester (UK).
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Turner
keywords: Aminosäuren; Biokatalyse; Enzyme; Lyasen; Synthesemethoden