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Chiral phenylglycinol is a very important chemical in the pharmaceutical manufacturing. Current methods for synthesis of chiral phenylglycinol often suffered from unsatisfied selectivity, low product yield and using the non-renewable resourced substrates, then the synthesis of chiral phenylglycinol remain a grand challenge. Design and construction of synthetic microbial consortia is a promising strategy to convert bio-based materials into high value-added chiral compounds. In this study, we reported a six-step artificial cascade biocatalysis system for conversion of bio-based  l -phenylalanine into chiral phenylglycinol. This system was designed using a microbial consortium including two engineered recombinant  Escherichia coli  cell modules, one recombinant  E. coli  cell module co-expressed six different enzymes (phenylalanine ammonia lyase/ferulic acid decarboxylase/phenylacrylic acid decarboxylase/styrene monooxygenase/epoxide hydrolase/alcohol dehydrogenase) for efficient conversion of  l -phenylalanine into 2-hydroxyacetophenone. The second recombinant  E. coli  cell module expressed an ( R )-ω-transaminase or co-expressed the ( S )-ω-transaminase, alanine dehydrogenase and glucose dehydrogenase for conversion of 2-hydroxyacetophenone into ( S )- or ( R )-phenylglycinol, respectively. Combining the two engineered  E .  coli  cell modules, after the optimization of bioconversion conditions (including pH, temperature, glucose concentration, amine donor concentration and cell ratio),  l -phenylalanine could be easily converted into ( R )-phenylglycinol and ( S )-phenylglycinol with up to 99% conversion and &gt; 99%  ee . Preparative scale biotransformation was also conducted on 100-mL scale, ( S )-phenylglycinol and ( R )-phenylglycinol could be obtained in 71.0% and 80.5% yields, &gt; 99%  ee , and 5.19 g/L d and 4.42 g/L d productivity, respectively. The salient features of this biocatalytic cascade system are good yields, excellent  ee , mild reaction condition and no need for additional cofactor (NADH/NAD + ), provide a practical biocatalytic method for sustainable synthesis of ( S )-phenylglycinol and ( R )-phenylglycinol from bio-based L-phenylalanine.

One-pot synthesis of (R)- and (S)-phenylglycinol from bio-based l-phenylalanine by an artificial biocatalytic cascade