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2.3.1.3.1.2 Designer Cells

DOI: 10.1055/sos-SD-215-00109

Faber, K.; Hall, M.Science of Synthesis: Biocatalysis in Organic Synthesis, (20152239.

The use of a recycling system with cells coexpressing the ene-reductase and the recycling enzyme can be combined with additional biocatalytic step(s), as shown in the synthesis of methyl 3-oxocyclohexanecarboxylate (30) (Scheme 17). The reaction starts with the P450-catalyzed regioselective oxidative C—H activation of methyl cyclohex-1-enecarboxylate (29), which leads over two steps to the α,β-unsaturated γ-oxo ester. The latter is subsequently reduced by a YqjM mutant to methyl 3-oxocyclohexanecarboxylate (30). Three hydride equivalents are required for the overall sequence, which are provided by the combination of NADP+/glucose with glucose dehydrogenase (GDH). An engineered E. coli host strain harboring both GDH and YqjM genes inserted in the genome was used, while the gene coding for P450-BM3 was inserted in a plasmid in the same host, thus eliminating the requirement for external biocatalyst sources.[‌86‌]

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