Exploring the Substrate Scope and Catalytic Promiscuity of Nitroreductase‐like Enzymes

Alex Prats Luján, Mohammad Faizan Bhat, Saravanan Thangavelu*, Gerrit Poelarends*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

1 Citation (Scopus)

Abstract

Flavin-dependent nitroreductases are gaining attention as biocatalysts for the synthesis of pharmaceutically active compounds and their precursors. Here, we examined a panel of nitroreductase-like flavoenzymes for their reductase activity towards a wide variety of aromatic and aliphatic nitro compounds, nitroolefins, and α,β-unsaturated carbonyl compounds. Several of these flavoenzymes displayed high reductase activity and achieved excellent conversion of diverse nitroarenes, nitroolefins and α,β-unsaturated carbonyl compounds, accomplishing good product yields in semi-preparative scale reactions (up to 97%). In addition to the catalytic promiscuity of several of these flavoenzymes, being able to perform the reduction of nitro groups (nitroreductase activity) as well as C=C groups (ene-reductase activity), this study also revealed that some flavoenzymes exhibit high chemo-, regio- and/or enantioselectivity, making them attractive enzymes for use in organic synthesis.
Original languageEnglish
Pages (from-to)4679-4687
Number of pages19
JournalAdvanced Synthesis & Catalysis
Volume366
Issue number22
Early online date29-Aug-2024
DOIs
Publication statusPublished - 19-Nov-2024

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