Abstract
Epoxidation of unsaturated fatty acids by unspecific peroxygenases (UPOs) of the best-known long-UPO subfamily, including the Agrocybe aegerita (AaeUPO) and Coprinopsis cinerea enzymes, is reported...
Highlights
Together with nonfood carbohydrates and proteins, plant oils are renewable feedstocks for biorefineries in a future biobased economy
Experimental reactions with unsaturated fatty acids were first carried out employing two long unspecific peroxygenases (UPOs), wild AaeUPO purified from fungal cultures[49] and rCciUPO only known as a recombinant enzyme,[50] and the short Marasmius rotula UPO (MroUPO) obtained from E. coli,[44] for better comparison with variants produced in the same expression system
The observed enzyme and substrate specificities in epoxidation of unsaturated 18-carbon fatty acids by available members of the long-UPO and short-UPO subfamilies were rationalized by computational simulation and supported by site-directed mutagenesis
Summary
Together with nonfood carbohydrates and proteins, plant oils are renewable feedstocks for biorefineries in a future biobased economy. To carbohydrates, the first nonfood market of lipids is biofuel production,[1] but a better use of plant oils would be the production of biobased chemicals with larger added value.[2] In oil biorefinery applications, reactions often take place at the fatty-acid carboxyl group, e.g., for production of free fatty acids and their methyl esters, but interesting reactions can be produced at the alkyl chains, e.g., by introducing reactive epoxides of application in organic synthesis.[3,4]. Attempts to use milder and more efficient conditions include epoxidation catalyzed by acidic ionexchange resins and high-valence metals,[6] and specially, the chemoenzymatic lipase-H2O2 reaction discovered by Novo Nordisk[7,8]
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