Plant Biotechnology
Online ISSN : 1347-6114
Print ISSN : 1342-4580
Original Papers
Substrate-enantiomer selectivity of matairesinol O-methyltransferases
Safendrri Komara RagamustariMasaomi YamamuraEiichiro OnoTakefumi HattoriShiro SuzukiHideyuki SuzukiDaisuke ShibataToshiaki Umezawa
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2014 Volume 31 Issue 3 Pages 257-267

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Abstract

Previously we reported a cDNA encoding an O-methyltransferase (OMT) responsible for the O-methylation of matairesinol to afford arctigenin in Carthamus tinctorius. However, the regioselectivity and stereoselectivity of its reaction are not yet well understood. In this paper, we report the characterization and comparison of three matairesinol OMTs (MROMTs) encoded by cDNAs isolated from C. tinctorius (CtMROMT), Anthriscus sylvestris (AsMROMT), and Forsythia koreana (FkMROMT). Although they shared matairesinol as a substrate, each recombinant MROMT showed different catalytic behavior. AsMROMT and CtMROMT methylated matairesinol’s hydroxyl group at the C4′ position giving rise to arctigenin, while FkMROMT methylated the C4 position hydroxyl group giving rise to isoarctigenin. Analysis of the enantiomeric composition of products from racemic matairesinol showed all OMT reactions to be highly selective in terms of the substrate enantiomers and only use the (−)-enantiomer as the substrate.

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© 2014 by Japanese Society for Plant Cell and Molecular Biology
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