Characterization of 12-oxophytodienoic acid reductases from rose-scented geranium (pelargonium graveolens)

Miu Iijima, Hiromichi Kenmoku, Hironobu Takahashi, Jung Bum Lee, Masao Toyota, Yoshinori Asakawa, Fumiya Kurosaki, Futoshi Taura*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

Pelargonium graveolens L'Hér, also referred to as rose geranium, is a popular herbal plant with typical rosy fragrance largely based on the blend of monoterpenoid constituents. Among them, citronellol, which is biosynthesized from geraniol via double bond reduction, is the most abundant scent compound. In this study, three 12-oxophytodienoic acid reductases (PgOPR1-3) have been cloned from P. graveolens, as possible candidates for the double-bond reductase involved in citronellol biosynthesis. The bacterially expressed recombinant PgOPRs did not reduce geraniol to citronellol, but stereoselectively converted citral into (S)-citronellal in the presence of NADPH. Thus, the α,β-unsaturated carbonyl moiety in the substrate is essential for the catalytic activity of PgOPRs, as reported for OPRs from other plants and structurally related yeast old yellow enzymes. PgOPRs promiscuously accepted linear and cyclic α,β- unsaturated carbonyl substrates, including methacrolein, a typical reactive carbonyl compound. The possible biotechnological applications for PgOPRs in plant metabolic engineering, based on their catalytic properties, are discussed herein.

Original languageEnglish
Pages (from-to)1775-1782
Number of pages8
JournalNatural Product Communications
Volume11
Issue number12
DOIs
StatePublished - 2016/12

Keywords

  • 12-Oxophytodienoic acid reductase
  • Monoterpene biosynthesis
  • Pelargonium graveolens
  • Reactive carbonyl species
  • Substrate specificity

ASJC Scopus subject areas

  • Pharmacology
  • Plant Science
  • Drug Discovery
  • Complementary and alternative medicine

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