Plant science. Morphinan biosynthesis in opium poppy requires a P450-oxidoreductase fusion protein

Science. 2015 Jul 17;349(6245):309-12. doi: 10.1126/science.aab1852. Epub 2015 Jun 25.

Abstract

Morphinan alkaloids from the opium poppy are used for pain relief. The direction of metabolites to morphinan biosynthesis requires isomerization of (S)- to (R)-reticuline. Characterization of high-reticuline poppy mutants revealed a genetic locus, designated STORR [(S)- to (R)-reticuline] that encodes both cytochrome P450 and oxidoreductase modules, the latter belonging to the aldo-keto reductase family. Metabolite analysis of mutant alleles and heterologous expression demonstrate that the P450 module is responsible for the conversion of (S)-reticuline to 1,2-dehydroreticuline, whereas the oxidoreductase module converts 1,2-dehydroreticuline to (R)-reticuline rather than functioning as a P450 redox partner. Proteomic analysis confirmed that these two modules are contained on a single polypeptide in vivo. This modular assembly implies a selection pressure favoring substrate channeling. The fusion protein STORR may enable microbial-based morphinan production.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Benzylisoquinolines / chemistry
  • Benzylisoquinolines / metabolism*
  • Cytochrome P-450 Enzyme System / genetics
  • Cytochrome P-450 Enzyme System / metabolism*
  • Genetic Loci
  • Isoquinolines / chemistry
  • Isoquinolines / metabolism*
  • Molecular Sequence Data
  • Morphinans / chemistry
  • Morphinans / metabolism*
  • Mutation
  • Oxidation-Reduction
  • Papaver / enzymology*
  • Papaver / genetics
  • Plant Proteins / genetics
  • Plant Proteins / metabolism*
  • Quaternary Ammonium Compounds / chemistry
  • Quaternary Ammonium Compounds / metabolism*

Substances

  • Benzylisoquinolines
  • Isoquinolines
  • Morphinans
  • Plant Proteins
  • Quaternary Ammonium Compounds
  • Cytochrome P-450 Enzyme System
  • reticuline

Associated data

  • GENBANK/KP998574