The path from β-carotene to carlactone, a strigolactone-like plant hormone

Science. 2012 Mar 16;335(6074):1348-51. doi: 10.1126/science.1218094.

Abstract

Strigolactones, phytohormones with diverse signaling activities, have a common structure consisting of two lactones connected by an enol-ether bridge. Strigolactones derive from carotenoids via a pathway involving the carotenoid cleavage dioxygenases 7 and 8 (CCD7 and CCD8) and the iron-binding protein D27. We show that D27 is a β-carotene isomerase that converts all-trans-β-carotene into 9-cis-β-carotene, which is cleaved by CCD7 into a 9-cis-configured aldehyde. CCD8 incorporates three oxygens into 9-cis-β-apo-10'-carotenal and performs molecular rearrangement, linking carotenoids with strigolactones and producing carlactone, a compound with strigolactone-like biological activities. Knowledge of the structure of carlactone will be crucial for understanding the biology of strigolactones and may have applications in combating parasitic weeds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabidopsis / genetics
  • Arabidopsis / metabolism*
  • Arabidopsis Proteins / genetics
  • Arabidopsis Proteins / metabolism
  • Biosynthetic Pathways
  • Carotenoids / chemistry
  • Carotenoids / metabolism
  • Dioxygenases / genetics
  • Dioxygenases / metabolism
  • Germination
  • Isomerases / genetics
  • Isomerases / metabolism
  • Lactones / chemistry
  • Lactones / metabolism*
  • Lactones / pharmacology
  • Molecular Structure
  • Mutation
  • Oryza / genetics
  • Oryza / metabolism*
  • Phenotype
  • Pisum sativum / genetics
  • Pisum sativum / metabolism*
  • Plant Growth Regulators / biosynthesis*
  • Plant Growth Regulators / chemistry
  • Plant Proteins / genetics
  • Plant Proteins / metabolism
  • Stereoisomerism
  • Striga / growth & development
  • beta Carotene / metabolism*

Substances

  • Arabidopsis Proteins
  • GR24 compound
  • Lactones
  • Plant Growth Regulators
  • Plant Proteins
  • beta-apo-10'-carotenal
  • carlactone
  • beta Carotene
  • Carotenoids
  • CCD7 protein, Arabidopsis
  • CCD8 protein, Arabidopsis
  • Dioxygenases
  • D27 isomerase, Oryza sativa
  • Isomerases