On the substrate- and stereospecificity of the plant carotenoid cleavage dioxygenase 7

FEBS Lett. 2014 May 2;588(9):1802-7. doi: 10.1016/j.febslet.2014.03.041. Epub 2014 Mar 28.

Abstract

Strigolactones are phytohormones synthesized from carotenoids via a stereospecific pathway involving the carotenoid cleavage dioxygenases 7 (CCD7) and 8. CCD7 cleaves 9-cis-β-carotene to form a supposedly 9-cis-configured β-apo-10'-carotenal. CCD8 converts this intermediate through a combination of yet undetermined reactions into the strigolactone-like compound carlactone. Here, we investigated the substrate and stereo-specificity of the Arabidopsis and pea CCD7 and determined the stereo-configuration of the β-apo-10'-carotenal intermediate by using Nuclear Magnetic Resonance Spectroscopy. Our data unequivocally demonstrate the 9-cis-configuration of the intermediate. Both CCD7s cleave different 9-cis-carotenoids, yielding hydroxylated 9-cis-apo-10'-carotenals that may lead to hydroxylated carlactones, but show highest affinity for 9-cis-β-carotene.

Keywords: Apocarotenoid; Carlactone; Carotenoid; Carotenoid cleavage dioxygenase; Strigolactone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabidopsis / enzymology*
  • Arabidopsis Proteins
  • Carotenoids / chemistry
  • Dioxygenases / chemistry*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Pisum sativum / enzymology*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Arabidopsis Proteins
  • Carotenoids
  • CCD7 protein, Arabidopsis
  • Dioxygenases