Environmental Chemistry Letters

, Volume 4, Issue 3, pp 127–136

The meta-hydroxylation step in the phenylpropanoid pathway: a new level of complexity in the pathway and its regulation

  • Guillaume A. Schoch
  • Marc Morant
  • Nawroz Abdulrazzak
  • Carole Asnaghi
  • Simon Goepfert
  • Maike Petersen
  • Pascaline Ullmann
  • Danièle Werck-Reichhart
Review article

DOI: 10.1007/s10311-006-0062-1

Cite this article as:
Schoch, G.A., Morant, M., Abdulrazzak, N. et al. Environ Chem Lett (2006) 4: 127. doi:10.1007/s10311-006-0062-1

Abstract

Together in silico and genetic mining approaches have recently designated the CYP98 family of plant cytochromes P450 as the family of enzymes that catalyzes the meta-hydroxylation step in the phenylpropanoid pathway. This meta-hydroxylation is not catalyzed on the free p-coumaric acid as anticipated, but on its conjugates with shikimic, quinic, or phenyllactic acids. While all CYP98s have in common phenol meta-hydroxylase activity, p-coumaroylshikimate remains their preferred substrate. High expression of CYP98s is detected in lignifying tissues in stems, roots, and siliques. The CYP98A3 gene disruption in Arabidopsis thaliana leads to a drastic inhibition of lignin synthesis, cell growth, and plant development. The meta-hydroxylation of phenolic precursors is thus essential for higher plant development.

Isolation of coding sequences belonging to the CYP98 family from basil, wheat, and extensive functional analysis of the recombinant enzymes, together with CYP98s from other plant taxa, helps shedding some light on mechanisms of P450s evolution. Most importantly, the occurrence of the meta-hydroxylation on esters of shikimic or quinic acids introduces a new biochemical regulation mechanism in the phenylpropanoid pathway.

Keywords

Cytochrome P450CYP98Chlorogenic acidLigninAdaptation

Copyright information

© Springer-Verlag 2006

Authors and Affiliations

  • Guillaume A. Schoch
    • 1
  • Marc Morant
    • 1
    • 2
  • Nawroz Abdulrazzak
    • 1
  • Carole Asnaghi
    • 1
  • Simon Goepfert
    • 1
  • Maike Petersen
    • 3
  • Pascaline Ullmann
    • 1
  • Danièle Werck-Reichhart
    • 1
  1. 1.Department of Plant Metabolic Responses, CNRS-UPR 2357Université Louis PasteurStrasbourgFrance
  2. 2.Department of Plant BiologyThe Royal Veterinary and Agricultural UniversityFrederiksberg CDenmark
  3. 3.Institut fur Pharmazeutische BiologiePhilipps-Universitaet MarburgMarburgGermany