Enzyme Catalytic Efficiencies and Relative Gene Expression Levels of (R)-Linalool Synthase and (S)-Linalool Synthase Determine the Proportion of Linalool Enantiomers in Camellia sinensis var. sinensis

J Agric Food Chem. 2020 Sep 16;68(37):10109-10117. doi: 10.1021/acs.jafc.0c04381. Epub 2020 Sep 2.

Abstract

Linalool is abundant in tea leaves and contributes greatly to tea aroma. The two isomers of linalool, (R)-linalool and (S)-linalool, exist in tea leaves. Our study found that (R)-linalool was the minor isomer in nine of Camellia sinensis var. sinensis cultivars. The (R)-linalool synthase of tea plant CsRLIS was identified subsequently. It is a chloroplast-located protein and specifically catalyzes the formation of (R)-linalool in vitro and in vivo. CsRLIS was observed to be a stress-responsive gene and caused the accumulation of internal (R)-linalool during oolong tea manufacture, mechanical wounding, and insect attack. Further study demonstrated that the catalytic efficiency of CsRLIS was much lower than that of (S)-linalool synthase CsSLIS, which might explain the lower (R)-linalool proportion in C. sinensis var. sinensis cultivars. The relative expression levels of CsRLIS and CsSLIS may also affect the (R)-linalool proportions among C. sinensis var. sinensis cultivars. This information will help us understand differential distributions of chiral aroma compounds in tea.

Keywords: Camellia sinensis; aroma; chirality; enzyme kinetics; linalool; stresses; tea; volatile.

MeSH terms

  • Acyclic Monoterpenes / chemistry*
  • Acyclic Monoterpenes / metabolism
  • Biocatalysis
  • Camellia sinensis / chemistry
  • Camellia sinensis / enzymology*
  • Camellia sinensis / genetics
  • Camellia sinensis / metabolism
  • Chloroplasts / enzymology
  • Chloroplasts / genetics
  • Chloroplasts / metabolism
  • Hydro-Lyases / chemistry
  • Hydro-Lyases / genetics
  • Hydro-Lyases / metabolism*
  • Odorants / analysis
  • Plant Proteins / chemistry
  • Plant Proteins / genetics
  • Plant Proteins / metabolism*
  • Stereoisomerism
  • Tea / chemistry

Substances

  • Acyclic Monoterpenes
  • Plant Proteins
  • Tea
  • linalool
  • Hydro-Lyases
  • S-linalool synthase