Identification and characterization of a rhamnosyltransferase involved in rutin biosynthesis in Fagopyrum esculentum (common buckwheat)

Biosci Biotechnol Biochem. 2018 Oct;82(10):1790-1802. doi: 10.1080/09168451.2018.1491286. Epub 2018 Jul 4.

Abstract

Rutin, a 3-rutinosyl quercetin, is a representative flavonoid distributed in many plant species, and is highlighted for its therapeutic potential. In this study, we purified uridine diphosphate-rhamnose: quercetin 3-O-glucoside 6″-O-rhamnosyltransferase and isolated the corresponding cDNA (FeF3G6″RhaT) from seedlings of common buckwheat (Fagopyrum esculentum). The recombinant FeF3G6″RhaT enzyme expressed in Escherichia coli exhibited 6″-O-rhamnosylation activity against flavonol 3-O-glucoside and flavonol 3-O-galactoside as substrates, but showed only faint activity against flavonoid 7-O-glucosides. Tobacco cells expressing FeF3G6″RhaT converted the administered quercetin into rutin, suggesting that FeF3G6″RhaT can function as a rhamnosyltransferase in planta. Quantitative PCR analysis on several organs of common buckwheat revealed that accumulation of FeF3G6″RhaT began during the early developmental stages of rutin-accumulating organs, such as flowers, leaves, and cotyledons. These results suggest that FeF3G6″RhaT is involved in rutin biosynthesis in common buckwheat.

Keywords: Common buckwheat; flavonoid biosynthesis; rhamnosyltransferase; rutin.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cloning, Molecular
  • Electrophoresis, Polyacrylamide Gel
  • Fagopyrum / enzymology
  • Fagopyrum / metabolism*
  • Hexosyltransferases / genetics
  • Hexosyltransferases / isolation & purification
  • Hexosyltransferases / metabolism*
  • Phenols / metabolism
  • Polymerase Chain Reaction
  • Rutin / biosynthesis*
  • Seedlings / enzymology
  • Sequence Analysis, RNA
  • Substrate Specificity

Substances

  • Phenols
  • Rutin
  • Hexosyltransferases