Purification and characterization of (2S)-flavanone 3-hydroxylase from Petunia hybrida

Eur J Biochem. 1986 May 2;156(3):569-77. doi: 10.1111/j.1432-1033.1986.tb09616.x.

Abstract

(2S)-Flavanone 3-hydroxylase from flowers of Petunia hybrida catalyses the conversion of (2S)-naringenin to (2R,3R)-dihydrokaempferol. The enzyme could be partially stabilized under anaerobic conditions in the presence of ascorbate. For purification, 2-oxoglutarate and Fe2+ had to be added to the buffers. The hydroxylase was purified about 200-fold by a six-step procedure with low recovery. The Mr of the enzyme was estimated by gel filtration to be about 74,000. The hydroxylase reaction has a pH optimum at pH 8.5 and requires as cofactors oxygen, 2-oxoglutarate, Fe2+ and ascorbate. With 2-oxo[1-14C]glutarate in the enzyme assay dihydrokaempferol and 14CO2 are formed in a molar ratio of 1:1. Catalase stimulates the reaction. The product was unequivocally identified as (+)-(2R,3R)-dihydrokaempferol. (2S)-Naringenin, but not the (2R)-enantiomer is a substrate of the hydroxylase. (2S)-Eriodictyol is converted to (2R,3R)-dihydroquercetin. In contrast, 5,7,3',4',5'-pentahydroxy-flavanone is not a substrate. Apparent Michaelis constants for (2S)-naringenin and 2-oxoglutarate were determined to be respectively 5.6 mumol X l-1 and 20 mumol X l-1 at pH 8.5. The Km for (2S)-eriodictyol is 12 mumol X l-1 at pH 8.0. Pyridine 2,4-dicarboxylate and 2,5-dicarboxylate are strong competitive inhibitors with respect to 2-oxoglutarate with Ki values of 1.2 mumol X l-1 and 40 mumol X l-1, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalase / pharmacology
  • Chromatography / methods
  • Coenzymes / metabolism
  • Electrophoresis, Polyacrylamide Gel
  • Hydrogen-Ion Concentration
  • Isoelectric Focusing
  • Ketoglutaric Acids / metabolism
  • Metals / pharmacology
  • Mixed Function Oxygenases / antagonists & inhibitors
  • Mixed Function Oxygenases / isolation & purification*
  • Mixed Function Oxygenases / metabolism
  • Molecular Weight
  • Mutation
  • Plants / enzymology*
  • Substrate Specificity

Substances

  • Coenzymes
  • Ketoglutaric Acids
  • Metals
  • Mixed Function Oxygenases
  • Catalase
  • flavanone 3-dioxygenase