Microsomal carbonyl reductase responsible for reduction of 4-phenyl-3-buten-2-one in rats

IUBMB Life. 1999 Nov;48(5):543-7. doi: 10.1080/713803550.

Abstract

trans-4-Phenyl-3-buten-2-one (PBO), a flavoring additive, was transformed to the carbonyl-reduced product, trans-4-phenyl-3-buten-2-ol (PBOL) by rat liver microsomes, but not by liver cytosol, in the presence of NADH or NADPH. PBOL formed was identified by comparison with an authentic sample. The reductase activity was not inhibited by quercitrin, an inhibitor of cytosolic carbonyl reductase. The carbonyl reduction product of PBO by liver microsomes was identified as the R-enantiomer of PBOL by HPLC analysis. Rat blood also exhibited the carbonyl reductase activity in the presence of NADH or NADPH, but to a lesser extent.

MeSH terms

  • Alcohol Oxidoreductases / metabolism*
  • Aldehyde Reductase
  • Aldo-Keto Reductases
  • Animals
  • Butanones / metabolism*
  • Flavoring Agents / metabolism
  • Food Additives / metabolism
  • Male
  • Microsomes, Liver / enzymology*
  • NAD / metabolism
  • NADP / metabolism
  • Oxidation-Reduction
  • Rats
  • Rats, Wistar
  • Stereoisomerism

Substances

  • Butanones
  • Flavoring Agents
  • Food Additives
  • NAD
  • NADP
  • benzylideneacetone
  • Alcohol Oxidoreductases
  • Aldo-Keto Reductases
  • Aldehyde Reductase