Biocatalytic synthesis of dihydroxynaphthoic acids by cytochrome P450 CYP199A2

Biosci Biotechnol Biochem. 2009 Dec;73(12):2796-9. doi: 10.1271/bbb.90624. Epub 2009 Dec 7.

Abstract

CYP199A2, a bacterial P450 monooxygenase from Rhodopseudomonas palustris, was found to exhibit oxidation activity towards three hydroxynaphthoic acids. Whole cells of the recombinant Escherichia coli strain expressing CYP199A2 efficiently catalyzed the regioselective oxidation of 1-, 3-, and 6-hydroxy-2-naphthoic acids to produce 1,7-, 3,7-, and 6,7-dihydroxynaphthoic acid respectively. These results suggest that CYP199A2 might be a useful oxidation biocatalyst for the synthesis of dihydroxynaphthoic acids.

MeSH terms

  • Biocatalysis*
  • Chromatography, High Pressure Liquid
  • Cytochrome P-450 Enzyme System / metabolism*
  • Naphthols / chemistry
  • Naphthols / metabolism*
  • Rhodopseudomonas / enzymology

Substances

  • Naphthols
  • Cytochrome P-450 Enzyme System