Identification of a Baeyer-Villiger monooxygenase sequence motif

FEBS Lett. 2002 May 8;518(1-3):43-7. doi: 10.1016/s0014-5793(02)02623-6.

Abstract

Baeyer-Villiger monooxygenases (BVMOs) form a distinct class of flavoproteins that catalyze the insertion of an oxygen atom in a C-C bond using dioxygen and NAD(P)H. Using newly characterized BVMO sequences, we have uncovered a BVMO-identifying sequence motif: FXGXXXHXXXW(P/D). Studies with site-directed mutants of 4-hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB suggest that this fingerprint sequence is critically involved in catalysis. Further sequence analysis showed that the BVMOs belong to a novel superfamily that comprises three known classes of FAD-dependent monooxygenases: the so-called flavin-containing monooxygenases (FMOs), the N-hydroxylating monooxygenases (NMOs), and the BVMOs. Interestingly, FMOs contain an almost identical sequence motif when compared to the BVMO sequences: FXGXXXHXXX(Y/F). Using these novel amino acid sequence fingerprints, BVMOs and FMOs can be readily identified in the protein sequence databank.

MeSH terms

  • Amino Acid Motifs
  • Amino Acid Sequence
  • Conserved Sequence
  • Flavoproteins / chemistry
  • Flavoproteins / genetics
  • Models, Chemical
  • Molecular Sequence Data
  • Mutation
  • Oxygenases / chemistry*
  • Oxygenases / genetics
  • Phylogeny
  • Sequence Homology, Amino Acid

Substances

  • Flavoproteins
  • Oxygenases
  • 4-hydroxyacetophenone monooxygenase
  • dimethylaniline monooxygenase (N-oxide forming)