Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes

J Biol Chem. 2003 Jul 25;278(30):27483-94. doi: 10.1074/jbc.M301330200. Epub 2003 May 2.

Abstract

A genetic analysis of the anthranilate pathway of quinaldine degradation was performed. A 23-kb region of DNA from Arthrobacter ilicis Rü61a was cloned into the cosmid pVK100. Although Escherichia coli clones containing the recombinant cosmid did not transform quinaldine, cosmids harboring the 23-kb region, or a 10.8-kb stretch of this region, conferred to Pseudomonas putida KT2440 the ability to cometabolically convert quinaldine to anthranilate. The 10.8-kb fragment thus contains the genes coding for quinaldine 4-oxidase (Qox), 1H-4-oxoquinaldine 3-monooxygenase, 1H-3-hydroxy-4-oxoquinaldine 2,4-dioxygenase, and N-acetylanthranilate amidase. The qoxLMS genes coding for the molybdopterin cytosine dinucleotide-(MCD-), FeSI-, FeSII-, and FAD-containing Qox were inserted into the expression vector pJB653, generating pKP1. Qox is the first MCD-containing enzyme to be synthesized in a catalytically fully competent form by a heterologous host, P. putida KT2440 pKP1; the catalytic properties and the UV-visible and EPR spectra of Qox purified from P. putida KT2440 pKP1 were essentially like those of wild-type Qox. This provides a starting point for the construction of protein variants of Qox by site-directed mutagenesis. Downstream of the qoxLMS genes, a putative gene whose deduced amino acid sequence showed 37% similarity to the cofactor-inserting chaperone XdhC was located. Additional open reading frames identified on the 23-kb segment may encode further enzymes (a glutamyl tRNA synthetase, an esterase, two short-chain dehydrogenases/reductases, an ATPase belonging to the AAA family, a 2-hydroxyhepta-2,4-diene-1,7-dioate isomerase/5-oxopent-3-ene-1,2,5-tricarboxylate decarboxylase-like protein, and an enzyme of the mandelate racemase group) and hypothetical proteins involved in transcriptional regulation, and metabolite transport.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Motifs
  • Amino Acid Sequence
  • Amino Acyl-tRNA Synthetases / metabolism
  • Animals
  • Arthrobacter / genetics*
  • Arthrobacter / metabolism*
  • Catalysis
  • Cloning, Molecular
  • Cosmids
  • DNA / metabolism
  • Electron Spin Resonance Spectroscopy
  • Electrophoresis, Polyacrylamide Gel
  • Gene Library
  • Kinetics
  • Metalloproteins / metabolism
  • Models, Genetic
  • Molecular Sequence Data
  • Molybdenum / metabolism
  • Multigene Family
  • Mutagenesis, Site-Directed
  • Nucleic Acid Hybridization
  • Open Reading Frames
  • Oxidoreductases / metabolism
  • Plasmids / metabolism
  • Protein Binding
  • Pseudomonas putida / metabolism
  • Quinaldines / metabolism*
  • Sequence Analysis, DNA
  • Sequence Homology, Amino Acid
  • Transcription, Genetic
  • Transfection
  • Ultraviolet Rays
  • ortho-Aminobenzoates / metabolism*

Substances

  • Metalloproteins
  • Quinaldines
  • ortho-Aminobenzoates
  • anthranilic acid
  • Molybdenum
  • DNA
  • 2-methylquinoline
  • Oxidoreductases
  • quinaldine oxidoreductase
  • Amino Acyl-tRNA Synthetases

Associated data

  • GENBANK/AJ537472