In vitro reconstitution of the catabolic reactions catalyzed by PcaHG, PcaB, and PcaL: the protocatechuate branch of the β-ketoadipate pathway in Rhodococcus jostii RHA1

Biosci Biotechnol Biochem. 2015;79(5):830-5. doi: 10.1080/09168451.2014.993915. Epub 2015 Jan 3.

Abstract

The β-ketoadipate pathway is a major pathway involved in the catabolism of the aromatic compounds in microbes. The recent progress in genome sequencing has led to a rapid accumulation of genes from the β-ketoadipate pathway in the available genetic database, yet the functions of these genes remain uncharacterized. In this study, the protocatechuate branch of the β-ketoadipate pathway of Rhodococcus jostii was reconstituted in vitro. Analysis of the reaction products of PcaHG, PcaB, and PcaL was achieved by high-performance liquid chromatography. These reaction products, β-ketoadipate enol-lactone, 3-carboxy-cis,cis-muconate, γ-carboxymuconolactone, muconolactone, and β-ketoadipate, were further characterized using LC-MS and nuclear magnetic resonance. In addition, the in vitro reaction of PcaL, a bidomain protein consisting of γ-carboxy-muconolactone decarboxylase and β-ketoadipate enol-lactone hydrolase activities, was demonstrated for the first time. This work provides a basis for analyzing the catalytic properties of enzymes involved in the growing number of β-ketoadipate pathways deposited in the genetic database.

Keywords: Rhodococcus jostii RHA1; protocatechuate; β-ketoadipate pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adipates / analysis
  • Adipates / metabolism
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism*
  • Carboxy-Lyases / metabolism
  • Carboxylic Ester Hydrolases / metabolism
  • Catalysis
  • Chromatography, High Pressure Liquid
  • Lactones / metabolism
  • Magnetic Resonance Spectroscopy
  • Metabolic Networks and Pathways
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Rhodococcus / genetics
  • Rhodococcus / metabolism*
  • Sorbic Acid / analogs & derivatives
  • Sorbic Acid / metabolism
  • Spectrometry, Mass, Electrospray Ionization
  • Tricarboxylic Acids / metabolism

Substances

  • 3-carboxymuconate
  • Adipates
  • Bacterial Proteins
  • Lactones
  • Recombinant Proteins
  • Tricarboxylic Acids
  • carboxymuconolactone
  • 3-oxoadipic acid
  • muconolactone
  • Carboxylic Ester Hydrolases
  • 3-oxoadipate enol-lactonase
  • Carboxy-Lyases
  • 4-carboxymuconolactone decarboxylase
  • Sorbic Acid