Degradation of 3-phenoxybenzoic acid by a filamentous fungus Aspergillus oryzae M-4 strain with self-protection transformation

Appl Microbiol Biotechnol. 2016 Nov;100(22):9773-9786. doi: 10.1007/s00253-016-7847-3. Epub 2016 Sep 27.

Abstract

A novel filamentous fungus M-4 strain was isolated from soy sauce koji and identified as Aspergillus oryzae (Collection number: CGMCC 11645) on the basis of morphological characteristics and internal transcribed spacer sequence. M-4 could degrade 80.62 % of 3-phenoxybenzoic acid (3-PBA; 100 mg L-1) within 5 days. 3-PBA degradation occurred in accordance with first-order kinetics. The degradation metabolites of 3-PBA were identified through high-performance liquid chromatography-mass spectrometry (HPLC-MS). Relevant enzymatic activities and substrate utilization were also investigated, which indicated that M-4 could effectively degrade the intermediates of 3-PBA. Base on analysis of these metabolites, a novel biochemical pathway for the degradation of 3-PBA was proposed. There exists a mutual transformation between 3-phenoxy-benzyl alcohol and 3-PBA, which was firstly reported about the degradation of 3-PBA and may be attributed to self-protection transformation of M-4; subsequently, 3-PBA was gradually transformed into phenol, 3-hydroxy-5-phenoxy benzoic acid, protocatechuic acid and gallic acid. The safety of M-4 was evaluated via an acute toxicity test in vivo. The biodegradation ability of M-4 without toxic effects reveals that this fungus may be likely to be used for eliminating 3-PBA from contaminated environment or fermented foods.

Keywords: 3-phenoxy-benzyl alcohol; 3-phenoxybenzoic acid; Aspergillus oryzae M-4 strain; Biodegradation; Self-protection; Soy sauce koji.

MeSH terms

  • Aspergillus oryzae / classification
  • Aspergillus oryzae / genetics
  • Aspergillus oryzae / isolation & purification
  • Aspergillus oryzae / metabolism*
  • Benzoates / metabolism*
  • Biotransformation
  • Chromatography, Liquid
  • Cluster Analysis
  • DNA, Fungal / chemistry
  • DNA, Fungal / genetics
  • DNA, Ribosomal Spacer / chemistry
  • DNA, Ribosomal Spacer / genetics
  • Fungi / classification
  • Fungi / genetics
  • Fungi / isolation & purification
  • Fungi / metabolism*
  • Mass Spectrometry
  • Metabolic Networks and Pathways
  • Phylogeny
  • Sequence Analysis, DNA
  • Soy Foods / microbiology

Substances

  • Benzoates
  • DNA, Fungal
  • DNA, Ribosomal Spacer
  • 3-phenoxybenzoic acid