Metabolic degradation of phenazine-1-carboxylic acid by the strain Sphingomonas sp. DP58: the identification of two metabolites

Biodegradation. 2008 Sep;19(5):659-67. doi: 10.1007/s10532-007-9171-1. Epub 2007 Dec 21.

Abstract

The biotransformation of phenazine-1-carboxylic acid (PCA) by PCA-degrading strain Sphingomonas sp. DP58 yielded small quantities of metabolites and was demonstrated for the first time. The metabolites were isolated by using preparative high-performance liquid chromatography (HPLC). In addition, these were subsequently characterized by gas chromatography (GC)-mass spectrum (MS) after N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) derivatization and (1)H-nuclear magnetic resonance (NMR). They were identified as 4-hydroxy-1-(2-carboxyphenyl) azacyclobut-2-ene-2-carbonitrile (HPAEC) and 4-hydroxy-1-(2-carboxyphenyl)-2-azetidinecarbonitrile (HPAC). The two metabolites had transformational relationship between each other.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Chromatography, Ion Exchange
  • Gas Chromatography-Mass Spectrometry
  • Magnetic Resonance Spectroscopy
  • Phenazines / metabolism
  • Sphingomonas / metabolism*

Substances

  • Phenazines
  • 1-phenazinecarboxylic acid