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Archives of Microbiology

, Volume 167, Issue 5, pp 310–316 | Cite as

1-Methoxypyrene and 1,6-dimethoxypyrene: two novel metabolites in fungal metabolism of polycyclic aromatic hydrocarbons

  • Thomas Wunder
  • Jens Marr
  • S. Kremer
  • Olov Sterner
  • Heidrun Anke
Original paper

Abstract

The metabolism of pyrene by Penicillium glabrum strain TW 9424, a strain isolated from a site contaminated with polycyclic aromatic hydrocarbons (PAHs) was investigated in submerged cultures. The metabolites formed were identified as 1-hydroxypyrene, 1,6- and 1,8-dihydroxypyrene, 1,6- and 1,8-pyrenequinone, and 1-pyrenyl sulfate. In addition, two new metabolites were isolated and identified by UV, 1H nuclear magnetic resonance, and mass spectroscopy as 1-methoxypyrene and 1,6-dimethoxypyrene. Experiments with [methyl-3H]S-adenosyl-l-methionine (SAM) revealed that SAM is the coenzyme that provides the methyl group for the methyltransferase involved. To our knowledge, this is the first time that methoxylated metabolites of PAHs have been isolated from fungal cultures.

Key words Polycyclic aromatic hydrocarbons Fungi Biodegradation Biotransformation Methoxy-PAHs Methyl conjugation O-methylation O-methyltransferase Fungal secondary metabolism 

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Copyright information

© Springer-Verlag Berlin Heidelberg 1997

Authors and Affiliations

  • Thomas Wunder
    • 1
  • Jens Marr
    • 1
  • S. Kremer
    • 1
  • Olov Sterner
    • 2
  • Heidrun Anke
    • 1
  1. 1.Department of Biotechnology, University of Kaiserslautern, D-67663 Kaiserslautern, Germany Tel. +49-631-205-4267; Fax +49-631-205-2999 e-mail kremer@rhrk.uni-kl.deDE
  2. 2.Department of Organic Chemistry 2, Chemical Center, University of Lund, S-22100 Lund, SwedenSE

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