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Archives of Microbiology

, Volume 167, Issue 1, pp 32–37 | Cite as

Biotransformation of 1-naphthalenesulfonic acid by the green alga Scenedesmus obliquus

  • H. Kneifel
  • Kerstin Elmendorff
  • Eberhard Hegewald
  • Carl J. Soeder
Original paper

Abstract

Under sulfate limitation, axenic batch cultures of the green alga Scenedesmus obliquus metabolized 1-naphthalenesulfonic acid and partially used the sulfonate as a source of sulfur. The main metabolite, 1-hydroxy-2-naphthalenesulfonic acid, which was not metabolized further in the algal culture, was formed by hydroxylation of the substrate in position 1 and by migration of the sulfonic acid group to position 2 of the naphthalene ring (NIH shift). A smaller amount of 1-naphthalenesulfonic acid was desulfonated. The resulting 1-naphthol was mostly transformed into 1-naphthyl β-d-glucopyranoside.

Key wordsScenedesmus obliquus 1-Naphthalenesulfonic acid degradation NIH shift Metabolites 1-Hydroxy-2-naphthalenesulfonic acid 1-Naphthol 1-Naphthyl β-d-glucopyranoside 

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Copyright information

© Springer-Verlag Berlin Heidelberg 1997

Authors and Affiliations

  • H. Kneifel
    • 1
  • Kerstin Elmendorff
    • 1
  • Eberhard Hegewald
    • 1
  • Carl J. Soeder
    • 1
  1. 1.Institut für Chemie und Dynamik der Geosphäre 6, Forschungszentrum Jülich, D-52425 Jülich, Germany Tel. +49-2461-614826; Fax +49-2461-612492 e-mail: h.kneifel@kfa-juelich.deDE

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