Biotransformation of 1-naphthalenesulfonic acid by the green alga Scenedesmus obliquus |
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Authors: | H Kneifel Kerstin Elmendorff Eberhard Hegewald Carl J Soeder |
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Institution: | Institut für Chemie und Dynamik der Geosph?re 6, Forschungszentrum Jülich, D-52425 Jülich, Germany Tel. +49-2461-614826; Fax +49-2461-612492 e-mail: h.kneifel@kfa-juelich.de, DE
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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.
Received: 27 March 1996 / Revision received: 18 October 1996 / Accepted: 30 October 1996 |
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Keywords: | Scenedesmus obliquus 1-Naphthalenesulfonic acid degradation NIH shift Metabolites 1-Hydroxy-2-naphthalenesulfonic acid 1-Naphthol 1-Naphthyl β -d-glucopyranoside |
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