Archives of Microbiology 1997-01-01

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

H Kneifel, K Elmendorff, E Hegewald, C J Soeder

Index: Arch. Microbiol. 167(1) , 32-7, (1997)

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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 beta-d-glucopyranoside.