ISSN:
1432-072X
Keywords:
Key wordsScenedesmus obliquus
;
1-Naphthalenesulfonic acid degradation
;
NIH shift
;
Metabolites
;
1-Hydroxy-2-naphthalenesulfonic acid
;
1-Naphthol
;
1-Naphthyl β-d-glucopyranoside
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
Notes:
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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/s002030050413
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