Kneifel H, Elmendorff K, Hegewald E, Soeder C J
Institut für Chemie und Dynamik der Geosphäre 6, Forschungszentrum Jülich, D-52425 Jülich, Germany.
Arch Microbiol. 1997 Jan;167(1):32-7. doi: 10.1007/s002030050413.
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.
