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Metabolism of tetralin (1,2,3,4-tetrahydronaphthalene) in Corynebacterium sp. strain C125.

Applied and environmental microbiology (1993-02-01)
J Sikkema, J A de Bont
RESUMO

Corynebacterium sp. strain C125, originally isolated on o-xylene, was selected for its ability to grow on tetralin (1,2,3,4-tetrahydronaphthalene) as the sole source of carbon and energy. The catabolism of tetralin in Corynebacterium sp. strain C125 was shown to proceed via initial hydroxylation of the benzene nucleus at positions C-5 and C-6, resulting in the formation of the corresponding cis-dihydro diol. Subsequently, the dihydro diol was dehydrogenated by a NAD-dependent dehydrogenase to 5,6,7,8-tetrahydro-1,2-naphthalene diol. The aromatic ring was cleaved in the extradiol position by a catechol-2,3-dioxygenase. The ring fission product was subject to a hydrolytic attack, resulting in the formation of a carboxylic acid-substituted cyclohexanone. This is the first report of the catabolism of tetralin via degradation of the aromatic moiety.

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Sigma-Aldrich
1,2,3,4-Tetrahydronaphthalene, ReagentPlus®, 99%
Sigma-Aldrich
1,2,3,4-Tetrahydronaphthalene, reagent grade, ≥97%
Sigma-Aldrich
1,2,3,4-Tetrahydronaphthalene, anhydrous, 99%