Catabolism of 4-hydroxybenzoate in Candida parapsilosis proceeds through initial oxidative decarboxylation by a FAD-dependent 4-hydroxybenzoate 1-hydroxylase |
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Authors: | Willem J.H. Van Berkel Michael H.M. Eppink Wouter J. Middelhoven Jacques Vervoort Ivonne M.C.M. Rietjens |
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Affiliation: | Department of Biochemistry, Agricultural University, Dreyenlaan 3, 6703 HA Wageningen, the Netherlands; Department of Microbiology, Agricultural University, Hesselink van Suchtelenweg 4, 6703 CT Wageningen, the Netherlands |
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Abstract: | Abstract The first two steps in the catabolism of 4-hydroxybenzoate by the ascomycetous yeast Candida parapsilosis CBS604 were investigated. In contrast to the well-known bacterial pathways and to what was previously assumed, metabolism of 4-hydroxybenzoate in C. parapsilosis proceeds through initial oxidative decarboxylation to give 1,4-dihydroxybenzene. This reaction is catalyzed by a NAD(P)H and FAD-dependent 4-hydroxybenzoate 1-hydroxylase. Further metabolism of 1,4-dihydroxybenzene to the ring-fission substrate 1,2,4-trihydroxybenzene is catalyzed by a NADPH-specific FAD-dependent aromatic hydroxylase acting on phenolic compounds. 19F-NMR experiments with cell extracts and 2-fluoro-4-hydroxybenzoate as the model compound confirm this metabolic pathway and exclude the alternative pathway proceeding through initial 3-hydroxylation followed by oxidative decarboxylation in the second step. |
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Keywords: | p-Hydroxybenzoate hydroxylase Phenol monooxygenase Flavoprotein Yeast catabolism 19F-NMR Candida parapsilosis |
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