Old Yellow Enzyme: Stepwise reduction of nitro-olefins and catalysis of aci-nitro tautomerization

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Old yellow enzyme: stepwise reduction of nitro-olefins and catalysis of aci-nitro tautomerization.

The Old Yellow Enzyme has been shown to catalyze efficiently the NADPH-linked reduction of nitro-olefins. The reduction of the nitro-olefin proceeds in a stepwise fashion, with formation of a nitronate intermediate that is freely dissociable from the enzyme. The first step involves hydride transfer from the enzyme-reduced flavin to carbon 2 of the nitro-olefin. The protonation of the nitronate ...

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The O(2)-sensitive reduction of high-molecular-weight aromatic azo and nitro dyes by intestinal bacteria appears to be mediated by low-molecular-weight electron carriers with E(o)' = -200 to -350 mV. This process may allow the design of polymeric azo prodrugs for specific release of certain aromatic amines in the colon.

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[Reduction of aromatic nitro compounds in the intestine].

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ژورنال

عنوان ژورنال: Proceedings of the National Academy of Sciences

سال: 2000

ISSN: 0027-8424,1091-6490

DOI: 10.1073/pnas.190345597