Catalysis of a flavoenzyme-mediated amide hydrolysis.
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A new pyrimidine catabolic pathway (the Rut pathway) was recently discovered in Escherichia coli K12. In this pathway, uracil is converted to 3-hydroxypropionate, ammonia, and carbon dioxide. The seven-gene Rut operon is required for this conversion. Here we demonstrate that the flavoenzyme RutA catalyzes the initial uracil ring-opening reaction to give 3-ureidoacrylate. This reaction, while formally a hydrolysis reaction, proceeds by an oxidative mechanism initiated by the addition of a flavin hydroperoxide to the C4 carbonyl. While peroxide-catalyzed amide hydrolysis has chemical precedent, we are not aware of a prior example of analogous chemistry catalyzed by flavin hydroperoxides. This study further illustrates the extraordinary catalytic versatility of the flavin cofactor.
author list (cited authors)
Mukherjee, T., Zhang, Y., Abdelwahed, S., Ealick, S. E., & Begley, T. P.
complete list of authors
Mukherjee, Tathagata||Zhang, Yang||Abdelwahed, Sameh||Ealick, Steven E||Begley, Tadhg P