Title
Catalysis of a flavoenzyme-mediated amide hydrolysis
Document Type
Article
Publication Date
4-28-2010
Abstract
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. © 2010 American Chemical Society.
Recommended Citation
Mukherjee, T., Zhang, Y., Abdelwahed, S., Ealick, S., & Begley, T. (2010). Catalysis of a flavoenzyme-mediated amide hydrolysis. Retrieved from https://digitalcommons.pvamu.edu/chemistry-physics-facpubs/19