5WAN

Crystal Structure of a flavoenzyme RutA in the pyrimidine catabolic pathway

Summary for 5WAN

• Entry DOI: 10.2210/pdb5wan/pdb
• Descriptor: Pyrimidine monooxygenase RutA, URACIL, SULFATE ION, ... (6 entities in total)
• Functional Keywords: flavoenzyme, oxidoreductase
• Biological source: Escherichia coli
• Total number of polymer chains: 1
• Total formula weight: 45831.34

Authors

Zhang, Y.,Mukherjee, T.,Abdelwahed, S.,Begley, T.P.,Ealick, S.E. (deposition date: 2017-06-26, release date: 2017-07-19, Last modification date: 2023-10-04)

Primary citation

Mukherjee, T.,Zhang, Y.,Abdelwahed, S.,Ealick, S.E.,Begley, T.P.
Catalysis of a flavoenzyme-mediated amide hydrolysis.
J. Am. Chem. Soc., 132:5550-1, 2010

PubMed 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.

PubMed: 20369853
DOI: 10.1021/ja9107676

Experimental method

X-RAY DIFFRACTION (1.798 Å)