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urate oxidase, an enzyme that catalyzes the oxidation of uric acid to 5-hydroxyisourate.
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The regiochemical course of oxidation of 5-13C-urate mediated by uricase from A. flavus ( pD 7.2 , D2O/ phosphate ) was followed directly by NMR . 13C-shifts and timing of signals corresponded to consecutive transformations of the primary 5-hydroxy-5-13C-isourate ( 87.5 ppm ) , 1,6-opened product ( 87.1 ) , allantoin-5-carboxylate ( 175.6 ) , and 4-13C-allantoin ( 176.9 ) .
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Gout is rare in most other animals due to their ability to produce uricase, which breaks down uric acid.
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Summary : The 13C-NMR spectra are characteristic and provide a convenient method to chart the pathway of uricase-catalysed oxidation of 5-13C-urate ( 1 ) to 4-13C-allantoin ( 5 ) ; 5-hydroxy-5-13C-isouricacid ( 2 ) , its ring-opened derivative 3 , and 4-13C-allantoin-5-carboxylate ( 4 ) were identified as consecutive intermediates in D2O/ phosphate buffer ( pD 7.2 ) .
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The rates of uricase-mediated oxidation were essentially identical in H2O and D2O , but a sizeable isotope effect was observed for the decay of incipient intermediate , indicating a rate-determining proton transfer in the first nonenzymic stage of the conse cutive transformation to allantoin .
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Summary : Use of 8-13C-urate ( 1b ) in combination with 13C-NMR method provided unequivocal evidence for the formation of 2-13C-allantoin ( 4b ) in the course of chemical , uricase- , or peroxidase-mediated oxidations .
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Use of 8-13C-urate in combination with NMR location of the label disclosed a regiospecific pattern in conversions to 2-13C-allantoin catalysed by various uricases and peroxidase .
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Summary : ( +)-Alloxanic acid ( 2 ) is the principal product of uricase mediated oxidation of uric acid ( 1 ) in the presence of borate .
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