ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The mechanisms of the alkaline oxidations of uric acid with H2O2 and KMnO4 have been investigated using isotopically labeled uric acids. The structures of the oxidation products have been examined by means of the isotope experiments and ultraviolet and infrared spectra. The following conclusions can be drawn: 1Oxonic acid (allantoxanic acid) (III), allantoxaidine (IV) and their derivatives are 2,4-dihydroxy-1,3,5-triazines, not imidazolidones (I and II).2The s-triazine rings contain uric acid carbon atoms 2, 4 and 8 and nitrogen atoms 3 and 9. The third nitrogen of the ring is derived 50-50 from the former positions 1 and 7, the additional carboxyl group of oxonic acid from the uric acid carbon 5.3It has been shown for the first time in the case of uric acid itself that, during formation of allantoin, the imidazolidone rings of hydroxy-acetylene-diureido-carboxylic acid (XI) split at the former uric acid position 5 and not at 4. On further degradation of allantoin, cleavage of the five-membered ring occurs again at the former uric acid carbon 5.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19540370735
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