13C kinetic isotope effects and the mechanism of the uncatalyzed decarboxylation of orotic acid

…, SR Merrigan, BJ Kim, P Beak, LM Phillips…

Index: Singleton, Daniel A.; Merrigan, Steven R.; Kim, Bong J.; Beak, Peter; Phillips, Linda M.; Lee, Jeehiun K. Journal of the American Chemical Society, 2000 , vol. 122, # 14 p. 3296 - 3300

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Citation Number: 49

Abstract

A complete set of 13C kinetic isotope effects were determined for the thermal decarboxylation of 1, 3-dimethylorotic acid and compared with theoretically predicted isotope effects for decarboxylation via either O-2 or O-4 protonated pathways. The best correspondence of experimental and calculated isotope effects is found for the O-4 protonated mechanism. This observation and the calculated reaction barriers support the ...