Stability of the 6-carbanion of uracil analogues: mechanistic implications for model reactions of orotidine-5'-monophosphate decarboxylase.
[Structure: see text] The pKa's of the 6-CH groups of N-methyl-2-pyridone and N-methyl-4-pyridone in aqueous solution were determined. No correlation between the stability of the carbanions and the rate of decarboxylation of the corresponding carboxylic acids was found.
Wong
Freeman M
FM
Department of Chemistry and Biochemistry, San Francisco State University, San Francisco, California 94132, USA.
Capule
Christina C
CC
Wu
Weiming
W
D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009964:Orotidine-5'-Phosphate Decarboxylase / Q000737:chemistry*; D014498:Uracil / Q000031:analogs & derivatives* / Q000737:chemistry
D014498:Uracil; D009964:Orotidine-5'-Phosphate Decarboxylase