Carbanions from decarboxylation of orotate analogues: Stability and mechanistic implications

被引:15
作者
Yeoh, Fong Ying [1 ]
Cuasito, Roxanne R. [1 ]
Capule, Christina C. [1 ]
Wong, Freeman M. [1 ]
Wu, Weiming [1 ]
机构
[1] San Francisco State Univ, Dept Chem & Biochem, San Francisco, CA 94132 USA
关键词
pK(a); carbanion; uracil; pyridone;
D O I
10.1016/j.bioorg.2007.02.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The pK(a)'s of the 6-CH groups of 1,3-dimethyluracil, N-methyl-2-pyridone, and N-methyl-4-pyridone were determined through their reactions with bases derived from carbon acids with known pK(a) and the reactions of their corresponding carbanions with the carbon acids. No correlation between the stability of the carbanions and the rate of decarboxylation of corresponding carboxylic acids was found. (c) 2007 Elsevier Inc. All rights reserved.
引用
收藏
页码:338 / 343
页数:6
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