Solvent-Accelerated Decarboxylation of N-Carboxy-2-imidazolidinone. Implications for Stability of Intermediates in Biotin-Dependent Carboxylations

J Rahil, S You, R Kluger

Index: Rahil, Jubrail; You, Shaochun; Kluger, Ronald Journal of the American Chemical Society, 1996 , vol. 118, # 50 p. 12495 - 12498

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Citation Number: 12

Abstract

The decarboxylation of N-carboxy-2-imidazolidinone has previously been established as a model for the transfer of carbon dioxide from N (1')-carboxybiotin. The present paper reports the pH-dependence of the reaction as well as the acceleration of the reaction in methanol and in acetonitrile. These results suggest that enzymic reactions of N (1')-carboxybiotin in a hydrophobic active site with decreased hydrogen bonding can be rapid if the energy of ...