Mechanism of general acid–base catalysis in transesterification of an RNA model phosphodiester studied with strongly basic catalysts

DO Corona-Martínez, O Taran…

Index: Corona-Martinez, David O.; Taran, Olga; Yatsimirsky, Anatoly K. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 4 p. 873 - 880

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Citation Number: 26

Abstract

Using 80% vol aqueous DMSO as the reaction medium for transesterification of an RNA model substrate 2-hydroxypropyl 4-nitrophenyl phosphate allows one to observe catalysis in buffer mixtures composed of highly basic components such as guanidines, amidines or alkylamines, which provide up to 103-fold accelerations over the background reaction in the 0.01–0.1 M concentration range. The rate law kobs= k1 [B]+ k2 [B][BH+] was established ...