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Further studies on the buffer-catalyzed cleavage and isomerization of uridyluridine. Medium and ionic strength effects on catalysis by morpholine, imidazole, and …

R Breslow, SD Dong, Y Webb, R Xu

文献索引:Breslow, Ronald; Schmuck, Carsten Journal of the American Chemical Society, 1996 , vol. 118, # 28 p. 6601 - 6605

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被引用次数: 63

摘要

The cleavage and isomerization of 3', 5'-uridyluridine catalyzed by morpholine buffers and by imidazole buffers has been reinvestigated. The key evidence for a previously proposed partitioning mechanism in which the buffer acid BH+ converts the substrate to a phosphorane monoanion intermediate which then partitions either to the 2', 5'isomer of the substrate or (with buffer base catalysis) to the cleavage product is confirmed. The negative ...