Mechanisms of catalysis by imidazole buffers of the hydrolysis and isomerisation of RNA models




Beckmann C, Kirby AJ, Kuusela S, Tickle DC

PublisherROYAL SOC CHEMISTRY

1998

Royal Society of Chemistry. Journal: Perkin Transactions 2

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2

J CHEM SOC PERK T 2

3

573

581

9

0300-9580

DOIhttps://doi.org/10.1039/a707741f



We conclude that the hydrolysis of the internucleoside bond in these phosphodiesters involves two, parallel, reaction pathways: (a) a more or less concerted general base catalysed reaction; and (b) a two-step process, involving the rate determining general acid catalysed breakdown of the phosphorane monoanion intermediate 10. Near pH 7, in the presence of Im and ImH(+), the two pathways fun at comparable, but very slow rates. Ribonucleases logically combine the catalytic advantages of both pathways.



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