Mechanisms of catalysis by imidazole buffers of the hydrolysis and isomerisation of RNA models
: Beckmann C, Kirby AJ, Kuusela S, Tickle DC
Publisher: ROYAL 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
DOI: https://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.