A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3 '-phosphate esters
Tekijät: Lonnberg H, Stromberg R, Williams A
Kustantaja: ROYAL SOC CHEMISTRY
Julkaisuvuosi: 2004
Lehti:: Organic and Biomolecular Chemistry
Tietokannassa oleva lehden nimi: ORGANIC & BIOMOLECULAR CHEMISTRY
Lehden akronyymi: ORG BIOMOL CHEM
Vuosikerta: 2
Numero: 15
Aloitussivu: 2165
Lopetussivu: 2167
Sivujen määrä: 3
ISSN: 1477-0520
DOI: https://doi.org/10.1039/b406926a
Tiivistelmä
A Bronsted graph with a convex break at pK(a) (Lg) = 12.58 provides compelling evidence for an intermediate in the alkaline cyclisation of uridine 3'-phosphate esters. The transient pentacoordinated oxyphosphorane dianion intermediate collapses to reactant and cyclic uridine 2', 3'-monophosphate faster than it can pseudo-rotate and isomerise to the 2'-isomer.
A Bronsted graph with a convex break at pK(a) (Lg) = 12.58 provides compelling evidence for an intermediate in the alkaline cyclisation of uridine 3'-phosphate esters. The transient pentacoordinated oxyphosphorane dianion intermediate collapses to reactant and cyclic uridine 2', 3'-monophosphate faster than it can pseudo-rotate and isomerise to the 2'-isomer.