A1 Refereed original research article in a scientific journal
Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3 '-phosphate esters
Authors: Lonnberg H, Stromberg R, Williams A
Publisher: ROYAL SOC CHEMISTRY
Publication year: 2004
Journal:: Organic and Biomolecular Chemistry
Journal name in source: ORGANIC & BIOMOLECULAR CHEMISTRY
Journal acronym: ORG BIOMOL CHEM
Volume: 2
Issue: 15
First page : 2165
Last page: 2167
Number of pages: 3
ISSN: 1477-0520
DOI: https://doi.org/10.1039/b406926a
Abstract
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.
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