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Updated: Aug 23, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
Compelling evidence for a stepwise mechanism of the alkaline cyclisation of uridine 3'-phosphate esters
Harri Lonnberg1, Roger Stromberg, Andrew Williams
1Department of Chemistry, University of Turku, FIN-20014, Turku, Finland. harlon@utu.fi
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.
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