Ribonucleoside Phosphates via Phosphorimidazolidate Intermediates. Synthesis of Pseudoadenosine 5′-Triphosphate

John W. Kozarich, A. Craig Chinault, Sidney M. Hecht

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Abstract

The use of phosphorimidazolidate intermediates for the conversion of ribonucleoside 5′-monophosphates to diphosphates and 5′-diphosphates to triphosphates is described and several examples are cited. The specific phosphorylation of ribonucleoside 5′-diphosphates to afford the linear rather than branched triphosphates is demonstrated. Also reported is the successful synthesis of the branched isomer of adenosine 5′-triphosphate, ψATP, the attempted preparation of which was first reported in 1949. Certain chemical and enzymatic properties of ψATP are described, as is the conversion of ψATP to ATP via a presumed cyclic meta-phosphate intermediate.

Original languageEnglish (US)
Pages (from-to)4458-4463
Number of pages6
JournalBiochemistry
Volume12
Issue number22
DOIs
StatePublished - Oct 1 1973
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry

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