Cyclic amp diphenyl phosphoric mixed anhydride: Synthesis, 31P NMR characterization and reaction with dimethylamine

S. Bottka, J. Tomasz

Research output: Article

1 Citation (Scopus)

Abstract

Phosphorus diastereoisomers, R-pand S-p of P1-adenosine cyclic 3',5 P2-diphenylpyrophosphate (cyclic AMP diphenylphosphoric mixed anhydride) (1) were prepared from adenosine cyclic 3', 5'-monophosphate (cyclic AMP) and diphenyl phosphorochloridate and characterized by 31P NMR. The synthesis preferentially gave R-p-l. Reaction of 1 with dimethylamine resulted in the formation of a (3:1) mixtures of adenosine cyclic 3', 5'-N, N-dimethylphosphoramidate and diphenyl-N, N-dimethylphosphoramidate and occurred with inversion of configuration at cyclic AMP phosphorus.

Original languageEnglish
Pages (from-to)137-145
Number of pages9
JournalNucleosides and Nucleotides
Volume7
Issue number2
DOIs
Publication statusPublished - ápr. 1 1988

ASJC Scopus subject areas

  • Biochemistry
  • Genetics

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