Nucleoside 5′-phosphordiamidates, synthesis and some properties
Open Access
- 1 January 1975
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 2 (7) , 1223-1234
- https://doi.org/10.1093/nar/2.7.1223
Abstract
A simple way of preparing nucleoside 5′-phosphordiamidate is described. The procedure is based on the ammonolysis of nucleoside 5′-phosphordichloridates by dilute aqueous ammonium hydroxide. The behaviour of nucleoside phosphordiamidates under acidic and alkaline conditions is also reported. Alkaline hydrolysis results in the formation of the parent nucleoside, whereas one amide group can be removed selectively by mild acid hydrolysis. This property of nucleoside phosphordiamidates served as a basis for the elaboration of a simple synthesis of nucleoside phosphoramidates starting from nucleosides.Keywords
This publication has 6 references indexed in Scilit:
- Synthesis of pppGpN typs dinucleotide derivatives: the 5′ end sequence of some RNAsNucleic Acids Research, 1975
- Ribonucleoside phosphates via phosphorimidazolidate intermediates. Synthesis of pseudoadenosine 5'-triphosphateBiochemistry, 1973
- Synthetic Nucleotide-peptidesProgress in Nucleic Acid Research and Molecular Biology, 1970
- A new, sensitive determination of phosphateAnalytical Biochemistry, 1969
- Spectrophotometric studies on nucleic acid derivatives and related compounds as a function of pH: II. Natural and synthetic pyrimidine nucleosidesBiochimica et Biophysica Acta, 1952
- The structure of ribonucleic acids. 1. Cyclic nucleotides produced by ribonuclease and by alkaline hydrolysisBiochemical Journal, 1952