Aminonucleosides and their derivatives. IV. Synthesis of the 3'-amino-3'-deoxynucleoside 5'-phosphates

A V Azhayev; A M Ozols; A S Bushnev; N B Dyatkina; S V Kochetkova; L S Victorova; M K Kukhanova; A A Krayevsky; B P Gottikh

doi:10.1093/nar/6.2.625

Aminonucleosides and their derivatives. IV. Synthesis of the 3'-amino-3'-deoxynucleoside 5'-phosphates

Nucleic Acids Res. 1979 Feb;6(2):625-43. doi: 10.1093/nar/6.2.625.

Authors

A V Azhayev, A M Ozols, A S Bushnev, N B Dyatkina, S V Kochetkova, L S Victorova, M K Kukhanova, A A Krayevsky, B P Gottikh

Abstract

A new procedure has been developed for the synthesis of 3'-amino-3'-deoxyribonucleosides of adenine, cytosine and uracil by condensing the trimethylsilylated bases with peracylated 3-azido-3-deoxyribose derivative. The azido group could subsequently be reduced to amino. The 5'-phosphates of these nucleosides have been prepared and the analogues have been tested for their ability to stimulate the ribosome-catalyzed reaction of 3'(2')-O-(N-formylmethionyl) adenosine 5'-phosphate with phenylalanyl-tRNA.

MeSH terms

Deoxyribonucleotides / chemical synthesis*
Electron Spin Resonance Spectroscopy
Magnetic Resonance Spectroscopy
Structure-Activity Relationship

Substances

Deoxyribonucleotides