A general synthesis of specifically deuterated nucleotides for studies of DNA and RNA

Bioorg Med Chem Lett. 2002 Nov 4;12(21):3093-6. doi: 10.1016/s0960-894x(02)00650-9.

Abstract

An efficient procedure is described for the preparation of ribonucleotides and deoxyribonucleotides with deuterium incorporated at the 1', 4', or 5' position. Three intermediates-[1-2H]-D-ribose, [4-2H]-D-ribose, and [5-2H(2)]-D-ribose-were prepared by chemical synthesis and subsequently converted to ribonucleotides and deoxyribonucleotides via enzymatic reactions. Milligram quantities of the desired products were obtained with an average deuterium content of 96+/-1%.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • DNA / chemistry*
  • Deoxyribonucleotides / chemical synthesis*
  • Deoxyribonucleotides / chemistry
  • Deuterium / chemistry
  • Electrophoresis, Polyacrylamide Gel
  • Indicators and Reagents
  • Isotope Labeling / methods*
  • Phosphorylation
  • RNA / chemistry*
  • RNA, Catalytic / metabolism
  • Ribonucleotide Reductases / chemistry
  • Ribonucleotides / chemical synthesis*
  • Ribonucleotides / chemistry
  • Ribose / chemistry
  • Tetrahymena / metabolism

Substances

  • Deoxyribonucleotides
  • Indicators and Reagents
  • RNA, Catalytic
  • Ribonucleotides
  • RNA
  • Ribose
  • DNA
  • Deuterium
  • Ribonucleotide Reductases