Synthesis of alpha-L-threofuranosyl nucleoside triphosphates (tNTPs)

Org Lett. 2005 Apr 14;7(8):1485-7. doi: 10.1021/ol050081+.

Abstract

[structure: see text] The alpha-l-threofuranosyl nucleoside triphosphates of T, G, and D (tTTP, tGTP, and tDTP) were synthesized from the described 2'-O-DMT-protected derivatives using the Eckstein method, while the corresponding C derivative (tCTP) was prepared from the 2'-O-acetyl derivative. The prepared alpha-l-threofuranosyl nucleoside triphosphates, despite being one carbon shorter than the native 2'-deoxyfuranosyl nucleoside triphosphates, are effective substrates for selected DNA polymerases.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • DNA-Directed DNA Polymerase / metabolism*
  • Molecular Structure
  • Nucleotides / chemical synthesis*
  • Nucleotides / chemistry*
  • Stereoisomerism

Substances

  • Nucleotides
  • DNA-Directed DNA Polymerase