Synthesis of 5-radioiodoarabinosyl uridine analog for probing HSV-1 thymidine kinase gene: an unexpected chelating effect

Nucl Med Biol. 2006 Apr;33(3):367-70. doi: 10.1016/j.nucmedbio.2005.12.005. Epub 2006 Mar 9.

Abstract

Tumor cells transduced with herpes simplex virus thymidine kinase gene has been intensively applied to the field of positron emission tomography via imaging of its substrate. As a pilot synthesis approach, a facial preparation of 5-[125I]iodoarabinosyl uridine starting from commercial available uridine is reported herein. Interestingly, the tin group in 5-trimethylstannyl arabinosyluridine was easily removed during purification. The destannylation through the formation of a six-ligand coordination involving 2'-hydroxyl and tin was thereby proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabinofuranosyluracil / chemical synthesis*
  • Chelating Agents
  • Genes, Viral*
  • Humans
  • Iodine Radioisotopes*
  • Simplexvirus / enzymology*
  • Thymidine Kinase / genetics*

Substances

  • Chelating Agents
  • Iodine Radioisotopes
  • Arabinofuranosyluracil
  • Thymidine Kinase