Synthesis of a probe for monitoring HSV1-tk reporter gene expression using chemical exchange saturation transfer MRI

Nat Protoc. 2013 Dec;8(12):2380-91. doi: 10.1038/nprot.2013.140. Epub 2013 Oct 31.

Abstract

In experiments involving transgenic animals or animals treated with transgenic cells, it is important to have a method to monitor the expression of the relevant genes longitudinally and noninvasively. An MRI-based reporter gene enables monitoring of gene expression in the deep tissues of living subjects. This information can be co-registered with detailed high-resolution anatomical and functional information. We describe here the synthesis of the reporter probe, 5-methyl-5,6-dihydrothymidine (5-MDHT), which can be used for imaging of the herpes simplex virus type 1 thymidine kinase (HSV1-tk) reporter gene expression in rodents by MRI. The protocol also includes data acquisition and data processing routines customized for chemical exchange saturation transfer (CEST) contrast mechanisms. The dihydropyrimidine 5-MDHT is synthesized through a catalytic hydrogenation of the 5,6-double bond of thymidine to yield 5,6-dihydrothymidine, which is methylated on the C-5 position of the resulting saturated pyrimidine ring. The synthesis of 5-MDHT can be completed within 5 d, and the compound is stable for more than 1 year.

Publication types

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

MeSH terms

  • Animals
  • Genes, Reporter*
  • Herpesvirus 1, Human / enzymology*
  • Magnetic Resonance Imaging / methods*
  • Male
  • Mice
  • Rodentia / virology
  • Thymidine / analogs & derivatives
  • Thymidine / analysis
  • Thymidine / chemical synthesis
  • Thymidine / chemistry
  • Thymidine Kinase / genetics
  • Thymidine Kinase / metabolism*
  • Viral Proteins / analysis

Substances

  • 5,6-dihydro-5-methylthymidine
  • Viral Proteins
  • Thymidine Kinase
  • Thymidine