Synthesis of 5-radioiodoarabinosyl uridine analog for probing HSV-1 thymidine kinase gene: an unexpected chelating effect.
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.
Yu
Chung-Shan
CS
Department of Nuclear Science, National Tsing-Hua University, Hsinchu 300, Taiwan. csyu@mx.nthu.edu.tw
Chiang
Li-Wu
LW
Wu
Chien-Hung
CH
Wang
Ren-Tsong
RT
Chen
Shao-Wei
SW
Wang
Heng-Yen
HY
Yeh
Chien-Hung
CH
D001086:Arabinofuranosyluracil / Q000138:chemical synthesis*; D002614:Chelating Agents; D005814:Genes, Viral; D006801:Humans; D007457:Iodine Radioisotopes; D018139:Simplexvirus / Q000201:enzymology*; D013937:Thymidine Kinase / Q000235:genetics*
D002614:Chelating Agents; D007457:Iodine Radioisotopes; D001086:Arabinofuranosyluracil; D013937:Thymidine Kinase