Rapid synthesis of a 5'-fluorinated oligodeoxy-nucleotide: a model antisense probe for use in imaging with positron emission tomography (PET).
5'-Deoxy-5'-fluoro-O4-methylthymidine was synthesized by the reaction of the corresponding 5'-O-tosylate with KF in the presence of Kryptofix [222] and coupled to a 5'-phosphoramidite-activated CPG-bound oligodeoxynucleotide. The sequence of reactions and purifications were accomplished within 4 h, a necessary condition of the development of radiofluorinated antisense oligodeoxynucleotide probe for use with PET.
Pan
D
D
Crump Institute for Biological Imaging, Department of Molecular and Medical Pharmacology, UCLA School of Medicine 90095-1770, USA.
Gambhir
S S
SS
Toyokuni
T
T
Iyer
M R
MR
Acharya
N
N
Phelps
M E
ME
Barrio
J R
JR
D019086:Bridged Bicyclo Compounds, Heterocyclic; D002614:Chelating Agents; D005462:Fluorine Radioisotopes; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis* / Q000494:pharmacology; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D014055:Tomography, Emission-Computed
C117556:5'-deoxy-5'-fluoro-O(4)-methylthymidine; D019086:Bridged Bicyclo Compounds, Heterocyclic; D002614:Chelating Agents; D005462:Fluorine Radioisotopes; D016376:Oligonucleotides, Antisense; C006071:cryptating agent 222; D013936:Thymidine