Synthesis of 125I-labeled oligonucleotides from tributylstannylbenzamide conjugates.
A rapid and efficient method for the synthesis of 125I-labeled oligodeoxynucleotides ([125I]ODNs) is described. The key intermediates are tributylstannylbenzamide-modified ODNs (Sn-ODNs). Reaction conditions are described for the preparation of 5'-modified Sn-ODNs. Treatment with NaI and chloramine T gave conversion to the desired I-ODN, which was easily isolated by reversed phase chromatography. Thermal denaturation (Tm) studies showed that hybridization properties were not disturbed by the 4-iodobenzamide modification. An [125I]ODN was prepared and characterized by hybridization to 32P-labeled DNA targets. Sequence specific cleavage of the target DNA strand by 125I was measured.
Reed
M W
MW
Epoch Pharmaceuticals Inc., Bothell, Washington 98021, USA. mreed@epochpharm.com
Panyutin
I G
IG
Hamlin
D
D
Lucas
D D
DD
Wilbur
D S
DS
D001483:Base Sequence; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D053938:DNA Fragmentation; D004591:Electrophoresis, Polyacrylamide Gel; D007457:Iodine Radioisotopes; D015394:Molecular Structure; D008970:Molecular Weight; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D015345:Oligonucleotide Probes / Q000138:chemical synthesis / Q000737:chemistry; D014220:Trialkyltin Compounds / Q000138:chemical synthesis / Q000737:chemistry
D001549:Benzamides; D007457:Iodine Radioisotopes; D009838:Oligodeoxyribonucleotides; D015345:Oligonucleotide Probes; D014220:Trialkyltin Compounds