Drug – bio-affecting and body treating compositions – Radionuclide or intended radionuclide containing; adjuvant... – In an organic compound
Patent
1996-10-02
1998-05-05
Kight, John
Drug, bio-affecting and body treating compositions
Radionuclide or intended radionuclide containing; adjuvant...
In an organic compound
424 111, 424 165, 536124, A61K 5100, A61M 3614
Patent
active
057469970
ABSTRACT:
Halogenated oligonucleotides and particularly radiohalogenated oligonucleotides are prepared by reacting a modified oligonucleotide with a trialkylstannylaryl reagent, such as an active ester of 4-(tri-n-butyl)benzoic acid. The modified oligonucleotide has a reactive group, such as an NH.sub.2 group, covalently attached to a terminal phosphate or to a heterocyclic base, which reacts with the trialkylstannylaryl reagent to provide a trialkylstannylaryl-ODN conjugate. The trialkylstannyl group of the trialkylstannylaryl-ODN conjugate is rapidly replaced by halogen upon treatment with electrophilic halogen, such as I.sup.+, that is formed when a halogen salt is treated with an oxidizing agent. The trialkylstannylaryl-ODN conjugate is significantly more lipophilic than the halogenated ODN and is readily separated from the halogenated ODN by simple reverse phase column chromatography. The method is especially suitable to introduce radioactive iodine into ODNs and yields the first known ODN labeled with essentially isotopically pure .sup.123 I.
REFERENCES:
patent: 5419966 (1995-05-01), Reed et al.
patent: 5512667 (1996-04-01), Reed et al.
Panyutin, I.G., et al. (1994) "Sequences-specific DNA double-strand breaks induced by triplex forming .sup.125 I labeled oligonucleotides" Nucleic Acids Res. 22, 4979.
Kassis, A. I., et al., (1987) "Therapeutic implications of auger-emitting radionuclides", Radionuclides in Therapy, (Spencer, R.P. et al., Ed.) pp. 120-134, (CRC Press, Inc., Boca Raton, FL).
Dewanjee, M.K., et al. (1991), "Development of sensitive radioiodinated anti-sense oligonucleotide probes by conjugation technique", Bioconjugate Chem., 2/4: 195-200.
Fontanel, M.L., et al., (1993) "Synthesis and use of 4-hydroxyphenyl derivatized phosphoramidites in the selective radioiodination of oligonucleotide probes", J. Lab. Comp. and Radiopharm, 33/8: 717-724.
Wilbur, D.S., (1992) "Radiohalogenation of proteins: an overview of radionuclides, labeling methods, and reagents for conjugate labeling", Bioconjugate Chem. 3/6: 433-470.
Wilbur, D.S., et al., (1989) "Development of a stable radioiodinating reagent to label monoclonal antibodies for radiotherapy of cancer", The Journal of Nuclear Medicine, 30:216-226.
Hylarides, M.D., et al., (1991) "Preparation and in vivo evaluation of an Chemistry, 2:435-440.
Epoch Pharmaceuticals, Inc.
Jones Dameron
Kight John
LandOfFree
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